Chlormidazole

Base Information

• Chemical Name: Chlormidazole
• CAS No.: 3689-76-7
• Molecular Formula: C15H13 Cl N2
• Molecular Weight: 256.735
• Hs Code.: 2933990090
• European Community (EC) Number: 222-998-9
• UNII: 8IKK64FJVX
• DSSTox Substance ID: DTXSID5046140
• Nikkaji Number: J8.211B
• Wikipedia: Chlormidazole
• Wikidata: Q5102982
• NCI Thesaurus Code: C78032
• Metabolomics Workbench ID: 154403
• ChEMBL ID: CHEMBL152649
• Mol file: 3689-76-7.mol

Synonyms:chlormidazole;Mycopolycid

Chemical Property of Chlormidazole

Chemical Property:

• Vapor Pressure: 1.19E-07mmHg at 25°C
• Melting Point: 67.5°C
• Refractive Index: 1.5749 (estimate)
• Boiling Point: 443.6 ºCat 760 mmHg
• Flash Point: 222.1 ºC
• PSA: 17.82000
• Density: 1.2 g/cm³
• LogP: 4.04640
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 256.0767261
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

99%, ^*data from raw suppliers

CHLORMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2N1CC3=CC=C(C=C3)Cl
• Therapeutic Function: Antifungal

Technology Process of Chlormidazole

There total 12 articles about Chlormidazole 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%

ethanol (64-17-5) + N-(p-Chlorobenzyl)-2-nitro aniline (5822-16-2) → Chlormidazole (3689-76-7)

Guidance literature:

With iron; ammonium chloride; at 68 - 70 ℃; for 48h; Inert atmosphere;

Reference yield: 88.0%

2-Methyl-1H-benzimidazole (615-15-6) + 4-chlorobenzyl bromide (622-95-7) → Chlormidazole (3689-76-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.04.005

Reference yield: 75.0%

3-methyl-5H-1,4,2-dioxazol-5-one + C13H11ClN2O → Chlormidazole (3689-76-7)

Guidance literature:

3-methyl-5H-1,4,2-dioxazol-5-one; C₁₃H₁₁ClN₂O; With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; In n-heptane; for 6h; Inert atmosphere;

With hydrogenchloride; In methanol; n-heptane; at 40 ℃; Inert atmosphere;

DOI:10.1002/asia.201701287

upstream raw materials:

2-Methyl-1H-benzimidazole

4-chlorobenzyl bromide

N-(2-acetylphenyl)-4-methylbenzenesulfonamide

2-methyl-1-(toluene-4-sulfonyl)-1H-benzimidazole

Downstream raw materials:

4-{2-[1-(4-chloro-benzyl)-1H-benzoimidazol-2-yl]-vinyl}-benzoic acid methyl ester

Refernces

• 1、 -. "Synthesis method of benzimidazole compound based on iron catalytic oxidation-reduction coupling reaction". Paragraph 0140. . Retrieved 2020/10/05.
• 2、 Zhang, Xiaohui,Huang, Ruofeng,Marrot, Jér?me,Coeffard, Vincent,Xiong, Yan. "Hypervalent iodine-mediated synthesis of benzoxazoles and benzimidazoles via an oxidative rearrangement". . p. 700 - 708. Retrieved 2015/02/02.