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3-Amino-2-phenylthietane derivatives were considered as a useful tool to elucidate the mechanism of inhibiton of MAO by tranylcypromine-type inhibitors. The synthesis of 3-benzoylamino-2-phenylthietane, 3-amino-2-phenylthietane, and 3-N, N-dimethylamino-2-p-nitrophenylthietane was attempted using the reaction between 1, 3-dihalogeno alkanes with alkali sulfide. When 1-phenyl-1, 3-dihalo-2-benzoylaminopropane was treated with sodium sulfide, 2-phenyl-4-benzylidene-2-oxazoline was isolated, indicating the ease of elimination reaction compared to ring formation. The reaction of 1-p-nitrophenyl-1, 3-dichloro-2-N, N-dimethylaminopropane with sodium sulfide gave bis (1-p-nitrophenyl-2-N, N-dimethylamino-3-chloropropane) sulfide. The mechanism of reaction was discussed.
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