Synthesis and Reactions of 5-[Amino(thiomethyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

被引:3
作者
Al-Sheikh, Ahmad [1 ]
Sweidan, Kamal [2 ]
Maichle-Moessmer, Caecilia [3 ]
Steimann, Manfred [3 ]
Kuhn, Norbert [3 ]
机构
[1] Petra Univ, Fac Pharm, Amman, Jordan
[2] Al Zaytoonah Univ Jordan, Fac Pharm, Amman, Jordan
[3] Univ Tubingen, Inst Anorgan Chem, D-72076 Tubingen, Germany
来源
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2009年 / 64卷 / 01期
关键词
Meldrum's Acid; Heterocycles; Hydrogen Bonds; Sulfur; Zwitterionic States; MELDRUMS ACID-DERIVATIVES; ZWITTERIONIC IMIDAZOLIUM; CRYSTAL-STRUCTURE; IMINOPROPADIENONES; THERMOLYSIS; PYROLYSIS; ROUTE;
D O I
10.1515/znb-2009-0113
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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.
引用
收藏
页码:101 / 105
页数:5
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