The synthesis of 1, 3-dithiolan-2-ones on the reaction of oxiranes with carbon disulfide under high pressure.

Y Taguchi, M Yasumoto, I Shibuya…

Index: Taguchi, Yoichi; Yasumoto, Masahiko; Shibuya, Isao; Suhara, Yasuo Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 2 p. 474 - 478

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Citation Number: 36

Abstract

An equimolar reaction of 2-hexyloxirane with carbon disulfide in hexane was run in the presence of triethylamine under 800 MPa at 100° C for 20 h, and gave 63% of 4-hexyl-1, 3- dithiolan-2-one (3a), 21% of 4-hexyl-1, 3-dithiolane-2-thione (1a) and 5% of 5-hexyl-1, 3- oxathiolan-2-one (4a). Hexane, benzene, and diisopropyl ether were good solvents for the reaction. The reaction of a variety of oxiranes with carbon disulfide produced 1, 3-dithiolan ...