68319-88-0

Basic information

• Product Name: 3-cyano-1-(3,4-dimethoxyphenyl)urea
• Synonyms: 3-cyano-1-(3,4-dimethoxyphenyl)urea
• CAS NO: 68319-88-0
• Molecular Weight: 221.216
• Mol File: 68319-88-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-cyano-1-(3,4-dimethoxyphenyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 3-cyano-1-(3,4-dimethoxyphenyl)urea(68319-88-0)
• EPA Substance Registry System: 3-cyano-1-(3,4-dimethoxyphenyl)urea(68319-88-0)

Safety Data

• Hazardous Substances Data: 68319-88-0(Hazardous Substances Data)

Upstream product

• 420-04-2 CYANAMID 
• 37527-66-5 3,4-dimethoxyphenylisocyanate 
• 6315-89-5 3,4-dimethoxyaniline 

Downstream Products

• 23680-84-4 2-chloro-6,7-dimethoxyquinazolin-4-amine 

Relevant articles and documents

Synthetic method for 2-chloro-4-amino-6,7-dimethoxy quinazoline

The invention discloses a synthetic method for 2-chloro-4-amino-6,7-dimethoxy quinazoline. The synthetic method comprises the following steps: 1) preparing 3,4-dimethoxyphenyl isocyanate; 2) preparing 3,4-dimethoxyphenyl cyanourea; 3) preparing a 2-chloro-4-amino-6,7-dimethoxy quinazoline crude product; and 4) preparing a 2-chloro-4-amino-6,7-dimethoxy quinazoline fine product. The synthetic method disclosed by the invention simplifies reaction steps and increases the product yield; reaction conditions are optimized, so that reactants react more sufficiently, and therefore, generation of byproducts is reduced, production efficiency is improved, reactants are prevented from being oxidized, reaction is more complete, the target object can be obtained by direct filtering and drying during post-treatment, and the yield is stable.

Process for preparing quinazolines

2-Halo-4-aminoquinazolines are produced by a two-step process involving cyclization of 1-phenyl-3-cyanoureas or 1-phenyl-3-cyanothioureas in the presence of phosphorus halides and phosphorus oxyhalides to provide a phosphoquinazoline intermediate which is hydrolyzed to the quinazoline. Exemplary of the process is the intramolecular cyclization of 1-(3,4-dimethoxyphenyl)-3-cyanourea in the presence of phosphorus pentachloride and phosphorus oxychloride to a phosphoquinazoline intermediate which is subsequently hydrolyzed with formic acid to 2-chloro-4-amino-6,7-dimethoxy-quinazoline. The 2-halo-4-aminoquinazolines of the instant process are particularly valuable as intermediates in the preparation of 4-amino-2-(4-substituted-piperazin-l-yl)quinazolines useful in the treatment of cardiovascular disease, e.g. hypertension.