Month: October 2022

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

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

In 2019,Tetrahedron included an article by Zhou, Tianyi; Ringbeck, Benedikt; Schebb, Nils Helge; Scherkenbeck, Juergen. Computed Properties of C11H24N2O. The article was titled 《Isolation, total synthesis and quantification of caffeoylisocitric acid, a characteristic ingredient of the superfood amaranth》. The information in the text is summarized as follows:

Amaranth is regarded as a new “”super-vegetable”” in western countries, albeit it is consumed for centuries in Africa and Asia. In addition to common carotenoids, flavonoids and polyphenols, caffeoylisocitric acid has been described as amaranth type-specific secondary metabolite. Remarkably, nothing is known on biol. effects of this specific polyphenol. Here we detail a concise, diastereoselective synthesis of caffeoylisocitric acid (I), deuterium-labeling studies and a quant. determination of the caffeoylisocitric acid content of three different amaranth types.tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Computed Properties of C11H24N2O) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Computed Properties of C11H24N2O

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

《Gold-Catalyzed Synthesis of Chiral Cyclopentadienyl Esters via Chirality Transfer》 was written by Zhao, Ke; Hsu, Yu-Chen; Yang, Ziguang; Liu, Rai-Shung; Zhang, Liming. Application In Synthesis of N-Methoxy-N-methylacetamide And the article was included in Organic Letters in 2020. The article conveys some information:

Efficient access to chiral cyclopentadienyl esters from readily accessible chiral enynyl ester substrates is developed. Typically high levels of chirality transfer realized in this homogeneous gold catalysis are attributed to the intermediacy of a chiral bent allene gold complex. Cyclopentadienyl esters can be prepared in good yields and with excellent enantiomeric excesses. The synthetic utilities of the chiral cyclopentadienyl esters are demonstrated by the Diels-Alder reactions, fluorination, alkylation, and epoxidation without any notable erosion of enantiopurity. The experimental process involved the reaction of N-Methoxy-N-methylacetamide(cas: 78191-00-1Application In Synthesis of N-Methoxy-N-methylacetamide)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Application In Synthesis of N-Methoxy-N-methylacetamide

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

《Comparative studies on polysaccharides, triterpenoids, and essential oil from fermented mycelia and cultivated sclerotium of a medicinal and edible mushroom, Poria cocos》 was written by Wang, Dongdong; Huang, Chonggui; Zhao, Ye; Wang, Lin; Yang, Yongcheng; Wang, Anhua; Zhang, Yang; Hu, Gaosheng; Jia, Jingming. Product Details of 78191-00-1 And the article was included in Molecules in 2020. The article conveys some information:

Poria cocos, an important medicinal and edible fungus, is well known in East Asia. The main active components are water-soluble polysaccharides (WPS) and triterpenoids. Due to the growing market demand, long cultivation period, and consumption of pine trunk during cultivation, alternative methods for producing P. cocos or its active components should be investigated. In this study, WPS, triterpenoids, monosaccharide composition, and essential oil in fermented mycelia and cultivated sclerotium were analyzed using UV spectrophotometry, HPLC, pre-column derivatization, and HS-GC/MS, resp. Our results showed that the WPS and triterpenoids in mycelia are several times higher than those in sclerotium. Among the 62 compounds identified by HS-GC/MS anal. from the essential oil obtained from the fermentation media and a fresh external layer, the two main fragrances in common were linalool and Me phenylacetate. Our results suggested that it is applicable to produce polysaccharides and triterpenoids by the fermentation of P. cocos, and a strategy to improve triterpenoid production in the fermentation process was proposed. The experimental process involved the reaction of N-Methoxy-N-methylacetamide(cas: 78191-00-1Product Details of 78191-00-1)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Product Details of 78191-00-1

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

Reference of 4-MethylbenzenesulfonamideIn 2021 ,《Bronsted Acid Promoted N-Dealkylation of N-Alkyl(sulfon)amides》 appeared in ChemistrySelect. The author of the article were Gu, Linghui; Wang, Yang; Cheng, Zemin; Sun, Yanan; Gong, Xin; Li, Zheyu; Ma, Wenbo. The article conveys some information:

A simple and efficient Bronsted-acid-promoted N-dealkylation of N-alkylsulfonamides RS(O)2NHR1 (R = 4-chlorophenyl, 1-naphthyl, thiophen-2-yl, etc.; R1 = t-Bu, cyclopropyl) and N-alkylamides R2C(O)NHR3 (R2 = benzyl, 1-naphthyl, biphenyl-2-yl, thiophen-3-yl, etc.; R3 = t-Bu, cyclopropyl) has been developed. This strategy features an ample substrate scope with excellent chem. selectivity, affording primary (sulfon)amide derivatives RS(O)2NH2 and R2C(O)NH2 in moderate to good yields without the need for transition-metal catalysts. After reading the article, we found that the author used 4-Methylbenzenesulfonamide(cas: 70-55-3Reference of 4-Methylbenzenesulfonamide)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Reference of 4-Methylbenzenesulfonamide

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

COA of Formula: C7H9NO2SIn 2022 ,《Fluorogenic detection of sulfite in water by using copper(II) azacyclam complexes》 was published in Molecules. The article was written by Ciarrocchi, Carlo; Sacchi, Donatella; Boiocchi, Massimo; Weththimuni, Maduka Lankani; Orbelli Biroli, Alessio; Licchelli, Maurizio. The article contains the following contents:

Copper(II) azacyclam complexes (azacyclam = 1,3,5,8,12-pentaazacyclotetradecane) containing naphthyl or dansyl subunits can be prepared by template synthesis involving proper sulfonamide derivatives as locking fragments. The macrocyclic complexes are very poorly emissive due to the fluorescence-quenching behavior displayed by Cu2+ ions. However, the fluorescence can be recovered as a result of the decomposition of the complexes, which induces the release of free light-emitting subunits to the solution This reaction takes place very slowly in neutral water but its rate is increased by the presence of sulfite. Therefore, [Cu(azacyclam)]2+ derivatives have been investigated as simple chem. probes for the fluorogenic detection of sulfite both on laboratory and real samples. Preliminary tests performed on samples of white wine provided sulfite concentration values that are in agreement with those obtained by a standard anal. method. In the experiment, the researchers used 4-Methylbenzenesulfonamide(cas: 70-55-3COA of Formula: C7H9NO2S)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.COA of Formula: C7H9NO2S

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

《Pd-catalyzed oxidative C-H/C-H cross-coupling of pyridines with heteroarenes》 was published in Chemical Science in 2013. These research results belong to Liu, Bo; Huang, Yumin; Lan, Jingbo; Song, Feijie; You, Jingsong. Electric Literature of C10H14N2O The article mentions the following:

The authors have developed for the first time a general, concise and highly selective method for the C2-heteroarylation of pyridines and related azines with a broad range of heteroarenes via a two-fold C-H activation, which streamlines the previous approaches that require the activated azine N-oxide as the coupling partner. In the part of experimental materials, we found many familiar compounds, such as 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Electric Literature of C10H14N2O)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Electric Literature of C10H14N2O

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

Hutson, D. H.; Lakeman, S. K.; Logan, C. J. published their research in Xenobiotica on December 31 ,1984. The article was titled 《The fate of 4-cyano-N,N-dimethylaniline in rats; a novel involvement of glutathione in the metabolism of anilines》.Quality Control of 2-Hydroxy-N-phenylacetamide The article contains the following contents:

4-Cyano-N,N-dimethylaniline (CDA)(I) [1197-19-9], when administered to rats as a single oral dose (18.5 mg/kg), was rapidly absorbed and eliminated as a mixture of metabolites in the urine (86% dose after 24 h). Residues in tissues after 48 h, expressed as μg equivalent of CDA, were: liver, 0.35; kidney, 0.28; testes, 0.08; fat 0.06; bone marrow, 0.15; and blood, 0.32. Absorption, metabolism, and elimination following 4 consecutive daily doses of CDA (65 mg/kg) were similar to those at the lower dose. The major metabolite was 2-amino-5-cyanophenyl sulfate (II) [95774-25-7] with its mono- [95774-26-8] and di-N-methyl-II  [95774-27-9] analogs as minor metabolites. 4-Cyanoaniline (III) [873-74-5], N-acetyl-III  [35704-19-9], and an unstable derivative were also found as metabolites. Three S-containing metabolites (IV) [95774-28-0], (V) [92510-57-1], and (VI) [92510-56-0] were identified, the latter accounting for 10.3% and 4.1% of the low and high doses, resp. The S-containing metabolites indicate the involvement of glutathione  [70-18-8] in metabolism at the N-acetyl group. This implies the generation of an electrophilic intermediate, possibly the sulfate conjugate of a N-glucolylaniline, in the metabolism of CDA. The results came from multiple reactions, including the reaction of 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Quality Control of 2-Hydroxy-N-phenylacetamide)

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) belongs to amides.Quality Control of 2-Hydroxy-N-phenylacetamideAmides 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

In 2017,Liu, Shourong; Zhao, Yanmei; He, Ruoyu; Kong, Limin; Xi, Jianjun; Sun, Jingjing; Shao, Yidan; Pan, Xuwang; Zhang, Jiankang; Zhuang, Rangxiao published 《Identification of novel N-acetylcysteine derivatives for the treatment of hepatocellular injury》.MedChemComm published the findings.Name: tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

New anti-hepatocellular injury drugs with better curative effects and fewer side effects are urgently needed at present. In this study, a series of novel N-acetylcysteine (NAC) derivatives were designed, synthesized and biol. evaluated for their anti-hepatocellular injury activities against two different cell models. In the biol. evaluation against hydrogen peroxide (H2O2)-induced LO2 hepatocytes, half of the target compounds exhibited moderate to potent activities in improving the model cell viability, and two compounds (6a and 6b) displayed more potent activities in decreasing malondialdehyde (MDA) levels than the pos. control NAC. In further 4-acetamidophenol (APAP)-induced LO2 cell experiment, compounds 6a and 6b could not only improve the cell viability but also significantly reduce the secretion of MDA. Addnl., compound 6a displayed excellent Caco-2 permeability and oral bioavailability in rats. All these exptl. results suggested that compounds 6a and 6b could serve as potential lead mols. for further development of anti-hepatocellular injury drugs. The experimental process involved the reaction of tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Name: tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) 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.Name: tert-Butyl N,N’-diisopropylcarbamimidate

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