3-Chloro-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 3-Chloro-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione
• CAS No.: 174574-69-7
• Molecular Formula: C₁₃H₉ClN₂O₂
• Molecular Weight: 260.68
• European Community (EC) Number: 605-729-3
• DSSTox Substance ID: DTXSID201199834
• Nikkaji Number: J694.729H
• Mol file: 174574-69-7.mol

Synonyms:SCHEMBL7504252;DTXSID201199834;174574-69-7;3-Chloro-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Chemical Property of 3-Chloro-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Chemical Property:

• Vapor Pressure: 7.2E-09mmHg at 25°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 260.0352552
• Heavy Atom Count: 18
• Complexity: 446

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C(=O)C(=C(C1=O)Cl)C2=CNC3=CC=CC=C32

Technology Process of 3-Chloro-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

There total 6 articles about 3-Chloro-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 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%

indole (120-72-9) + dichloromaleic acid anhydride (1122-17-4) → 4-chloro-3-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (174574-69-7)

Guidance literature:

indole; With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 40 ℃; for 0.25h;

dichloromaleic acid anhydride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2.5h;

DOI:10.1039/b815737e

Reference yield: 86.0%

3,4-dichloro-1-methyl-pyrrole-2,5-dione (1123-61-1) + indolylmagnesium bromide → 4-chloro-3-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (174574-69-7)

Guidance literature:

In tetrahydrofuran; for 1h; Heating;

DOI:10.1055/s-1995-4146

Reference yield: 79.0%

4-chloro-3-(1H-indol-3-yl)-1-phenyl-1H-pyrrole-2,5-dione (959418-00-9) + methylamine (74-89-5) → 4-chloro-3-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (174574-69-7)

Guidance literature:

In methanol; at -5 - 0 ℃;

DOI:10.1248/cpb.55.1302

upstream raw materials:

3,4-dichloro-1-methyl-pyrrole-2,5-dione

4-chloro-3-(1H-indol-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

methylamine

indole

Downstream raw materials:

3-(1H-indol-3-yl)-4-(1-(3-phenylpropyl)-1H-1,2,3-triazol-4-yl)-N-methylmaleimide

3-(1H-indol-3-yl)-4-(1-(3-phenylethyl)-1H-1,2,3-triazol-4-yl)-N-methylmaleimide

3-(1H-indol-3-yl)-4-(1-(3-phenylmethyl)-1H-1,2,3-triazol-4-yl)-N-methylmaleimide

3-(1H-indol-3-yl)-4-(1-(2-phenoxyethyl)-1H-1,2,3-triazol-4-yl)-N-methylmaleimide