Category: 119023-25-5

Practical catalytic enantioselective synthesis of 2,3-dihydroquin-azolinones by chiral bronsted acid catalysis was written by Guo, Yongbiao;Gao, Zhenhua;Li, Junchen;Bi, Xiaojing;Shi, Enxue;Xiao, Junhua. And the article was included in Organic & Biomolecular Chemistry in 2021.Recommanded Product: 119023-25-5 This article mentions the following:

Herein, The highly efficient and practical synthesis of 2,3-dihydroquinazolinones I [R¹ = n-Pr, cyclohexyl, Ph, etc.; R² = H, Me, allyl; R³ = H, Me; R⁴ = H, 6-Me, 7-Cl, etc.; X = O, S] directly from diverse aldehydes with excellent yields and enantioselectivity was reported. Particularly, this protocol afforded better enantiocontrol for aliphatic aldehydes (up to 99% yield, 97% ee), which always gave unsatisfactory results in the previous studies. Moreover, this catalytic system showed wide tolerance to different functional groups such as alkenyl, nitro and halogens. Most importantly, its practicability was well elucidated via the gram-scale synthesis of different types of products at 0.1 mol% catalyst loading and the simplified work-up procedure. To better understand the reaction pathway and origin of the enantioselectivity, DFT calculations were also performed. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Recommanded Product: 119023-25-5).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) 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. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Recommanded Product: 119023-25-5

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

Copper-Catalyzed Reactions of Alkenyl Boronic Esters via Chan-Evans-Lam Coupling/Annulation Cascades: Substrate Selective Synthesis of Dihydroquinazolin-4-ones and Polysubstituted Quinolines was written by Li, Yuge;Cao, Zifeng;Wang, Zhijun;Xu, Liang;Wei, Yu. And the article was included in Organic Letters in 2022.COA of Formula: C7H7FN2O This article mentions the following:

Copper-catalyzed cascade cyclization reactions between alkenyl boronic esters BpinC(R)=CH(R¹) [R = H, Me; R¹ = Me; RR¹ = -(CH₂)₅-, -(CH₂)₂O(CH₂)₂-, -(CH₂)₂N(C(O)Ot-Bu)(CH₂)₂-] and N-H-based nucleophiles R²C(O)NHR³ (R² = 2-amino-5-fluorophenyl, 2-amino-3-bromophenyl, 2-aminophenyl, etc.; R³ = H, Me, Ph, Bn, etc.) have been established, providing new approaches for one-pot assembly of azacycles. Following the Chan-Evans-Lam C-N couplings, the cyclization processes occur via divergent pathways based on the utilized substrates, affording hydroamination product dihydroquinazolin-4-ones I (R⁴ = H, 6-Me, 8-Br, 7-F, etc.) or aromatization product quinolines II (R⁵ = Ph, 4-chlorophenyl, Me, etc.; X = H, Cl, Br, F). Via this one-pot C-N coupling/annulation cascade, the target substituted azacycles can be obtained in moderate to good yields in each case. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5COA of Formula: C7H7FN2O).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) 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. 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: C7H7FN2O

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

Synthesis of chidamide, a new histone deacetylase (HDAC) inhibitor was written by Yin, Zi-hui;Wu, Zhong-wen;Lan, YU-kun;Liao, Chen-zhong;Shan, Song;Li, Zhi-liang;Ning, Zhi-qiang;Lu, Xian-ping;Li, Zhi-bin. And the article was included in Zhongguo Xinyao Zazhi in 2004.Product Details of 119023-25-5 This article mentions the following:

Objective: To synthesize chidamide {N-(2-amino-5-fluorophenyl)-4-[N-(pyridin-3-ylacryloyl)aminomethyl]benzamide}, a new histone deacetylase (HDAC) inhibitor. Methods: 3-Pyridineacrylic acid was prepared from 3-pyridine carboxaldehyde by Knoevenagel reaction, which was converted to the title compound by 2 steps of acetylation in the presence of N,N’-carbonyldiimidazole. Results: Chidamide was synthesized in a total yield of 29%. Conclusion: A gentle and easily controlled process for synthesis of chidamide is worked out. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Product Details of 119023-25-5).

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. 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.Product Details of 119023-25-5

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

Synthesis and biological evaluation of novel 1,2,3-benzotriazin-4-one derivatives as leukotriene A₄ hydrolase aminopeptidase inhibitors was written by Zhang, Fan;Wu, Dang;Wang, Gao-Lei;Hou, Shuang;Ping, Ou-Yang;Huang, Jin;Xu, Xiao-Yong. And the article was included in Chinese Chemical Letters in 2017.Category: amides-buliding-blocks This article mentions the following:

A series of novel 1,2,3-benzotriazin-4-one derivatives I [R = H, 6-O₂N, 7-Cl, etc.; X = (CH₂)_n; n = 0, 1, 2, 3, 4] were designed, synthesized and their inhibitory activities against leukotriene A4 hydrolase aminopeptidase in-vitro were evaluated. Many compounds showed moderate to good activities at the concentration of 10 μmol/L. Among them, compound I [R = 7-Cl; X = (CH₂)₄ (II)] exhibited the highest inhibitory activity up to 80.6% with an IC₅₀ of 1.30 ± 0.20 μmol/L. The compound II was also tested for the proliferation inhibitory activities in THP1 human AML cell line and its binding model with LTA4H enzyme by mol. docking was studied. It indicated that 1,2,3-benzotriazin-4-one was a promising scaffold for further study. The relationship between structure and inhibitory activity was also preliminarily discussed. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Category: amides-buliding-blocks).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) 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 are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Category: amides-buliding-blocks

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

Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole against Meloidogyne incognita was written by Zhang, Ruifeng;Guo, Wei;Wang, Gaolei;Chen, Xiulei;Li, Zhong;Xu, Xiaoyong. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Application In Synthesis of 2-Amino-4-fluorobenzamide This article mentions the following:

Based on the characteristic of benzo[d][1,2,3]thiadiazole to induce the systemic acquired resistance and improve the immunity of plants, benzo[d][1,2,3]thiadiazole was introduced into 1,2,3-benzotriazin-4-one, thirty-one novel 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole were designed and synthesized. Nematicidal activity showed that most of the synthesized compounds exhibited great inhibitory activity in vivo against Meloidogyne incognita at 20 mg/L. Among 31 tested compounds, I and II showed an excellent nematicidal activity with the inhibition rate of 50.4% and 53.1% at the concentration of 1.0 mg/L, resp. The influence of substituent type and position was studied. The relation between structure and activity was also preliminary analyzed. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Application In Synthesis of 2-Amino-4-fluorobenzamide).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) 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 2-Amino-4-fluorobenzamide

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