39800-76-5

Basic information

• Product Name: 2-Propenenitrile, 3-methoxy-2-(methoxymethyl)-, (E)-
• CAS NO: 39800-76-5
• Molecular Formula: C6H9NO2
• Molecular Weight: 127.143
• Mol File: 39800-76-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Propenenitrile, 3-methoxy-2-(methoxymethyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenenitrile, 3-methoxy-2-(methoxymethyl)-, (E)-(39800-76-5)
• EPA Substance Registry System: 2-Propenenitrile, 3-methoxy-2-(methoxymethyl)-, (E)-(39800-76-5)

Safety Data

• Hazardous Substances Data: 39800-76-5(Hazardous Substances Data)

Upstream product

• 110-67-8 3-Methoxypropionitrile 
• 124-41-4 sodium methylate 
• 107-31-3 Methyl formate 
• 71-43-2 benzene 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 54236-98-5 2,4-diamino-5-methoxymethylpyrimidine 
• 6981-18-6 ormetoprim 
• 63940-81-8 (Z)-2-(4,5-Dimethoxy-2-methyl-benzyl)-3-methoxy-acrylonitrile 
• 7520-76-5 2-Cyan-3-<4,5-Dimethoxy-2-methyl-phenyl>-propionaldehyd-dimethylacetal 

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.