1H-Benzimidazole,4-bromo-(9CI)

Base Information

• Chemical Name: 1H-Benzimidazole,4-bromo-(9CI)
• CAS No.: 83741-35-9
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.034
• Hs Code.: 2933990090
• European Community (EC) Number: 639-410-5
• DSSTox Substance ID: DTXSID20460142
• Nikkaji Number: J1.168.840C
• Wikidata: Q72451562
• Mol file: 83741-35-9.mol

Synonyms:1H-Benzimidazole,4-bromo- (9CI);Benzimidazole, 4(or 7)-bromo- (7CI);4-Bromo-1H-benzimidazole;4-Bromobenzimidazole;

Chemical Property of 1H-Benzimidazole,4-bromo-(9CI)

Chemical Property:

• Vapor Pressure: 8.63E-07mmHg at 25°C
• Melting Point: 168℃
• Refractive Index: 1.727
• Boiling Point: 417.4 °C at 760 mmHg
• PKA: 11.19±0.30(Predicted)
• Flash Point: 206.2 °C
• PSA: 28.68000
• Density: 1.77 g/cm³
• LogP: 2.32540
• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.96361
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

7-Bromo-1H-benzo[d]imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Br)N=CN2
• Uses: 7-Bromo-1H-benzo[d]imidazole is used in the preparation of antibody drug conjugates with NAMPT inhibitors for use in treatment of cancer.

Technology Process of 1H-Benzimidazole,4-bromo-(9CI)

There total 8 articles about 1H-Benzimidazole,4-bromo-(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: 97.0%

formic acid (64-18-6) + 3-bromobenzene-1,2-diamine (1575-36-6) → 4-bromo-1H-benzo[d]imidazole (83741-35-9)

Guidance literature:

at 100 ℃; for 2h;

Reference yield: 94.0%

→ 7-bromo-1H-benzo[d]imidazole (83741-35-9)

Guidance literature:

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

Reference yield:

3-bromobenzene-1,2-diamine (1575-36-6) + orthoformic acid triethyl ester (122-51-0) → 4-bromo-1H-benzo[d]imidazole (83741-35-9)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; at 60 ℃; for 0.333333h; Inert atmosphere;

upstream raw materials:

formic acid

3-bromobenzene-1,2-diamine

1-bromo-2,3-dinitro-benzene

3-bromo-2-nitrophenylamine

Downstream raw materials:

4-bromo-1-trityl-1H-benzo[d]imidazole

7-bromo-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

4-bromo-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

Refernces

• 1、 -. "SUBSTITUTED BENZIMIDAZOLE CARBOXAMIDES AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS". Paragraph 00297; 00309-00310; 00815. . Retrieved 2021/04/01.
• 2、 -. "STK4 INHIBITORS FOR TREATMENT OF HEMATOLOGIC MALIGNANCIES". Paragraph 00697. . Retrieved 2017/01/09.