1-(4-Chlorophenyl)-2-(dimethylamino)-5-chloro-1H-imidazole-4-carbaldehyde

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-2-(dimethylamino)-5-chloro-1H-imidazole-4-carbaldehyde
• CAS No.: 215320-61-9
• Molecular Formula: C12H11Cl2N3O
• Molecular Weight: 284.145
• DSSTox Substance ID: DTXSID801142479
• Nikkaji Number: J1.045.649E
• Mol file: 215320-61-9.mol

Synonyms:DTXSID801142479;1-(4-Chlorophenyl)-2-(dimethylamino)-5-chloro-1H-imidazole-4-carbaldehyde;5-Chloro-1-(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole-4-carboxaldehyde;215320-61-9

Chemical Property of 1-(4-Chlorophenyl)-2-(dimethylamino)-5-chloro-1H-imidazole-4-carbaldehyde

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 283.0279174
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=NC(=C(N1C2=CC=C(C=C2)Cl)Cl)C=O

Technology Process of 1-(4-Chlorophenyl)-2-(dimethylamino)-5-chloro-1H-imidazole-4-carbaldehyde

There total 2 articles about 1-(4-Chlorophenyl)-2-(dimethylamino)-5-chloro-1H-imidazole-4-carbaldehyde 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: 48.0%

2-azido-N-(4-chlorophenyl)acetamide (116433-51-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-chloro-1-(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole-4-carboxaldehyde (215320-61-9)

Guidance literature:

With trichlorophosphate; 1) 0-5 deg C to 80-90 deg C, 2) 80-90 deg C, 5 h;

DOI:10.1021/jo971745z

Reference yield:

2-chloro-N-(4-chlorophenyl)acetamide (3289-75-6) → 5-chloro-1-(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole-4-carboxaldehyde (215320-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaN₃ / dimethylformamide / Ambient temperature

2: 48 percent / POCl₃ / 1) 0-5 deg C to 80-90 deg C, 2) 80-90 deg C, 5 h

With sodium azide; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1021/jo971745z

Reference yield: 85.0%

methanol (67-56-1) + 5-chloro-1-(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole-4-carboxaldehyde (215320-61-9) → 5-chloro-1-(4-chloro-phenyl)-2-dimethylamino-1H-imidazole-4-carboxylic acid methyl ester (569371-24-0)

Guidance literature:

With manganese(IV) oxide; sodium cyanide; at 20 ℃; for 12h;

DOI:10.1016/S0014-827X(02)01286-7

upstream raw materials:

2-azido-N-(4-chlorophenyl)acetamide

N,N-dimethyl-formamide

2-chloro-N-(4-chlorophenyl)acetamide

Downstream raw materials:

5-chloro-1-(4-chloro-phenyl)-2-dimethylamino-1H-imidazole-4-carboxylic acid methyl ester

5-chloro-1-(4-chloro-phenyl)-2-dimethylamino-1H-imidazole-4-carboxylic acid hydrazide

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