4-Chlorobenzoyl isocyanate

Base Information

• Chemical Name: 4-Chlorobenzoyl isocyanate
• CAS No.: 4461-36-3
• Molecular Formula: C8H4ClNO2
• Molecular Weight: 181.578
• DSSTox Substance ID: DTXSID60448368
• Nikkaji Number: J323.822I
• Mol file: 4461-36-3.mol

Synonyms:4-chlorobenzoyl isocyanate;4461-36-3;4-chlorobenzoylisocyanate;Benzoyl isocyanate, 4-chloro-;4-chloro-benzoyl isocyanate;SCHEMBL3205731;DTXSID60448368;SXXVLHPKDPFUBT-UHFFFAOYSA-N;AKOS000161000;EN300-39787;J-017854

Chemical Property of 4-Chlorobenzoyl isocyanate

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.9930561
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)N=C=O)Cl

Technology Process of 4-Chlorobenzoyl isocyanate

There total 8 articles about 4-Chlorobenzoyl isocyanate 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: 100.0%

oxalyl dichloride (79-37-8) + 4-chlorobenzamide (619-56-7) → 4-chlorobenzoyl isocyanate (4461-36-3)

Guidance literature:

In 1,2-dichloro-ethane; for 24h; Reflux;

DOI:10.1016/j.ejmech.2021.113681

Reference yield: 85.0%

sodium isocyanate (917-61-3) + 4-chloro-benzoyl chloride (122-01-0) → 4-chlorobenzoyl isocyanate (4461-36-3)

Guidance literature:

tin(IV) chloride; In 1,2-dichloro-benzene; for 2h; Heating;

DOI:10.1016/S0040-4020(01)89797-0

Reference yield: 65.0%

1,1-Bis-(4-chloro-benzoyl)-3,3-dimethyl-urea (104417-74-5) → 4-chlorobenzoyl isocyanate (4461-36-3) + N,N-dimethyl-4-chlorobenzamide (14062-80-7)

Guidance literature:

at 270 - 280 ℃; under 0.7 Torr;

upstream raw materials:

oxalyl dichloride

4-chlorobenzamide

sodium isocyanate

4-chloro-benzoyl chloride

Downstream raw materials:

N-(4-chlorobenzoyl)-N'-(2,4-diamino-1,3,5-triazinyl-6)-urea

4-(4-chloro-benzoyloxy)-2-(4-chloro-phenyl)-oxazole-5-carboxylic acid ethyl ester

Refernces

• 1、 Liang, Helong,Li, Ganzhong,Zhang, Lei,Wang, Gefei,Song, Mingyu,Li, Heng,Yuan, Bingxin. "Scalable Synthetic Strategy for Unsymmetrical Trisubstituted s-Triazines". supporting information. p. 5821 - 5825. Retrieved 2021/08/01.
• 2、 Winterton, Sarah E.,Capota, Emanuela,Wang, Xiaoyu,Chen, Hong,Mallipeddi, Prema L.,Williams, Noelle S.,Posner, Bruce A.,Nijhawan, Deepak,Ready, Joseph M.. "Discovery of Cytochrome P450 4F11 Activated Inhibitors of Stearoyl Coenzyme A Desaturase". . p. 5199 - 5221. Retrieved 2018/06/13.