1. Synthesis of 1,3,4-Thiadiazole, 1,3,4-Thiadiazine, 1,3,6-Thiadiazepane and Quinoxaline Derivatives from Symmetrical Dithiobiureas and Thioureidoethylthiourea Derivatives
- Author
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Ashraf H. Abou-Zied, Alaa A. Hassan, Kamal M. El-Shaieb, and Aboul-Fetouh E. Mourad
- Subjects
Models, Molecular ,Molecular Conformation ,Pharmaceutical Science ,Thioacetamide ,Heterocyclic compounds ,Medicinal chemistry ,Molecular conformation ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,chemistry.chemical_compound ,Quinoxaline ,Cyclocondensation ,lcsh:Organic chemistry ,Heterocyclic Compounds ,Quinoxalines ,Drug Discovery ,Thiadiazoles ,Disulfides ,Sulfhydryl Compounds ,Physical and Theoretical Chemistry ,Thiadiazines ,Organic Chemistry ,Chloranil ,Thiourea ,Tetrahalo-1 ,4-benzoquinones ,Thiazoles ,Tetrahalo-1,4-benzoquinones ,chemistry ,Chemistry (miscellaneous) ,Molecular Medicine ,Toluene - Abstract
Reactions of N,N`-disubstituted hydrazinecarbothioamides 8a-c and substituted thioureidoethylthioureas 9a-c with 2,3,5,6-tetrachloro-1,4-benzoquinone (chloranil, 10a) and 2,3,5,6-tetrabromo-1,4-benzoquinone (bromanil, 10b) to form N,N`-disubstituted [1,3,4]thiadiazole-2,5-diamines 11a-c, 6,7-dichloro-3-substituted amino-1H-benzo[1,3,4]- thiadiazine-5,8-diones 12a-c, 2,3,7,8-tetrahalothianthrene-1,4,6,9-tetraones 13a,b, 5,6,8- trihalo-7-oxo-3,7-dihydro-2H-quinoxaline-1-carbothioic acid substituted amides 14a-c, 15a-c and 7-substituted imino-[1,3,6]thiadiazepane-3-thiones 16a-c are reported. Rationales for the observed conversions are presented.
- Published
- 2005
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