Alkylthio pyrazines

Polyglymes offer a viable alternative as solvents to the potentially carcinogenic HMPA.1871188 Alkyl and phenyl sulfides were prepared from the reaction of suitable aryl halide precursors and an excess of sodium thiolates in tetraglyme.188 By the same procedure 2-(alkylthio)-substituted (alkyl = Me(CH2)n n = 3, 15,17) quinolines, pyrimidines and pyrazines were prepared from the corresponding chlorides.187... 

Masuda H., and Mihara S. (1986) Synthesis of alkoxy-, (alkylthio)-, phenoxy-, and (phenylthio) pyrazines and their olfactive properties. J. Agric. Food Chem. 34, 377-81. 

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