Beta-Methallyl chloride

Chemical Designations - Synonyms gamma-Chloroisobutylene 3-Chloro-2-methylpropene beta-Methallyl chloride beta-Methylallyl chloride Chemical Formula CH2=C(CH3)CH2C1. 

Beta-Methallyl Chloride Methallyl Chloride Methanal Methane... 

Symmetrical sulfides are obtained in 70-90% yields by refluxing aqueous alcoholic solutions of halides with sodium sulfide. The nonahydrate of sodiiun sulfide is a satisfactory reagent for the reac-tion. Tetramethylene and pentamethylene halides give cyclic sulfides, e.g., tetramethylene sulfide (tetrahydrothiophene) (64%). Halides containing several other important functional groups have been employed. Typical examples include methallyl chloride, and halides with hydroxyl, ethoxyl, carboxyl, and diethylamino groups in the beta position. A dry synthesis of phenyl sulfide from calcium oxide, sulfur, and chlorobenzene at 300° has been reported. ... 

A closely related 2C-T-X compound was also started quite a while later -this was the allylthio homologue of the methallyl material 2C-T-3 or 2C-T-20. Its place in the flow of things is evident from its numbering, 2C-T-16. A mixture of 2,5-dimethoxythiophenol and KOH and allyl chloride in MeOH gave 2,5-dimethoxyphenyl allyl sulfide as a white oil which boiled at 110-125 °C at 0.25 mm/Hg. This, with POCI3 and N-methylformanilide provided 2,5-dimethoxy-4-(allylthio)benzaldehyde which distilled at 140-160 °C at 0.4 mm/Hg and could be recrystallized from MeOH as a pale yellow solid. Reaction of this aldehyde in nitroethane in the presence of ammonium acetate (steam bath for 2.5 h) provided 2,5-dimethoxy-4-allylthio-beta-nitrostyrene as red crystals from acetonitrile. Its mp was 114-115 °C. Anal. (C13H15N04S) C,H. This has not yet been reduced to the final amine, 2,5-dimethoxy-4-allylthiophenethylamine, 2C-T-16. The corresponding amphetamine would be, of course, ALEPH-16. 

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