63940-81-8

Basic information

• Product Name: (Z)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-methoxy-acrylonitrile
• CAS NO: 63940-81-8
• Molecular Weight: 247.294
• Mol File: 63940-81-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (Z)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-methoxy-acrylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-methoxy-acrylonitrile(63940-81-8)
• EPA Substance Registry System: (Z)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-methoxy-acrylonitrile(63940-81-8)

Safety Data

• Hazardous Substances Data: 63940-81-8(Hazardous Substances Data)

Upstream product

• 39800-76-5 2-(methoxymethylene)-3-methoxypropanenitrile 
• 494-99-5 1,2-dimethoxy-4-methylbenzene 
• 22002-45-5 2-bromo-4-methylanisole 
• 7520-75-4 4,5-dimethoxy-2-methyl-2'-(methoxymethyl)cinnamonitrile 
• 124-41-4 sodium methylate 

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.