Category: amides-buliding-blocks

In 2019,Chemical Science included an article by Tang, Nana; Wu, Xinxin; Zhu, Chen. Computed Properties of C7H9NO2S. The article was titled 《Practical, metal-free remote heteroarylation of amides via unactivated C(sp3)-H bond functionalization》. The information in the text is summarized as follows:

A new, efficient, site-selective heteroarylation of amides via C(sp3)-H bond functionalization. Amidyl radicals were directly generated from the amide N-H bonds under mild conditions, which triggered the subsequent 1,5-HAT process. A wide scope of aliphatic amides including carboxamides, sulfonamides and phosphoramides were readily modified at remote C(sp3)-H bonds by installing diverse heteroaryl groups. Borne out of pragmatic consideration, this protocol was used for the late-stage functionalization of amides. In the experiment, the researchers used 4-Methylbenzenesulfonamide(cas: 70-55-3Computed Properties of C7H9NO2S)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Computed Properties of C7H9NO2S

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

Wang, Shutao; Gao, Yongliang; Song, Shaoli; Li, Xinze; Zhang, Zhuoqi; Xiang, Jinbao; Zheng, Lianyou published their research in Tetrahedron on August 13 ,2022. The article was titled 《Lewis base catalyzed allylation reaction of N-aryl amides with Morita-Baylis-Hillman carbonates》.Synthetic Route of C8H9NO2 The article contains the following contents:

A Lewis base catalyzed allylation reaction of N-aryl amides with various Morita-Baylis-Hillman (MBH) carbonates was described. The substrate scope of MBH carbonates and amides were comprehensively explored. The broad substrate scope, mild condition, as well as scale-up synthesis made this approach useful for the synthesis of diversified branched tertiary N-allylic amides.2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Synthetic Route of C8H9NO2) was used in this study.

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) belongs to amides.Synthetic Route of C8H9NO2 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.

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

The author of 《Metabolism of N-acylated and O-alkylated drugs by intestinal microflora during anaerobic incubation in vitro》 were Smith, G. E.; Griffiths, L. A.. And the article was published in Xenobiotica in 1974. COA of Formula: C8H9NO2 The author mentioned the following in the article:

Phenacetin [62-44-2] and derivatives of acetanilide were N-deacylated by rat cecal microflora, the deacylation of the latter being dependent on the nature and position of the substituents. Thus, p-alkylated or o-, m-, or p-hydroxylated derivatives were deacylated, whereas a p-aromatic or halide substituent or an aromatic acyl grouping prevented deacylation. A few O-alkylated compounds with a simple benzenoid structure were dealkylated by cecal microflora, but none of the N-alkylated drugs were dealkylated. In the experiment, the researchers used many compounds, for example, 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6COA of Formula: C8H9NO2)

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) 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.COA of Formula: C8H9NO2

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

El-Zahraa, F.; El-Basil, S.; El-Sayed, M.; Ghoneim, K. M.; Khalifa, M. published an article on January 31 ,1979. The article was titled 《Synthesis and pharmacological screening of certain N-substituted amides structurally related to some local anesthetics》, and you may find the article in Pharmazie.HPLC of Formula: 70298-88-3 The information in the text is summarized as follows:

Eighteen Ph2CHCONHR (I; R = e.g., 2,6-, 2,5-, 2,4-, 3,4-, 3,5-Me2C6H3, 4,5-MeClC6H3, 4-O2NC6H4) and 14 Me3CCONHR1 (II; R1 = e.g., 3,6-Me2C6H3, 3-pyridyl, 4-nitro-2-pyridyl) were prepared in 45-90% yield by reaction of the acid chloride with the resp. amine. The most active intradermal anesthesia in guinea pigs was I (R = 4-methyl-5-chlorophenyl); its activity was more than double that of procaine hydrochloride. As a corneal anesthetic II (R1 = 2,6-Me2C6H3) was the most active anesthetic and for plexus anesthesia I (R = 2,6-Me2C6H3) was the most active. In the experimental materials used by the author, we found 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3HPLC of Formula: 70298-88-3)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.HPLC of Formula: 70298-88-3

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

The author of 《Rhodium(III)-Catalyzed Oxidative Annulation of Ketoximes with Sulfonamide: A Direct Approach to Indazoles》 were Wang, Ning; Liu, Lingling; Xu, Wentao; Zhang, Mengye; Huang, Zhibin; Shi, Daqing; Zhao, Yingsheng. And the article was published in Organic Letters in 2019. Synthetic Route of C7H9NO2S The author mentioned the following in the article:

A rhodium(III)-catalyzed intermol. C-H amination of ketoxime and iodobenzene diacetate-enabled N-N bond formation in the synthesis of indazoles has been developed. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. Moreover, the nitro-substituted ketoximes are well compatible in this reaction, leading to the corresponding products in moderate to good yields.4-Methylbenzenesulfonamide(cas: 70-55-3Synthetic Route of C7H9NO2S) was used in this study.

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Synthetic Route of C7H9NO2S

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

The author of 《Enantioselective Construction of Chiral Sulfides via Catalytic Electrophilic Azidothiolation and Oxythiolation of N-Allyl Sulfonamides》 were Liang, Yaoyu; Zhao, Xiaodan. And the article was published in ACS Catalysis in 2019. Reference of 4-Methylbenzenesulfonamide The author mentioned the following in the article:

An efficient and convenient pathway was developed for enantioselective synthesis of chiral sulfides by chiral bifunctional selenide-catalyzed electrophilic azidothiolation and oxythiolation of N-allyl sulfonamides. By this protocol, a variety of chiral vicinal azidosulfides and oxysulfides were obtained in good yields with high enantioselectivities and diastereoselectivities. In this transformation, not only electrophilic arylthiolating reagents but also a wide range of electrophilic alkylthiolating reagents worked very well. The practical application of this method was elucidated by further transformations of the products into the diversified compounds The results came from multiple reactions, including the reaction of 4-Methylbenzenesulfonamide(cas: 70-55-3Reference of 4-Methylbenzenesulfonamide)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Reference of 4-Methylbenzenesulfonamide

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

The author of 《Dynamic porous metal-organic frameworks: synthesis, structure and sorption property》 were Hou, Chao; Liu, Qing; Okamura, Taka-aki; Wang, Peng; Sun, Wei-Yin. And the article was published in CrystEngComm in 2012. Recommanded Product: N-(Pyridin-4-yl)isonicotinamide The author mentioned the following in the article:

Three new porous metal-organic frameworks {[Co(L)(PIN)]·dioxane·H2O}n (1), {[Co(L)(DPE)]·0.5DPE}n (2) and {[Co(L)(BPE)]·4H2O}n (3) with the same 2-fold interpenetrating hms topol. based on 5-(pyridin-4-yl)isophthalate (L2-) and different pillar ligands of N-(4-pyridyl)isonicotinamide (PIN), 1,2-di(4-pyridyl)ethylene (DPE) and 1,2-bis(4-pyridyl)ethane (BPE) were prepared and characterized by IR, TGA, single crystal and powder x-ray diffractions. 1 Possesses a flexible framework upon desolvation and H2O/MeOH/EtOH vapor adsorption, and the desolvated sample exhibits a stepwise uptake of CO2 (195 K), H2O (298 K) and MeOH (298 K). More importantly, the desolvated 1 shows high enthalpy of CO2 adsorption and high selectivity for CO2 over N2 as well as H2O/MeOH over EtOH at 298 K. In the experimental materials used by the author, we found N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Recommanded Product: N-(Pyridin-4-yl)isonicotinamide)

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) belongs to amides.Recommanded Product: N-(Pyridin-4-yl)isonicotinamide 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.

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

The author of 《A facile approach to trans-4,5-pyrrolidine lactam and application in the synthesis of nemonapride and streptopyrrolidine》 were Huang, Wei; Ma, Jing-Yi; Yuan, Mu; Xu, Long-Fei; Wei, Bang-Guo. And the article was published in Tetrahedron in 2011. HPLC of Formula: 87694-50-6 The author mentioned the following in the article:

An efficient approach to trans-4-hydroxylpyrrolidine lactams, e.g. I [R1 = t-Bu, PhCH2; R2 = H, Me; Me2CH, etc.; R3 = H, TBSO], starting from an amino acid is described. The utility of this method has been demonstrated in the synthesis of antipsychotic nemonapride and antiangiogenic streptopyrrolidine. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6HPLC of Formula: 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.HPLC of Formula: 87694-50-6 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.

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

Safety of N-(Pyridin-4-yl)isonicotinamideOn October 7, 2011 ,《Ligand-concentration-dependent self-organization of Hoffman- and PtS-type frameworks from one-pot crystallization》 was published in CrystEngComm. The article was written by Chen, Xin; Zhou, Hu; Chen, Ying-Ying; Yuan, Ai-Hua. The article contains the following contents:

Hoffman- and PtS-type frameworks [ZnL][Ni(CN)4].3H2O (1), ZnNi(CN)4 (2) and ZnNi(CN)4.2CH3CN (3) (L = N-(4-pyridyl)isonicotinamide) were isolated from 1-pot crystallization and characterized structurally. A ligand-concentration effect is proposed in such a self-organized system. In the experimental materials used by the author, we found N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Safety of N-(Pyridin-4-yl)isonicotinamide)

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) belongs to amides.Safety of N-(Pyridin-4-yl)isonicotinamideAmides 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.

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

Name: 2-Hydroxy-N-phenylacetamideOn September 23, 2015 ,《Vilsmeier reagent initialed sequential one-pot multicomponent synthesis of N,O-disubstituted glycolamides as dipeptidyl peptidase 4 inhibitors》 was published in Tetrahedron. The article was written by Lu, Shi-Han; Yen, Wan-Ping; Tsai, Henry J.; Chen, Chien-Shu; Wong, Fung Fuh. The article contains the following contents:

A series of N,O-disubstituted glycolamide derivatives have been successfully synthesized through Vilsmeier reagent initialed sequential one-pot multicomponent procedure from α-chloro N-arylacetamides with formamide/PBr3 and acid chloride. The three-step synthesis involved Vilsmeier formyloxylation reaction, decarbonylation, and esterification. The strategy was also applicable to α-chloro N-(naphthalenyl)acetamide to prepare the corresponding N,O-disubstituted glycolamide products. All of N,O-disubstituted glycolamides were evaluated against dipeptidyl peptidase 4 inhibitory activity. Based on the inhibitory results, several of O-furan-2-carbonyl and O-quinoline-8-sulfonyl N-aryl glycolamide compounds possessed the better effective inhibition of dipeptidyl peptidase 4. The experimental part of the paper was very detailed, including the reaction process of 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Name: 2-Hydroxy-N-phenylacetamide)

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) 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.“,” In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Name: 2-Hydroxy-N-phenylacetamide

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