2-(CHLOROMETHYL)-6-NITRO-1H-BENZO[D]IMIDAZOLE

Base Information

• Chemical Name: 2-(CHLOROMETHYL)-6-NITRO-1H-BENZO[D]IMIDAZOLE
• CAS No.: 14625-39-9
• Molecular Formula: C8H6 Cl N3 O2
• Molecular Weight: 211.608
• Hs Code.: 2933290090
• Mol file: 14625-39-9.mol

Synonyms:1H-Benzimidazole,2-(chloromethyl)-5-nitro- (9CI); Benzimidazole, 2-(chloromethyl)-5(or 6)-nitro-(6CI,7CI); Benzimidazole, 2-(chloromethyl)-5-nitro- (8CI);2-(Chloromethyl)-5-nitrobenzimidazole; NSC 402580

Chemical Property of 2-(CHLOROMETHYL)-6-NITRO-1H-BENZO[D]IMIDAZOLE

Chemical Property:

• Vapor Pressure: 1.27E-08mmHg at 25°C
• Boiling Point: 471.9°Cat760mmHg
• Flash Point: 239.2°C
• PSA: 74.50000
• Density: 1.571g/cm³
• LogP: 2.73310
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%min ^*data from raw suppliers

2-(Chloromethyl)-5-nitro-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(CHLOROMETHYL)-6-NITRO-1H-BENZO[D]IMIDAZOLE

There total 13 articles about 2-(CHLOROMETHYL)-6-NITRO-1H-BENZO[D]IMIDAZOLE 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: 95.0%

chloroacetic acid ethyl ester (105-39-5) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 2-(chloromethyl)-5-nitro-1H-benzo[d]imidazole (14625-39-9)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 6h;

DOI:10.1002/anie.201810617

Reference yield: 88.0%

(5-nitro-1H-benzo[d]imidazol-2-yl)methanol (20034-00-8) → 2-(chloromethyl)-5-nitro-1H-benzo[d]imidazole (14625-39-9)

Guidance literature:

With thionyl chloride; for 8h;

DOI:10.3390/molecules200815206

Reference yield: 85.0%

chloroacetic acid (79-11-8) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 2-(chloromethyl)-5-nitro-1H-benzo[d]imidazole (14625-39-9)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 12h;

upstream raw materials:

chloroacetic acid

4-Nitrophenylene-1,2-diamine

(5-nitro-1H-benzo[d]imidazol-2-yl)methanol

ethyl (2-chloroaceto)acetate

Downstream raw materials:

5-nitro-2-[(styrylsulfonyl)methyl]-1H-benzimidazole

5-nitro-2-[(4-methylstyrylsulfonyl)methyl]-1H-benzimidazole

Refernces

• 1、 Dayakar, Cherupally,Jyothi, Dondra,Suman, Pathi,Raju, Bhimapaka China. "Condensation of Ortho-phenylenediamines and Phenylhydrazines with Ethyl 4-Chloro-3-oxobutanoate: A Facile Approach for the Synthesis of Substituted 1 H-Benzimidazoles, Pyrazolones, and Pyrazoles". . p. 1642 - 1651. Retrieved 2015.
• 2、 El-Gohary,Shaaban. "Synthesis and biological evaluation of a new series of benzimidazole derivatives as antimicrobial, antiquorum-sensing and antitumor agents". . p. 255 - 262. Retrieved 2017.
• 3、 -. "Purine derivative and preparation method and application thereof". Paragraph 0169; 0211; 0220-0221. . Retrieved 2021/06/26.
• 4、 Gong, Ping,Guo, Ming,Liu, Sicong,Miao, Xiuqi,Xing, Lingyun,Yin, Shiliang,Zhai, Xin,Zhang, Dajun,Zhang, Hong. "Design, synthesis and biological evaluation of 2-arylaminopyrimidine derivatives bearing 1,3,8-triazaspiro[4,5]decan-4-one or piperidine-3-carboxamide moiety as novel Type-I1/2 ALK inhibitors". . . Retrieved 2019/12/26.