Development of a New Method of Thiocarbamoylizing and Dithiophosphorylizing

1986 Fiscal Year Final Research Report Summary

• Project/Area Number: 60550583
• Research Category: Grant-in-Aid for General Scientific Research (C)
• Allocation Type: Single-year Grants
• Research Field: 有機工業化学
• Research Institution: Gifu University
• Principal Investigator: KATO SHINZI Gifu University, Faculty of Engineering, Professor, 工学部, 教授 (40021589)
• Co-Investigator(Kenkyū-buntansha): MURAI TOSHIAKI Gifu University, Faculty of Engineering, Assistant, 工学部, 助手 (70166239) ; ISHIDA MASARU Gifu University, Faculty of Engineering, Assistant, 工学部, 助手 (30135181)
• Project Period (FY): 1985 – 1986
• Keywords: Thiocarbamoylizing / Dithiophosphorylizing / Diphenyltin bis(thiocarbamate) / Piperidinium dithiophosphate / チオホスホリルスルフェニル ブロミド

Research Abstract

In oredr to develop the new thiocarbamoylizing and dithiophosphorylizing method, syntesis and reactions of carbamoylsulfenyl ( <R_2> NC(O)SX, X= halogen) and thiophosphorylsulfenyl halogenides [ (RO) <_2P> (S)SX, X= halogen ] have been investigated.
1. The reaction of zinc bis(thiocarbamate) and diphenyltin bis(thiocarbamate) with bromine and N-bromosuccinimide did not afoord the expected electrophilic carbamoylsulfenyl bromides, because of their extreme instability.
2. The reaction of O, O'-dialkyldithiophosphoric acid tin esters with bromine and N-bromosuccinimide was found to produce O, O'-thiophosphorylsulfenyl bromides which are an effective, electrophilic dithiophosphorylizing reagent under below 0 ゜C.