Cyclothiomethylation of aryl hydrazines with formaldehyde and hydrogen sulfide

VR Akhmetova, GR Nadyrgulova, TV Tyumkina…

Index: Akhmetova; Nadyrgulova; Tyumkina; Starikova; Golovanov; Antipin; Kunakova; Dzhemilev Russian Chemical Bulletin, 2006 , vol. 55, # 10 p. 1824 - 1834

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Citation Number: 6

Abstract

Abstract Cyclothiomethylation of phenyl hydrazine with CH 2 O and H 2 S in a ratio of 1: 3: 2 in an acidic medium (HCl) afforded previously unknown 3-phenyl-1, 3, 4-thiadiazolidine (35% yield) and N-phenyl (perhydro-1, 3, 5-dithiazin-5-yl) amine (35% yield). The analogous reaction in an alkaline medium (BuONa) produced N-phenyl (perhydro-1, 3-thiazetidin-3-yl) amine (22% yield). The reaction of 1, 2-diphenyl hydrazine with CH 2 O and H 2 S in an ...