Pyrazinethiones, tautomerism

This section is mainly about tautomeric pyrazinethiones but the meagre available information on nontautomeric pyrazinethiones and pyrazinethiols is also included. 

Aspects of the tautomerism of tautomeric pyrazinethiones have been studied931, 1398,1424 all(j le acute toxicities of 2-mercaptomethylpyrazine and bis(pyrazin-2-yl-methyl) disulfide have been determined.674 1204... 

Most tautomeric pyrazinethiones have been made by primary synthesis (see Chapters 1 and 2), thiolysis of halogenopyrazines (see Section 4.2.4), or thiation of tautomeric pyrazinones (see Section 5.1.2.1) a few nontautomeric pyrazinethiones by primary synthesis (see Chapters 1 and 2) or thiation of nontautomeric pyrazinones (see Section 5.4.2) and nearly all extranuclear pyrazinethiols by thiolysis of extranuclear halogenopyrazines (see Section 4.4). Other routes to such pyrazinethiones and pyrazinethiols are illustrated in the following examples ... 

By aminolysis of tautomeric pyrazinethiones (nuclear primary, secondary, tertiary) Section 6.1.2. 

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