27424-13-1

Basic information

• Product Name: 6-Chlor-4-phenyl-2-(phenylamino)methyl-chinazolin-3-oxid
• CAS NO: 27424-13-1
• Molecular Weight: 361.831
• Mol File: 27424-13-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-Chlor-4-phenyl-2-(phenylamino)methyl-chinazolin-3-oxid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chlor-4-phenyl-2-(phenylamino)methyl-chinazolin-3-oxid(27424-13-1)
• EPA Substance Registry System: 6-Chlor-4-phenyl-2-(phenylamino)methyl-chinazolin-3-oxid(27424-13-1)

Safety Data

• Hazardous Substances Data: 27424-13-1(Hazardous Substances Data)

Upstream product

• 18097-52-4 2-amino-5-chlorobenzophenone oxime 
• 719-59-5 5-chloro-2-aminobenzophenone 
• 5958-24-7 6-chloro-2-chloromethyl-4-phenylquinazoline-3-oxide 
• 62-53-3 aniline 

Relevant articles and documents

Mechanism of selective formation of 2-amino-substituted 1,4-benzodiazepin-4-oxides and 2-aminomethyl substituted quinazolin-3-oxides from chloromethyl quinazolin-N-oxides indications from perturbation theory

The o-amino-acetophenone and -benzophenone oximes 1a-c react with chloroacetyl chloride giving the 2-chloromethyl-quinazoline-3-oxides 6a-c. The mechanism is explained using the perturbation theory. With ammonia and N-prim. aliphatic amines, compounds 6a-c yield 1,4-benzodiazepines 16 and 17 as ring-enlarged products, with aromatic and with N-sec. aliphatic amines, quinazoline derivatives 10-13 are formed. The constitution of the heterocycles is proved by nmr spectroscopic methods. Selective formation of the heterocyclic products is explained with the relative thermodynamic stability of the corresponding 2-adducts 14.