Verfahren zur Herstellung von Pyrazinoylguanidinen

摘要

1,203,510. Substituted pyrazinoic acids. MERCK & CO. Inc. 4 Nov., 1968 [7 Nov., 1967], No. 52095/68. Heading C2C. [Also in Division A5] Compounds of formula wherein R1 is hydrogen, C 1-5 alkyl, C 3-5 alkenyl, C 3-5 alkynyl, C 3-6 cycloalkyl, (C 3-6 cycloalkyl). (C 1-3 alkyl), di(C 1-3 alkyl)amino- (C 1-3 alkyl), C 2-6 hydroxylated alkyl, C 1-3 #,#,#-trifluoroalkyl, mononuclear-aryl-substituted C 1-3 alkyl, heterocyclic-substituted C 1-3 alkyl in which the heterocyclic ring has 5 or 6 members and includes at least one nitrogen and/or oxygen atom, mononuclear aryl, C 1-3 alkoxy or amino, where the alkoxy and mononuclear aryl and heterocyclic radicals are optionally substituted and R2 is hydrogen or C 1-5 alkyl, or NR1R2 represents an azacyclic structure; X is chloro, bromo or iodo; R3 is hydrogen, C 1-5 alkyl or mononuclear aryl; R4 is hydrogen, C 1-5 alkyl, either unsubstituted or having an hydroxy, aryl, heterocyclic or C 1-3 alkoxy substituent, C 3-5 alkenyl, C 2-5 alkylideneamino, mononuclear-aryl-substituted C 2-5 alkylideneamino, substituted or unsubstituted mononuclear aryl, or (C 1-3 alkoxy)- phenyl.(C 1-1 alkyl) and R5 is hydrogen or C 1-5 alkyl or -NR4R5 forms a heterocyclic ring; or R3 and R4 (or R5) are linked together to form, with the nitrogen atoms to which they are attached, a heterocyclic ring having from 5 to 8 members, are prepared by reaction of a compound of Formula II with a novel compound of formula this being prepared by condensation of N- hydroxysuccinimide with a pyrazinoic acid of formula which may be prepared by hydrolysis of the corresponding methyl ester. Methol 3 - amino - 5 - (2 - propynylamino) - 6- chlorpyrazinoate is prepared by reaction of 2- propynylamine with methyl 3-amino-5,6-dichloropyrazinoate.