Ethanedione, (2-chlorophenyl)[4-(dimethylamino)phenyl]-

Base Information

• Chemical Name: Ethanedione, (2-chlorophenyl)[4-(dimethylamino)phenyl]-
• CAS No.: 68289-15-6
• Molecular Formula: C16H14ClNO2
• Molecular Weight: 287.746
• DSSTox Substance ID: DTXSID701207133
• Nikkaji Number: J1.621.272E
• Mol file: 68289-15-6.mol

Synonyms:DTXSID701207133;68289-15-6;Ethanedione, (2-chlorophenyl)[4-(dimethylamino)phenyl]-

Chemical Property of Ethanedione, (2-chlorophenyl)[4-(dimethylamino)phenyl]-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 287.0713064
• Heavy Atom Count: 20
• Complexity: 362

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=O)C(=O)C2=CC=CC=C2Cl

Technology Process of Ethanedione, (2-chlorophenyl)[4-(dimethylamino)phenyl]-

There total 4 articles about Ethanedione, (2-chlorophenyl)[4-(dimethylamino)phenyl]- 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: 95.5%

(2-Chloro-phenyl)-[2-(4-dimethylamino-phenyl)-[1,3]dithian-2-yl]-methanone oxime (74955-00-3) → 1-(2-Chloro-phenyl)-2-(4-dimethylamino-phenyl)-ethane-1,2-dione (68289-15-6)

Guidance literature:

With formaldehyd; trifluoroacetic acid; In chloroform; for 72h; Ambient temperature;

DOI:10.1016/S0040-4039(00)77826-9

Reference yield:

4-(N,N'-dimethylamino)phenyl-1,3-dithiane (24588-75-8) → 1-(2-Chloro-phenyl)-2-(4-dimethylamino-phenyl)-ethane-1,2-dione (68289-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) TMEDA, -78 deg C, 2.) THF, -78 deg C, overnight

2: 95.5 percent / CF₃COOH, 35 percent aq. CH₂O / CHCl₃ / 72 h / Ambient temperature

With n-butyllithium; formaldehyd; trifluoroacetic acid; In chloroform;

DOI:10.1016/S0040-4039(00)77826-9

Reference yield:

2-chlorobenzonitrile oxide (49660-38-0) → 1-(2-Chloro-phenyl)-2-(4-dimethylamino-phenyl)-ethane-1,2-dione (68289-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) TMEDA, -78 deg C, 2.) THF, -78 deg C, overnight

2: 95.5 percent / CF₃COOH, 35 percent aq. CH₂O / CHCl₃ / 72 h / Ambient temperature

With n-butyllithium; formaldehyd; trifluoroacetic acid; In chloroform;

DOI:10.1016/S0040-4039(00)77826-9

upstream raw materials:

(2-Chloro-phenyl)-[2-(4-dimethylamino-phenyl)-[1,3]dithian-2-yl]-methanone oxime

4-(N,N'-dimethylamino)phenyl-1,3-dithiane

2-chlorobenzonitrile oxide

2-chloro-N-hydroxybenzimidoyl chloride