1H-Benzimidazole, 5-(azidomethyl)- (9CI)

Base Information

• Chemical Name: 1H-Benzimidazole, 5-(azidomethyl)- (9CI)
• CAS No.: 267875-43-4
• Molecular Formula: C8H7 N5
• Molecular Weight: 173.177
• Mol file: 267875-43-4.mol

Synonyms:1H-Benzimidazole,5-(azidomethyl)- (9CI); 5-Azidomethylbenzimidazole

Chemical Property of 1H-Benzimidazole, 5-(azidomethyl)- (9CI)

Chemical Property:

• PSA: 78.43000
• LogP: 1.82596

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Benzimidazole, 5-(azidomethyl)- (9CI)

There total 3 articles about 1H-Benzimidazole, 5-(azidomethyl)- (9CI) 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: 68.0%

5-(hydroxymethyl)-benzimidazole (106429-29-2) → 6-azidomethyl-1H-benzo [d]imidazole (267875-43-4)

Guidance literature:

With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 16h; Reflux;

Reference yield:

(1H-benzo[d]imidazol-6-yl)methanol (106429-29-2) → 6-azidomethyl-1H-benzo [d]imidazole (267875-43-4)

Guidance literature:

With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 5h; Heating / reflux;

Reference yield:

5-benzimidazolecarboxylic acid (15788-16-6) → 6-azidomethyl-1H-benzo [d]imidazole (267875-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

2: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 16 h / Reflux

With lithium aluminium tetrahydride; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran;

upstream raw materials:

(1H-benzo[d]imidazol-6-yl)methanol

5-(hydroxymethyl)-benzimidazole

5-benzimidazolecarboxylic acid

Downstream raw materials:

1H-1,3-benzodiazol-6-ylmethanamine

Refernces

• 1、 -. "NOVEL JNK INHIBITORS". Page/Page column 97. . Retrieved 2008/12/07.