Reactions of hexafluorocyclobutene with thiols thio)-1,3,3,4,4-pentafluorocyclobutane and 1,2were complicated by the elimination of hydrogen bis -(butylthio) -3,3,4,4tetrafluorocyclobutene fluoride to produce unsaturated sulfides which were obtained from the reaction of hexafluorocywere capable of further reaction. l-Btitylthio-clobutene and 1-butanethiol. 2,3,3,4,4-pentafluorocyclobutene, 1,2-bis-(butyl-OAK RIDGE, TENN. Secondary AND ROBERTDiethylamine has been treated with aluminum By analogy with previously reported reactions chloride and tetrduoroethylene a t 90' to obtain of chlorotrifluoroethylene with anionic reaan unidentified liquid boiling a t 176-177' and 761 mm.3 Rigby and Schroe-OAK RIDGE, TENN. RECEIVED NOVEMBER 9, 1949

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Previous communications from this Labora-tory1 23have reported quaternary salts of substituted thiazoles and of hexamethylenetetramine. The present paper deals with similar derivatives of pyrazine. Since Shear and associates2,3 have found that certain pyridinium salts damage sarcoma cells in vivo it appeared desirable to learn whether analogous pyrazinium salts have similar effects. Samples of the compounds described below have been submitted to the National Cancer Institute for screening tests.Apparently no extensive study has been made on Table I Pyrazinium Salts Reaction Yield, Recrystallized

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