61193-35-9

Basic information

• Product Name: 1H-Imidazole-4-carbonitrile, 5-amino-1-(phenylmethoxy)-
• CAS NO: 61193-35-9
• Molecular Formula: C11H10N4O
• Molecular Weight: 214.227
• Mol File: 61193-35-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-4-carbonitrile, 5-amino-1-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4-carbonitrile, 5-amino-1-(phenylmethoxy)-(61193-35-9)
• EPA Substance Registry System: 1H-Imidazole-4-carbonitrile, 5-amino-1-(phenylmethoxy)-(61193-35-9)

Safety Data

• Hazardous Substances Data: 61193-35-9(Hazardous Substances Data)

Upstream product

• 245126-93-6 (Z)-N-(2-Amino-1,2-dicyanovinyl)formamide O-benzyloxime 
• 622-33-3 N-benzyloxyamine 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 

Downstream Products

• 61193-37-1 9-Benzyloxyadenine 
• 122352-43-6 N-methyl-N'-<5-(methylamino)-3-benzyloxyimidazo<5,4-d><1,3>thiazin-7(3H)-ylidene>thiourea 

Relevant articles and documents

Synthesis of (Z)-N-(2-amino-1,2-dicyanovinyl)formamide O-alkyloximes and a study of their cyclization in the presence of base

The title compounds (3) have been prepared in high yield by reaction of (Z)-N-(2-amino-1,2-dicyanovinyl)formimidate with an alkoxyamine NH2OR (R = CH2Ph, Me). These compounds cyclize to the corresponding 5-amino-4-cyanoimidazoles 4 by reaction with ethanolic NaOH solution. In ethyl acetate and using DBU as a base, amidoximes 3 follow an unexpected cyclization pathway leading to a pyrimidine structure 5. Single-crystal X-ray structures have been obtained for both the amidoxime 3a and the pyrimidine 5a (R = CH2Ph). A strong intramolecular H-bond in the amidoxime structure, which was identified both in the solid state and in solution, may be responsible for the unusual cyclization pattern observed in these compounds.