4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide

Base Information

• Chemical Name: 4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide
• CAS No.: 303995-95-1
• Molecular Formula: C₁₄H₁₂Cl₂N₂O₂
• Molecular Weight: 311.167
• DSSTox Substance ID: DTXSID901182088
• Nikkaji Number: J3.530.271I
• ChEMBL ID: CHEMBL1459255
• Mol file: 303995-95-1.mol

Synonyms:4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide;303995-95-1;Oprea1_431214;MLS001166423;CHEMBL1459255;DTXSID901182088;HMS2858A24;MFCD00141846;AKOS005079666;SMR000549495;J3.530.271I;12C-063

Chemical Property of 4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 310.0275830
• Heavy Atom Count: 20
• Complexity: 389

Purity/Quality:

4-(2,4-Dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C(=O)C1=CC(=CN1)C(=O)C2=C(C=C(C=C2)Cl)Cl

Technology Process of 4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide

There total 4 articles about 4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide 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: 73.0%

4-(2,4-dichlorobenzoyl)-1H-pyrrole-2-carboxylic acid (886361-05-3) + dimethyl amine (124-40-3) → 4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (303995-95-1)

Guidance literature:

4-(2,4-dichlorobenzoyl)-1H-pyrrole-2-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 4h; Heating;

dimethyl amine; In tetrahydrofuran; at 20 - 50 ℃; for 21h;

DOI:10.1021/acscombsci.5b00155

Reference yield:

2,4-dichlorobenzoyl chloride (89-75-8) → 4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (303995-95-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aluminum (III) chloride / dichloromethane / 4 h / 0 - 20 °C

2.1: lithium hydroxide / tetrahydrofuran; water / 20 h / Heating

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 4 h / Heating

3.2: 21 h / 20 - 50 °C

With aluminum (III) chloride; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acscombsci.5b00155

Reference yield:

methyl Pyrrole-2-carboxylate (1193-62-0) → 4-(2,4-dichlorobenzoyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (303995-95-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aluminum (III) chloride / dichloromethane / 4 h / 0 - 20 °C

2.1: lithium hydroxide / tetrahydrofuran; water / 20 h / Heating

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 4 h / Heating

3.2: 21 h / 20 - 50 °C

With aluminum (III) chloride; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acscombsci.5b00155

upstream raw materials:

4-(2,4-dichlorobenzoyl)-1H-pyrrole-2-carboxylic acid

dimethyl amine

2,4-dichlorobenzoyl chloride

methyl Pyrrole-2-carboxylate