SYNTHESIS OF NEW 1,2,4-TRIAZOLINES AND 1,3,4-THIADIAZOLINES FROM BITHIOUREAS

被引:16
作者
ERNST, S
RICHTER, C
HOBERT, A
MARIAM, GG
SCHULZE, K
机构
[1] University of Leipzig, Institute of Organic Chemistry, Leipzig, D-04103
关键词
D O I
10.1002/jhet.5570320147
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,4-Disubstituted thiosemicarbazides 1 react with acyl isothiocyanates to give bithioureas 2, which by the action of sodium ethanolate cyclize to 1,2,4-triazoline-3-thiones 3 and 5, respectively. Treatment of 2 with methyl iodide yields 1,3,4-thiadiazoline-2-imines 8 isomeric with 3. Compound 8d undergoes a thermal induced DIMROTH rearrangement to give 3d in good yield.
引用
收藏
页码:275 / 281
页数:7
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