6-chloro-1H-benzoimidazole-2-carboxylic Acid

Base Information

• Chemical Name: 6-chloro-1H-benzoimidazole-2-carboxylic Acid
• CAS No.: 39811-14-8
• Molecular Formula: C8H5 Cl N2 O2
• Molecular Weight: 196.593
• Hs Code.: 2933990090
• European Community (EC) Number: 803-768-2
• DSSTox Substance ID: DTXSID00441035
• Nikkaji Number: J377.336A
• Wikidata: Q82257582
• ChEMBL ID: CHEMBL22586
• Mol file: 39811-14-8.mol

Synonyms:39811-14-8;6-chloro-1H-benzoimidazole-2-carboxylic Acid;5-chloro-1H-benzimidazole-2-carboxylic acid;6-CHLORO-1H-BENZIMIDAZOLE-2-CARBOXYLIC ACID;5-chloro-1H-1,3-benzodiazole-2-carboxylic acid;5-Chloro-1H-benzo[d]imidazole-2-carboxylic acid;5-Chloro-1H-benzoimidazole-2-carboxylic acid;6(5)-Chloro-1H-benzoimidazole-2-carboxylic acid;6-chlorobenzimidazole-2-carboxylic acid;NICKELTELLURIDE;5-chlorobenzimidazole-2-carboxylic acid;CHEMBL22586;SCHEMBL523253;DTXSID00441035;NZIHMSYSZRFUQJ-UHFFFAOYSA-N;5-chlorobenzimidazole-2-carboxylic;MFCD06739053;STK502706;AKOS000321186;AKOS006223698;AB28483;AS-67411;BB 0220346;BB 0259213;FT-0761093;F14476;5-Chloro-1H-benzo[d]imidazole-2-carboxylicacid;A824741;6-CHLORO-1H-1,3-BENZODIAZOLE-2-CARBOXYLIC ACID;6-Chloro-1H-benzoimidazole-2-carboxylic acid, AldrichCPR

Chemical Property of 6-chloro-1H-benzoimidazole-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.744
• Boiling Point: 473.415°C at 760 mmHg
• Flash Point: 240.113°C
• PSA: 65.98000
• Density: 1.644g/cm³
• LogP: 1.91450
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.0039551
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

98%min ^*data from raw suppliers

6-Chloro-1H-benzoimidazole-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=N2)C(=O)O
• Uses: It is employed as a intermediate for pharmaceutical.

Technology Process of 6-chloro-1H-benzoimidazole-2-carboxylic Acid

There total 7 articles about 6-chloro-1H-benzoimidazole-2-carboxylic Acid 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%

5-chloro-2-trichloromethyl-1H-benzoimidazole (3584-66-5) → 5-chloro-1H-benzimidazole-2-carboxylic acid (39811-14-8)

Guidance literature:

5-chloro-2-trichloromethyl-1H-benzoimidazole; With sodium hydroxide; water; at 0 ℃; for 1h;

With hydrogenchloride; In water; for 1h; pH=3;

Reference yield: 24.0%

(5-chloro-1H-benzo [d]imidazol-2-yl)methanol (6953-65-7) → 5-chloro-1H-benzimidazole-2-carboxylic acid (39811-14-8)

Guidance literature:

With potassium permanganate;

DOI:10.3390/molecules200815206

Reference yield:

4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-1H-benzimidazole-2-carboxylic acid (39811-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid

2: aq. NaOH

With sodium hydroxide; acetic acid;

DOI:10.1016/j.bmcl.2004.08.035

upstream raw materials:

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

5-chloro-2-trichloromethyl-1H-benzoimidazole

4-Chloro-1,2-phenylenediamine

5-chloro-2-(trichloromethyl)-1H-benzimidazole

Downstream raw materials:

C₂₄H₂₀ClN₅O₄

C₂₀H₁₆ClN₅O₂S

Refernces

• 1、 Anuradha Bai,Tangeda, Sarita Jyostna,Madhavi,Garlapati, Achaiah. "Molecular properties prediction and synthesis of new benzimidazole H4-receptor antagonists as anti-inflammatory agents". . p. 87 - 92. Retrieved 2019/01/21.
• 2、 -. "NITROGEN HETEROCYCLIC COMPOUNDS USEFUL AS PDE10 INHIBITORS". Page/Page column 138. . Retrieved 2011/12/02.