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

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

1973-03-21

1976-01-13

Gallagher, R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602472B, 260250BN, 2602515, 26029365, 26029387, 26032643, 260465D, C07D24128

Patent

active

039324044

ABSTRACT:
Process for the preparation of an amino-pyrazine falling within the formula: ##SPC1##
In which R.sub.1 and R.sub.2 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 R.sub.1 and R.sub.2 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, R.sub.1 and R.sub.2 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, R.sub.1 and R.sub.2 have the meanings given above.

REFERENCES:
Smith, "The Chemistry of Open-Chain Organic Nitrogen Compounds," Vol., I, W. A. Benjamin, Inc., N.Y., 1965, p. 214.

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