Benzoyl chloride, 3,5-dicyano- (9CI)

Base Information

• Chemical Name: Benzoyl chloride, 3,5-dicyano- (9CI)
• CAS No.: 139456-45-4
• Molecular Formula: C9H3ClN2O
• Molecular Weight: 190.589
• Mol file: 139456-45-4.mol

Synonyms:Benzoyl chloride, 3,5-dicyano- (9CI)

Chemical Property of Benzoyl chloride, 3,5-dicyano- (9CI)

Chemical Property:

• PSA: 64.65000
• LogP: 1.80896

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoyl chloride, 3,5-dicyano- (9CI)

There total 4 articles about Benzoyl chloride, 3,5-dicyano- (9CI) 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: 94.0%

3,5-dicyanobenzoic acid methyl ester → 3,5-dicyanobenzoyl chloride (139456-45-4)

Guidance literature:

3,5-dicyanobenzoic acid methyl ester; With sodium hydroxide; In ethanol; at 20 ℃; for 12h;

With thionyl chloride; In N,N-dimethyl-formamide; toluene; at 70 ℃; for 12h; Inert atmosphere;

Reference yield:

methyl 3,5-dibromobenzoate (51329-15-8) → 3,5-dicyanobenzoyl chloride (139456-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 24 h / 180 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol / 12 h / 20 °C

2.2: 12 h / 70 °C / Inert atmosphere

With sodium hydroxide; In ethanol; N,N-dimethyl-formamide;

Reference yield:

3,5-dicyanobenzoic acid (58123-68-5) → 3,5-dicyanobenzoyl chloride (139456-45-4)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/j.bmcl.2012.08.100

upstream raw materials:

3,5-dicyanobenzoic acid

3,5-dibromobenzoic acid

methyl 3,5-dibromobenzoate

Downstream raw materials:

C₁₅H₇N₅O

Refernces

• 1、 Raboisson, Patrick,Breitholtz-Emanuelsson, Anna,Dahlloef, Henrik,Kers, Annika,Minidis, Alexander B. E.,Nordmark, Anna,Stroem, Peter,Terelius, Ylva,Wensbo, David,Edwards, Louise,Isaac, Methvin,Jarvie, Keith,Slassi, Abdelmalik,Wilson, Julie M.,Xin, Tao,Heaton, William L.,Sheehan, Susan M.,McLeod, Donald A.. "Discovery and characterization of AZD9272 and AZD6538 - Two novel mGluR5 negative allosteric modulators selected for clinical development". . p. 6974 - 6979,6. Retrieved 2020/09/02.