Tag: 100-200

Shrives, Harry J. et al. published their research in Nature Communications in 2017 | CAS: 19311-91-2

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Synthetic Route of C11H15NO2

Regioselective synthesis of C3 alkylated and arylated benzothiophenes was written by Shrives, Harry J.;Fernandez-Salas, Jose A.;Hedtke, Christin;Pulis, Alexander P.;Procter, David J.. And the article was included in Nature Communications in 2017.Synthetic Route of C11H15NO2 This article mentions the following:

The method for completely regioselective, metal-free C3 C-H functionalization of benzothiophenes e.g., I that utilizes synthetically unexplored benzothiophene S-oxides II (R1 = H, 5-NO2, 6-Br, etc.; R2 = H, CO2CH3, CN, etc.), readily available from straightforward oxidation of benzothiophenes such as 5-bromobenzo[b]thiophene, 2-phenylbenzo[b]thiophene, 2-methylbenzo[b]thiophene, etc. and phenols such as p-cresol, 4-iodophenol, 4-nitrophenol, etc./propargyl silanes such as trimethyl(allyl)silane, trimethyl(2-bromoallyl)silane, 2-((trimethylsilyl)methyl)allyl acetate, etc. and allyl silanes such as propargyl silane, hex-1-yne-1,3-diylbis(trimethylsilane), hept-2-yn-1-yltrimethylsilane, etc. was described. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Synthetic Route of C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Synthetic Route of C11H15NO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Kumar, Singam Naveen et al. published their research in Organic Letters in 2018 | CAS: 19311-91-2

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Electric Literature of C11H15NO2

From Carbamate to Chalcone: Consecutive Anionic Fries Rearrangement, Anionic Si → C Alkyl Rearrangement, and Claisen-Schmidt Condensation was written by Kumar, Singam Naveen;Bavikar, Suhas Ravindra;Pavan Kumar, Chebolu Naga Sesha Sai;Yu, Isaac Furay;Chein, Rong-Jie. And the article was included in Organic Letters in 2018.Electric Literature of C11H15NO2 This article mentions the following:

A highly efficient one-pot procedure was developed for the synthesis of various 2′-hydroxychalcones from Ph diethylcarbamate, featuring consecutive Snieckus-Fries rearrangement, anionic Si → C alkyl rearrangement, and Claisen-Schmidt condensation in a single operation. The applicability of this protocol was demonstrated by the highly efficient synthesis of the anti-inflammatory natural product lonchocarpin. The mechanism insight is also provided. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Electric Literature of C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Electric Literature of C11H15NO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Liu, Jianzhong et al. published their research in Science (Washington, DC, United States) in 2020 | CAS: 2670-38-4

3,4-Dichlorobenzamide (cas: 2670-38-4) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Reference of 2670-38-4

Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles was written by Liu, Jianzhong;Zhang, Cheng;Zhang, Ziyao;Wen, Xiaojin;Dou, Xiaodong;Wei, Jialiang;Qiu, Xu;Song, Song;Jiao, Ning. And the article was included in Science (Washington, DC, United States) in 2020.Reference of 2670-38-4 This article mentions the following:

The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chem. nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Reference of 2670-38-4).

3,4-Dichlorobenzamide (cas: 2670-38-4) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Reference of 2670-38-4

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Solaiman Hamed, Ahmed et al. published their research in Research on Chemical Intermediates in 2020 | CAS: 2670-38-4

3,4-Dichlorobenzamide (cas: 2670-38-4) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Recommanded Product: 2670-38-4

Cu(II)-metformin immobilized on graphene oxide: an efficient and recyclable catalyst for the Beckmann rearrangement was written by Solaiman Hamed, Ahmed;Mohammad Ali, Ehab. And the article was included in Research on Chemical Intermediates in 2020.Recommanded Product: 2670-38-4 This article mentions the following:

In this study, for the first time, the copper(II) nanoparticles (NPs) have been immobilized on metformin-functionalized graphene oxide and then its catalytic applications have been investigated in synthesis of amides from aldoximes (Beckmann rearrangement). All analyses confirm the successful and stable immobilization of copper NPs on functionalized graphene oxide. This synthesized heterogeneous nanocatalyst showed excellent catalytic activity with high product yields and short reaction times. Also, the suggested catalyst could be recycled ten times without a drastic decrease in its catalytic activity. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Recommanded Product: 2670-38-4).

3,4-Dichlorobenzamide (cas: 2670-38-4) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Recommanded Product: 2670-38-4

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Brade, Walter et al. published their research in Helvetica Chimica Acta in 1989 | CAS: 19311-91-2

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Category: amides-buliding-blocks

Synthesis of naphtho[2,3-b]pyrandiones: (-)-cryptosporin was written by Brade, Walter;Vasella, Andrea. And the article was included in Helvetica Chimica Acta in 1989.Category: amides-buliding-blocks This article mentions the following:

A new method for the synthesis of naphtho[2,3-b]pyrandiones from sulfonyl lactones and 1-nitroglycals is presented. Thus, 3-phenylsulfonylphthalide (I, R = H) reacted with the 1-nitroglycal II in the presence of LiN(CHMe2)2 at room temperature to give the naphthopyrandione III in high yields. Reaction at a lower temperature led to the intermediate Michael-addition products. I (R = OCH2OCH2CH2OMe) and the 1-nitroglycal IV were prepared for the synthesis of the title compound (V) by base-promoted condensation and deblocking. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Category: amides-buliding-blocks).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Category: amides-buliding-blocks

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Sutherell, Charlotte L. et al. published their research in Synthesis in 2017 | CAS: 54166-95-9

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Name: 6-Chloro-2-aminobenzamide

On the Synthesis and Reactivity of 2,3-Dihydropyrrolo[1,2-a]quinazolin-5(1H)-ones was written by Sutherell, Charlotte L.;Ley, Steven V.. And the article was included in Synthesis in 2017.Name: 6-Chloro-2-aminobenzamide This article mentions the following:

An improved, scalable synthetic route to the quinazolinone natural product 2,3-dihydropyrrolo[1,2-a]quinazolin-5(1H)-one I (R = H, 6-F, 7-OMe, 8-Me, etc.) is reported. The applicability of this method to analog synthesis and the synthesis of related natural products are explored. Finally, reactivity of the scaffold to a variety of electrophilic reagents, generating products stereoselectively, e.g., II, is reported. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Name: 6-Chloro-2-aminobenzamide).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Name: 6-Chloro-2-aminobenzamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Zhang, Yinsheng et al. published their research in Journal of Labelled Compounds & Radiopharmaceuticals in 2002 | CAS: 61189-99-9

2,2-Diethoxyacetamide (cas: 61189-99-9) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Name: 2,2-Diethoxyacetamide

Syntheses of stable-isotope labeled [M + 7] and [M + 6] 2-(methylamino)imidazole was written by Zhang, Yinsheng. And the article was included in Journal of Labelled Compounds & Radiopharmaceuticals in 2002.Name: 2,2-Diethoxyacetamide This article mentions the following:

Stable isotope-labeled 2-(methylamino)imidazole (M + 7 and M + 6) was required as an intermediate in the synthesis of mass labeled drug candidates. These two isotopomers were synthesized with total yields of 24 and 36%, resp. Labeled 2-aminoimidazole (M + 4) was prepared from labeled isothiourea (M + 3) and 2-aminoacetaldehyde di-Me acetal (M + 1 and M + 2). The (M + 1) version of 2-aminoacetaldehyde di-Me acetal was obtained in two steps starting with potassium [15N]phthalimide, while the (M + 2) version was prepared from the reduction of diethoxyacetamide with LiAlD4. Two different approaches for the preparation of 2-(methylamino)imidazole from 2-aminoimidazole were explored. Attempts to prepare protected 2-aminoimidazole to couple with CH3I (M + 4) to form the desired labeled 2-(methylamino)imidazole failed. However, methylation was achieved by applying N-formamidation followed by deutero-reduction These successful syntheses allowed us to selectively label with nitrogen, carbon or hydrogen isotopes at most of the positions of 2-(methylamino)imidazole. In the experiment, the researchers used many compounds, for example, 2,2-Diethoxyacetamide (cas: 61189-99-9Name: 2,2-Diethoxyacetamide).

2,2-Diethoxyacetamide (cas: 61189-99-9) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Name: 2,2-Diethoxyacetamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Smith, D. G. et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2001 | CAS: 10268-06-1

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Quality Control of 2-(2-Chlorophenyl)acetamide

3-Anilino-4-arylmaleimides: potent and selective inhibitors of glycogen synthase kinase-3 (GSK-3) was written by Smith, D. G.;Buffet, M.;Fenwick, A. E.;Haigh, D.;Ife, R. J.;Saunders, M.;Slingsby, B. P.;Stacey, R.;Ward, R. W.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2001.Quality Control of 2-(2-Chlorophenyl)acetamide This article mentions the following:

Potent 3-anilino-4-arylmaleimide glycogen synthase kinase-3 (GSK-3) inhibitors have been prepared using automated array methodol. A number of these are highly selective, having little inhibitory potency against more than 20 other protein kinases. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Quality Control of 2-(2-Chlorophenyl)acetamide).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Quality Control of 2-(2-Chlorophenyl)acetamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Kravtsov, D. N. et al. published their research in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1983 | CAS: 5339-69-5

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Name: N-Isopropylbenzenesulfonamide

19F-{1H} NMR study of exchange equilibriums with participation of sulfonamides and their phenylmercuric derivatives in DMSO was written by Kravtsov, D. N.;Peregudov, A. S.;Ivanov, V. F.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1983.Name: N-Isopropylbenzenesulfonamide This article mentions the following:

Equil constants (K) were determined for exchange of the PhHg group between 4-PhSO2N(HgPh)C6H4R (I; R = H, F) and PhSO2NHR1 (II; R1 = alkyl, Ph, substituted phenyl). The following relation was obtained for exchanges between I (R = H) and II (R1 = m– and p-substituted phenyl): log K = -0.27 pKa + 3.46. Deviation from this equation were found for II with steric and intramol. coordination interactions. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Name: N-Isopropylbenzenesulfonamide).

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Name: N-Isopropylbenzenesulfonamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Ahmed, Zafar et al. published their research in European Journal of Organic Chemistry in 2005 | CAS: 106675-70-1

N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.HPLC of Formula: 106675-70-1

Synthesis of leprapinic acid, calycine and analogues by sequential “[3+2] cyclization/Suzuki/lactonization” reactions was written by Ahmed, Zafar;Albrecht, Uwe;Langer, Peter. And the article was included in European Journal of Organic Chemistry in 2005.HPLC of Formula: 106675-70-1 This article mentions the following:

Calycine (I) and analogs were prepared on the basis of Suzuki cross-coupling reactions of γ-alkylidene-α-hydroxybutenolides, readily available by cycloaddition of 1,3-dicarbonyl dianions or 1,3-bis(silyl enol ether)s with oxalyl derivatives, and subsequent boron tribromide-mediated lactonization. Leprapinic acid (II) was prepared by chemoselective boron tribromide-mediated deprotection of permethylated leprapinic acid. In the experiment, the researchers used many compounds, for example, N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1HPLC of Formula: 106675-70-1).

N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.HPLC of Formula: 106675-70-1

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics