由对称二硫代双脲和硫脲基乙基硫脲衍生物合成1,3,4-噻二唑、1,3,4-噻二嗪、1,3,6-噻二氮杂环庚烷和喹喔啉衍生物。
Synthesis of 1,3,4-thiadiazole, 1,3,4-thiadiazine, 1,3,6-thiadiazepane and quinoxaline derivatives from symmetrical dithiobiureas and thioureidoethylthiourea derivatives.
作者信息
Hassan Alaa A, Mourad Aboul-Fetouh, El-Shaieb Kamal M, Abou-Zied Ashraf H
机构信息
Chemistry Department, Faculty of Science, El-Minia University, A. R. Egypt.
出版信息
Molecules. 2005 Aug 31;10(7):822-32. doi: 10.3390/10070822.
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.
据报道，N,N'-二取代肼基硫代甲酰胺8a - c和取代硫脲基乙硫脲9a - c与2,3,5,6 - 四氯 - 1,4 - 苯醌（四氯苯醌，10a）和2,3,5,6 - 四溴 - 1,4 - 苯醌（四溴苯醌，10b）反应，生成N,N'-二取代[1,3,4]噻二唑 - 2,5 - 二胺11a - c、6,7 - 二氯 - 3 - 取代氨基 - 1H - 苯并[1,3,4]噻二嗪 - 5,8 - 二酮12a - c、2,3,7,8 - 四卤代噻蒽 - 1,4,6,9 - 四酮13a,b、5,6,8 - 三卤代 - 7 - 氧代 - 3,7 - 二氢 - 2H - 喹喔啉 - 1 - 碳硫代酸取代酰胺14a - c、15a - c以及7 - 取代亚氨基 - [1,3,6]噻二氮杂环庚烷 - 3 - 硫酮16a - c。文中给出了所观察到的转化反应的原理。
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