1H-BENZIMIDAZOLE-5-CARBONITRILE

Base Information

• Chemical Name: 1H-BENZIMIDAZOLE-5-CARBONITRILE
• CAS No.: 6287-83-8
• Molecular Formula: C8H5 N3
• Molecular Weight: 143.148
• Hs Code.: 2933990090
• Mol file: 6287-83-8.mol

Synonyms:1H-Benzimidazole-5-carbonitrile(9CI); 5(or 6)-Benzimidazolecarbonitrile (7CI); 5-Benzimidazolecarbonitrile(8CI); 3H-Benzimidazole-5-carbonitrile; 5-Cyanobenzimidazole;6-Cyanobenzimidazole; NSC 12001

Chemical Property of 1H-BENZIMIDAZOLE-5-CARBONITRILE

Chemical Property:

• Vapor Pressure: 9.92E-09mmHg at 25°C
• Boiling Point: 462.4°C at 760 mmHg
• PKA: 11.20±0.10(Predicted)
• Flash Point: 147.5°C
• PSA: 52.47000
• Density: 1.33±0.1 g/cm3 (20 ºC 760 Torr)
• LogP: 1.43458

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-1,3-Benzodiazole-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-BENZIMIDAZOLE-5-CARBONITRILE

There total 18 articles about 1H-BENZIMIDAZOLE-5-CARBONITRILE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

formic acid (64-18-6) + 4-cyano-1,2-phenylenediamine (17626-40-3) → 5-cyano-benzimidazole (6287-83-8)

Guidance literature:

for 3h; Reflux;

Reference yield: 98.0%

→ 5-cyano-benzimidazole (6287-83-8)

Guidance literature:

With caesium carbonate; In water; at 50 ℃; for 0.166667h; Microwave irradiation;

Reference yield: 94.0%

N-formylbenzamide (4252-31-7) + 4-cyano-1,2-phenylenediamine (17626-40-3) → 1H-benzo[d]imidazole-6-carbonitrile (6287-83-8)

Guidance literature:

With pyridinium p-toluenesulfonate; In tetrahydrofuran; at 50 ℃; for 9h; Inert atmosphere; Green chemistry;

DOI:10.1039/d0ob01080d

upstream raw materials:

4-cyano-1,2-phenylenediamine

Ethoxymethylenemalononitrile

1H-benzimidazole-6-carboxamide

N,N-dimethyl-formamide

Refernces

• 1、 Li, Li,Xu, Li-Li,Liu, Tian,Wang, Lei,Wu, Yu-Feng,Li, Cui-Cui,Di, Bin,You, Qi-Dong,Jiang, Zheng-Yu. "3-(1H-Benzo[d]imidazol-6-yl)-5-(4-fluorophenyl)-1,2,4-oxadiazole (DDO7232), a novel potent Nrf2/ARE inducer, ameliorates DSS-induced murine colitis and protects NCM460 cells against oxidative stress via ERK1/2 phosphorylation". . . Retrieved 2018.
• 2、 Chen, Fen-Er,Dong, Lin,Li, Hongyan,Liu, Jinxin,Luo, Liangliang,Xiao, You-Cai,Zhou, Yuan. "Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides". . p. 29257 - 29262. Retrieved 2020/10/02.
• 3、 Deng, Guobo,Kuang, Daizhi,Liang, Yun,Yang, Yuan,Yu, Jiangxi,Zhang, Fuxing,Zhu, Xiaoming. "K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles". supporting information. p. 3789 - 3793. Retrieved 2020/06/04.