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3828933 
Journal Article 
Synthesis and Reactions of 5-[Amino(thiomethyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
Al-Sheikh, A; Sweidan, K; Maichle-Moessmer, C; Steimann, M; Kuhn, N 
2009 
1 
Zeitschrift für Naturforschung B
ISSN: 0932-0776 
64 
1 
101-105 
WOS:000263935000013 
5-[Amino(thiomethyl)methylene-2,2-dimethyl-1,3-dioxane-4,6-dione (4) is obtained frorn 5-[bis-(thiomethyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione (1) and aqueous ammonia in excellent yield. Its reaction with m-chloroperbenzoic acid gives the sulfoxide derivative 5-[amino(sulfinylmethyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione (5). With triphenylphosphine, 5 reacts to give triphenyl(thiomethyl)phosphonium 5-cyano-2,2-dimethyl-1,3-dioxane-4,6-dionate (6) from which the methyltriphenylphosphonium salt 6a is obtained with excess triphenylphosphine. The crystal structures of 4, 5 and 6a are discussed. 
Meldrum's Acid; Heterocycles; Hydrogen Bonds; Sulfur; Zwitterionic States