4-Chloro-5-(4-methylphenyl)-1H-imidazole-2-carbonitrile

Base Information

• Chemical Name: 4-Chloro-5-(4-methylphenyl)-1H-imidazole-2-carbonitrile
• CAS No.: 120118-14-1
• Molecular Formula: C11H8 Cl N3
• Molecular Weight: 217.658
• Hs Code.: 2933290090
• European Community (EC) Number: 601-672-3
• UNII: M8BF21M04D
• DSSTox Substance ID: DTXSID70869646
• Nikkaji Number: J3.595.694H
• Wikidata: Q27283625
• Mol file: 120118-14-1.mol

Synonyms:120118-14-1;4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile;4-Chloro-5-(4-methylphenyl)-1H-imidazole-2-carbonitrile;5-chloro-4-(4-methylphenyl)-1H-imidazole-2-carbonitrile;CCIM;4-CHLOR-2-CYANO-5-(4-METHYLPHENYL)IMIDAZOL;Cyazofamid-dessulfonamide;1H-Imidazole-2-carbonitrile, 4-chloro-5-(4-methylphenyl)-;4-Chloro-5-(p-tolyl)imidazole-2-carbonitrile;UNII-M8BF21M04D;M8BF21M04D;4-chloro-5-(4-tolyl)-imidazole-2-carbonitrile;4-chloro-5-p-tolylimidazole-2-carbonitrile;EC 601-672-3;1H-Imidazole-2-carbonitrile, 5-chloro-4-(4-methylphenyl)-;5-Chloro-4-(p-tolyl)-1H-imidazole-2-carbonitrile;cyazofamid TP1;SCHEMBL6961083;SCHEMBL21773988;AMY3247;DTXSID70869646;AHLIZUWPYRQFHY-UHFFFAOYSA-N;BCP30998;MFCD24609742;AKOS022173394;1ST21345;BS-49718;CS-0148670;J3.595.694H;EN300-255508;I10665;4-Chloro-5-(4-tolyl)-1H-imidazole-2-carbonitrile;Q27283625;1H-Imidazole-2-carbonitrile, 4-chloro-5-(4-methylphenyl)- (9CI);5-Chloro-4-(4-methylphenyl)-1H-imidazole-2-carbonitrile;4-Chloro-2-cyano-5-(4'-methylphenyl) imidazole

Chemical Property of 4-Chloro-5-(4-methylphenyl)-1H-imidazole-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.635
• Boiling Point: 410.891°C at 760 mmHg
• Flash Point: 202.3°C
• PSA: 52.47000
• Density: 1.362g/cm³
• LogP: 2.91018
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 217.0406750
• Heavy Atom Count: 15
• Complexity: 264

Purity/Quality:

99.9% ^*data from raw suppliers

4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=C(NC(=N2)C#N)Cl
• Uses: 4-Chloro-2-cyano-5-(4''-methylphenyl) imidazole is a metabolite of Cyazofamid (C987600). Cyazofamid is a imidazole fungicide for use on food crops.

Technology Process of 4-Chloro-5-(4-methylphenyl)-1H-imidazole-2-carbonitrile

There total 12 articles about 4-Chloro-5-(4-methylphenyl)-1H-imidazole-2-carbonitrile 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: 75.0%

4(5)-hydroxy-5(4)-(4'-methylphenyl)-2-hydroxyiminomethylimidazole-3-oxide → 5-chloro-4-(4-methylphenyl)-1H-imidazole-2-carbonitrile (120118-14-1)

Guidance literature:

With thionyl chloride; In ethyl acetate; for 3h; Reflux;

Reference yield:

5-(4-methylphenyl)-1H-imidazole-2-carbonitrile → 5-chloro-4-(4-methylphenyl)-1H-imidazole-2-carbonitrile (120118-14-1)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 25 ℃; for 3h; Time;

Reference yield:

C11H11N3O3 → 5-chloro-4-(4-methylphenyl)-1H-imidazole-2-carbonitrile (120118-14-1)

Guidance literature:

C₁₁H₁₁N₃O₃; With thionyl chloride; In N,N-dimethyl-formamide; at 25 ℃; for 3h;

With sulfur dichloride; at 25 ℃; for 3h; Cooling with ice;

upstream raw materials:

para-methylacetophenone

4-methylphenylglyoxal

4-(bromoacetyl)toluene

2,2-dibromo-1-(4-methylphenyl)ethanone

Downstream raw materials:

4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide

4-chloro-1-(3,5-dimethylisoxazol-4-yl-sulphonyl)-5-(4-tolyl)-imidazole-2-carbonitrile

Refernces

• 1、 -. "A 2 - cyano - 4 - chloro - 5 - (4 - methyl phenyl) imidazole synthesis method". . . Retrieved 2017/11/01.
• 2、 -. "4-chloro-2-cyano-N, N-dimethyl-5-P-tolyl-imidazole-1-sulfonamide synthesis method". . . Retrieved 2016/10/10.