Tag: 100-200

N,N’-Dimethoxy-N,N’-dimethylethanediamide: a useful α-oxo-N-methoxy-N-methylamide and 1,2-diketone synthon was written by Sibi, Mukund P.;Sharma, Rajiv;Paulson, Kevin L.. And the article was included in Tetrahedron Letters in 1992.COA of Formula: C6H12N2O4 This article mentions the following:

N,N‘-Dimethoxy-N,N‘-dimethylethanediamide (I) on treatment with one to two equivalent of alkyl, aryl, and benzyl Grignard reagents provide α-oxo-N-methoxy-N-methylamides in good to excellent yields and on reaction with excess aryllithiums furnish moderate to good yields of sym. 1,2-diaryl ketones. Thus, I was treated with PhMgBr or 4-MeC₆H₄Li in THF to give 95% PhCOCONMeOMe or 86% 4-MeC₆H₄COCOC₆H₄Me-4, resp. In the experiment, the researchers used many compounds, for example, N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1COA of Formula: C6H12N2O4).

N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1) 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 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.COA of Formula: C6H12N2O4

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

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-Mediated Tandem Oxidative Annulation for Preparing 2,2-Disubstituted 2,3-Dihydroquinazolin-4(1H)-ones was written by Cheng, Dongping;Yan, Xianhang;Pu, Yueqi;Shen, Jing;Xu, Xiaoliang;Yan, Jizhong. And the article was included in European Journal of Organic Chemistry in 2021.Synthetic Route of C7H7ClN2O This article mentions the following:

An efficient tandem oxidative annulation for the synthesis of 2,2-disubstituted 2,3-dihydroquinazolin-4(1H)-ones via DDQ-mediated dual cross-dehydrogenative-coupling (CDC) reactions is described. This transformation proceeds from easily available o-aminobenzamides and 1,3-diarylpropenes under mild conditions, and the corresponding products are obtained in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Synthetic Route of C7H7ClN2O).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. 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.Synthetic Route of C7H7ClN2O

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

Chlorine Derivatives of Pyridine. Part IX. Preparation and Orientation of 3,5-Dichloropyridine was written by Sell, W. J.. And the article was included in Journal of the Chemical Society, Transactions in 1908.COA of Formula: C6H4Cl2N2O This article mentions the following:

The well-known basic character of this substance suggests that the Cl atoms occupy the 3,5-positions. It is also analogous to dibromopyridine which has been proved to hold Br in the 3,5-positions. Specimens of each were converted into diethoxypyridines and the two proved to be identical. In the experiment, the researchers used many compounds, for example, 3,5-Dichloropicolinamide (cas: 5468-71-3COA of Formula: C6H4Cl2N2O).

3,5-Dichloropicolinamide (cas: 5468-71-3) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. 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.COA of Formula: C6H4Cl2N2O

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

Para-Selective Cu-Catalyzed C-H Aryloxylation of Electron-Rich Arenes and Heteroarenes was written by Sokolovs, Igors;Suna, Edgars. And the article was included in Journal of Organic Chemistry in 2016.Application In Synthesis of N,N-Diethylsalicylamide This article mentions the following:

Cu-catalyzed reaction of phenols with electron-rich arene or heteroarene ligands of unsym. diaryl-λ³-iodanes is a key step in the developed one-pot two-step method for intermol. para-selective C-H aryloxylation of heteroarenes and arenes. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Application In Synthesis of N,N-Diethylsalicylamide).

N,N-Diethylsalicylamide (cas: 19311-91-2) 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.Application In Synthesis of N,N-Diethylsalicylamide

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

Oxidative metabolism of N-isopropyl-α-(2-methylazo)-p-toluamide (azoprocarbazine) by rodent liver microsomes was written by Wiebkin, Philip;Prough, Russell A.. And the article was included in Cancer Research in 1980.Safety of 4-Formyl-N-isopropylbenzamide This article mentions the following:

Azoprocarbazine (I) [2235-59-8] is oxidized by rat liver microsomes in the presence of NADPH and O to yield 2 major metabolites as determined by high-pressure liquid chromatog. The isolated products are the 2 isomeric azoxy derivatives, N-isopropyl-α-(2-methyl-NNO-azoxy)-p-toluamide (benzylazoxy) [66944-55-6] and N-isopropyl-α-(2-methyl-ONN-azoxy)-p-toluamide (methylazoxy) [66944-56-7], since the mass spectra of the metabolites are distinctly different from each other but are identical to those of the resp. chem. synthesized azoxy standards In addition, p-formyl-N-isopropylbenzamide [13255-50-0] is also formed in measurable quantities. Liver microsomes from untreated rabbits or rats form only the methylazoxy derivative; the benzylazoxy isomer is nearly undetectable. Animal pretreatment with phenobarbital or 5,6-benzoflavone results in a marked increase in the rate of methylazoxy formation catalyzed by rat or rabbit liver microsomes. The rate of benzylazoxy formation is also stimulated by phenobarbital pretreatment but is unaffected by 5,6-benzoflavone pretreatment. The rate of formation of p-formyl-N-isopropylbenzamide as well is increased by animal pretreatment with either 5,6-benzoflavone or phenobarbital. Kinetic evaluation of these data suggests the possible involvement of >1 species of cytochrome P-450 in these reactions. Production of both benzylazoxy- and methylazoxyprocarbazine by rat liver microsomes is inhibited by a number of specific cytochrome P-420 inhibitors. Azoprocarbazine elicits a very weak spectral complex (type II) with rat liver microsomal cytochrome P-450 [9035-51-2]. These results strongly suggest that cytochrome P-450 dependent monooxygenases are involved in the N-oxidation of azoprocarbazine to yield 2 azoxy isomers of procarbazine. Incubation of liver microsomal protein with [¹⁴C]azoprocarbazine, O, and NADPH results in a time-dependent increase in covalent binding of labeled material to microsomal protein. More protein-bound label is obtained with [Me-¹⁴C]-azoprocarbazine than with [ring-¹⁴C]azoprocarbazine, suggesting that the mol. can be metabolically activated to a moiety which preferentially binds the Me portion of its structure to microsomal protein in vitro. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Safety of 4-Formyl-N-isopropylbenzamide).

4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) 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. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Safety of 4-Formyl-N-isopropylbenzamide

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

A facile synthesis of 6H-[1,3,5]triazino[2,1-b]quinazolin-6-ones was written by Abbott, Shaun;Cloutier, Josee;Houde, Karine;Penney, Christopher;Zacharie, Boulos. And the article was included in Synthesis in 2011.Computed Properties of C7H7FN2O This article mentions the following:

Triazinoquinazolinone derivatives are synthesized by cyclization of aminobenzamide-substituted triazine compounds in the presence of a proton source such as trifluoroacetic acid or hydrochloric acid. The reaction is mild, general, and gives high yield (>90%) of the cyclized product. This procedure allows, for the first time, access to triazinoquinazolinone compounds bearing different functionalities on the benzene and triazine moieties that are not available by other routes. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Computed Properties of C7H7FN2O).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. 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.Computed Properties of C7H7FN2O

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

The effect of surface-active agents on the properties of lead chromates was written by Ermilov, P. I.;Fedorov, V. N.. And the article was included in Lakokrasochnye Materialy i Ikh Primenenie in 1964.Synthetic Route of C9H13NO2S This article mentions the following:

The effect of anionic, cationic, and nonionic surface-active agents (I) on the properties of Pb chromates was investigated. To synthesize 100 g. of nitric Pb chromates, 69.5 g. PbO, 19.6 g. HNO₃, 37.4 g. Na₂Cr₂O₇, and 2.54 g. H₂SO₄ were used. In all experiments, the precipitation and crystallization were conducted at 25° with thorough agitation. I (0.1-3.5% based on dry chromate) were introduced during the dissolving of PbO in HNO₃. After washing and filtration, one part of the chromate was dried at 80° to 1% residual moisture content. The other part, containing 40-45% moisture, was mixed with raw linseed oil (II) for 4-5 min. The separated H₂O was decanted, a fresh portion of raw II was added, and the mixture agitated to a constant moisture content. A purified Na octylbenzenesulfonate (III), and Duomeen T dioleate, [RNH₂C₃H₆NH₃] [C₁₇H₃₃COO], were used as anionic I. Katamine A, [RC₆H₄CH₂N⁺Et₃]Cl^–, and preparation BSA, RC₆H₄SO₂NHCHMe₂, were used as cationic I. As nonionic I, OP-4, C₈H₁₇C₆H₄O(CH₂CH₂O)₄H, and TB-7, tritert-butylphenol, were employed. Analyses of the resulting chromates showed that I have no effect on the chem. composition or on the completeness of reaction of the chromates. In all cases, the chromate contained 27.2-28.0% CrO₃, 68.4-69.0% PbO, and 0.3-0.4% H₂O-soluble salts. The light fastness of all samples containing I was good. Anionic and nonionic I, used in amounts of 0.25-0.50% (based on the weight of the chromate), noticeably inhibit the crystal growth, thus increasing the dispersibility of the pigment. When the amount of I is increased, their effectiveness decreases. Anionic I (0.25%) decrease the oil absorption of the chromate from 17 to 9-11 g./100 g. Nonionic I, especially TB-7, decrease the oil absorption slightly, while cationic I increase it. The hiding power of the pigment is improved with I. Especially effective are 0.25% III, 1% Duomeen T, 1% OP-4, and 0.25% TB-7. All of the investigated I, except Katamin A and OP-4, reduce the moisture content of the chromate to 6.5-6.8% after agitating the wet pigment for 7-9 min. with raw II. This eliminates the necessity of drying and crushing the pigment and speeds up the grinding process. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Synthetic Route of C9H13NO2S).

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) 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. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Synthetic Route of C9H13NO2S

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

Asymmetric Transfer Hydrogenation of α-Keto Amides; Highly Enantioselective Formation of Malic Acid Diamides and α-Hydroxyamides was written by Gediya, Shweta K.;Vyas, Vijyesh K.;Clarkson, Guy J.;Wills, Martin. And the article was included in Organic Letters in 2021.Application In Synthesis of N1,N2-Dimethoxy-N1,N2-dimethyloxalamide This article mentions the following:

The asym. transfer hydrogenation (ATH) of α-keto-1,4-diamides using a tethered Ru/TsDPEN catalyst was achieved in high ee. Studies on derivatives identified the structural elements which led to the highest enantioselectivities in the products. The α-keto-amide reduction products were converted to a range of synthetically valuable derivatives In the experiment, the researchers used many compounds, for example, N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1Application In Synthesis of N1,N2-Dimethoxy-N1,N2-dimethyloxalamide).

N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. 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.Application In Synthesis of N1,N2-Dimethoxy-N1,N2-dimethyloxalamide

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

The synthesis and SAR of novel diaryl sulfone 11β-HSD1 inhibitors was written by Yan, Xuelei;Wang, Zhulun;Sudom, Athena;Cardozo, Mario;DeGraffenreid, Michael;Di, Yongmei;Fan, Pingchen;He, Xiao;Jaen, Juan C.;Labelle, Marc;Liu, Jinsong;Ma, Ji;McMinn, Dustin;Miao, Shichang;Sun, Daqing;Tang, Liang;Tu, Hua;Ursu, Stefania;Walker, Nigel;Ye, Qiuping;Powers, Jay P.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Safety of 3,4-Dichlorobenzamide This article mentions the following:

Human 11β-hydroxy steroid dehydrogenase type 1 (11β-HSD1) inhibitory activities of a novel series of diaryl sulfones are described. Optimization of this series resulted in several highly potent 11β-HSD1 inhibitors with excellent pharmacokinetic properties. I showed excellent efficacy in a non-human primate ex vivo pharmacodynamic model. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Safety of 3,4-Dichlorobenzamide).

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. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Safety of 3,4-Dichlorobenzamide

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

Synthesis and Nematicidal Activities of 1,2,3-Benzotriazin-4-one Derivatives against Meloidogyne incognita was written by Wang, Gaolei;Chen, Xiulei;Deng, Yayun;Li, Zhong;Xu, Xiaoyong. And the article was included in Journal of Agricultural and Food Chemistry in 2015.Synthetic Route of C7H7FN2O This article mentions the following:

A series of novel 1,2,3-benzotriazin-4-one derivatives (I) where R is H, Cl, Br, etc.; and n = 1,2,3,or 4; were synthesized by the reaction of 3-bromoalkyl-1,2,3-benzotriazin-4-ones with potassium salt of 2-cyanoimino-4-oxothiazolidine in the presence of potassium iodide. Nematicidal assays in vivo showed that some of them exhibited good control efficacy against the cucumber root-knot nematode disease caused by Meloidogyne incognita, up to 100% at the concentration of 10.0 mg L^-1, which indicated that 1,2,3-benzotriazin-4-one derivatives might be potential for novel promising nematicides. The nematicidal activity was influenced by the combination of substituent type, substituted position, and linker length in the mol. The inhibition rate data at the concentrations of 5.0 and 1.0 mg L^-1 for the compounds with high inhibitory activities were also provided. When tested in vitro, none of them showed direct inhibition against M. incognita. The investigation of a significant difference between in vivo and in vitro data is in progress. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Synthetic Route of C7H7FN2O).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) 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. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Synthetic Route of C7H7FN2O

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