Reactions of Dimethyl Acetylenedicarboxylate with 2,5-Dithiobiurea Derivatives

被引：11

作者：

Hassan, Alaa A. ^{[1
]}

Mohamed, Nasr K. ^{[1
]}

Makhlouf, Maysa M. ^{[1
]}

Braese, Stefan ^{[2
]}

Nieger, Martin ^{[3
]}

机构：

[1] Menia Univ, Dept Chem, Fac Sci, El Minia 61519, Egypt

[2] Karlsruhe Inst Technol, Inst Organ Chem, D-76131 Karlsruhe, Germany

[3] Univ Helsinki, Dept Chem, Inorgan Chem Lab, Helsinki 00014, Finland

来源：

SYNTHESIS-STUTTGART | 2014年 / 46卷 / 22期

关键词：

dimethyl acetylenedicarboxylate; dithiobiurea derivatives; thiazolidinones; thiadiazoles; THIOUREIDOETHYLTHIOUREA DERIVATIVES; STEREOSELECTIVE SYNTHESIS; SYMMETRICAL DITHIOBIUREA; SELENIRANIUM IONS; AB-INITIO; IN-VITRO; 1,3,4-THIADIAZOLE; HETEROCYCLIZATION; TETRAHYDROFURANS; CYCLIZATION;

D O I：

10.1055/s-0034-1378551

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Symmetrically and unsymmetrically N-1,N-2-disubstituted hydrazine-1,2-dicarbothioamides (2,5-dithiobiureas) react with dimethyl acetylenedicarboxylate in refluxing ethanol to give dimethyl 2,2-[2,2-(hydrazine-1,2-diylidene)bis(3-aryl/alkyl-4-oxothiazolidine-5,2-diylidene)diacetate and methyl 2-(2-{[5-(2-methoxy-2-oxoethylidene)-4-oxothiazolidin-2-ylidene]hydrazono}-4-oxothiazolidin-5-ylidene)acetate derivatives and N-2,N-5-disubstituted 1,3,4-thiadiazole-2,5-diamines. The structure of one product has been confirmed by a single-crystal X-ray structure analysis. A rationale for the formation of the products is presented.

引用

页码：3097 / 3102

页数：6

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