NEUE HETEROCYCLISCHE VERBINDUNGEN AUS DEN REAKTIONEN VON MONO(ARYL-UND ALKYLTHIO)- SUBSTITUIERTEN 2-NITROTETRACHLORBUTADIENEN UND 2-NITROHALOBUTADIEN MIT CYSTAMIN UND DITHIOLEN

Abstract

Mono(thio)substituted 2-nitro-tetrachloro-1,3-butadiene (1) gives 3a, b, 4a-b and 5a-b by the reaction with 2-mercaptoethylaminehydrochloride in EtOH containing sodium hydroxide. Heterocyclic thioether 9 was obtained from reaction of 2-nitropentachlorobutadiene (7) with 1,3-dithioacetone (8). Ketene dithioacetal 11 is prepared by reacting 2-nitropentachlorobutadiene (7) with o-dithiophenole (10). Mono(4-chlorophenylthio)-2-nitro-1,3-butadiene (12) in water-ethanol mixture in the presence of sodium hydroxide reacted with dithiols 13a-b to give cyclic thioethers 14a-b and linear chain thioethers 15a-b.

Key Words:

• Thioether
• thiols
• 1,3-dithioacetone
• o-dithiophenole
• 2-mercaptoethylaminehydrochloride
• 2-nitropentachlorobutadiene
• 2-nitro-tetrachloro-mono(arylthio)-1,3-butadiene
• 2-nitrotetrachloromono-(alkylthio)-1,3-hutadiens