5284-14-0

Upstream product

• 49845-30-9 1-cyano-1-methoxycarbonyl-3-methyl-4-morpholino-4-phenyl-2-aza-1,3-butadiene 
• 49845-04-7 1-cyano-1-methoxycarbonyl-3-methyl-4-amino-4-phenyl-2-aza-1,3-butadiene 

Downstream Products

• 7202-19-9 (amino-3-methyl-6-phenyl-5-pyrazine-2)carbonylguanidine 
• 107343-78-2 3-amino-6-methyl-5-phenyl-pyrazine-2-carboxylic acid hydrazide 

Relevant academic research and scientific papers

2-Aza-1,3-dienes. A New Approach to Substituted 2-Aminopyrazines

Treatment of enamines by tosylated isonitrosomalono derivatives gives access to 5-dialkylamino-1,1-dicyano 2-aza-1,3-dienes (or 1-methoxycarbonyl analogous) which are precursors of various regiospecific 5,6-substituted 2-amino-3-cyano (or methoxycarbonyl) pyrazines.Some examples of utilisation of these intermediates for synthesis of lumazines, pteridines, and other bicyclic skeletons are described.

Process for making pyrazines from 2-aza-1,3-butadienes

Process for the preparation of an amino-pyrazine falling within the formula: SPC1 In which R1 and R2 each represent a hydrogen atom, or an alkyl or aryl group, or together with the carbon atoms of the pyrazine ring form a cyclic hydrocarbon having 5 to 7 carbon atoms, and X represents a cyano, carboxy, carbonamido, alkoxy-carbonyl or aryloxycarbonyl group which comprises subjecting a 2-aza-1,3-butadiene of the general formula: EQU1 wherein Z and Zi each represent an alkyl group or together with the nitrogen atom form a heterocyclic compound possibly containing another hetero atom to the action of ammonia and reacting the 4-amino-2-aza-1,3-butadiene of formula EQU2 thus obtained with a basic agent: novel compounds of formula VIII in which R1 and R2 each represent a different alkyl or aryl group or together with the carbon atoms of the pyrazine ring form a cyclic hydrocarbon containing 5 to 7 carbon atoms: intermediate compounds of formula: EQU3 wherein X, R1 and R2 have the meanings given above and Z and Z' each represent an alkyl group or together with the nitrogen atom form a heterocyclic compound possibly containing another hetero-atom; and intermediate compounds of the formula: EQU4 wherein X, R1 and R2 have the meanings given above.