141292-65-1

Basic information

• Product Name: (E)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-dimethylamino-acrylonitrile
• Synonyms: (E)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-dimethylamino-acrylonitrile
• CAS NO: 141292-65-1
• Molecular Weight: 260.336
• Mol File: 141292-65-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-dimethylamino-acrylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-dimethylamino-acrylonitrile(141292-65-1)
• EPA Substance Registry System: (E)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-dimethylamino-acrylonitrile(141292-65-1)

Safety Data

• Hazardous Substances Data: 141292-65-1(Hazardous Substances Data)

Upstream product

• 7520-75-4 4,5-dimethoxy-2-methyl-2'-(methoxymethyl)cinnamonitrile 
• 68-12-2 N,N-dimethyl-formamide 
• 494-99-5 1,2-dimethoxy-4-methylbenzene 
• 7721-62-2 4,5-dimethoxy-2-methylbenzaldehyde 
• 22002-45-5 2-bromo-4-methylanisole 

Relevant articles and documents

Syntheses of Antibacterial 2,4-Diamino-5-benzylpyrimidines. Ormetoprim and Trimethoprim

A general and mild method for the synthesis of 2,4-diamino-5-benzylpyrimidines was achieved by the Friedel-Crafts reaction between 2-(methoxymethylene)-3-methoxypropanenitrile (10) and an activated aromatic substrate followed by treatment with guanidine.The method is illustrated by a synthesis of ormetoprim (2) in 75percent overall yield from 3,4-dimethoxytoluene (12).Efficient syntheses of trimethoprim (1) and 2 were also accomplished via prior base-catalyzed 1,3-prototropic isomerization of cinnamonitriles 19 and 20, respectively, followed by condensation with guanidine. 12 was prepared from 3-bromo-4-methoxytoluene by a Cu(I)-catalyzed displacement of bromine by methoxide and 4,5-dimethoxy-2-methylbenzaldehyde was obtained from 12 in 87percent yield by a pyridine-catalyzed Vilsmeier reaction using DMF-POCl3.