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Synthesis of 1,4,6,7-tetrahydroimidazo[2,1-c] [1,2,4] triazines
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : February 1977 , DOI: 10.1002/jhet.5570140111
Marcel K. Eberle , Paul Schirm

From 2-methylthioimidazoline and phenaeylbromides in DMF there were obtained the 2-(2-methylthio-2-imidazolin-1-yl)aeetopht'nones 3a-3f. From these the substituted 3-phenyl-1,4,6,7-tetrahytlroimidazo[2,1-c][1,2,4]triazines 4a-4n were prepared upon reaction with hydrazine and methylhydrazine respectively. Compound 4a was degraded to the triazine 6. From the (2-methylthio-2-imidazolin-l-yl)-acetie acid ester 10, the imidazo[2,1-c] [1,2,4]triazines 11a-11c were prepared. Selective ethylation on the oxygen was achieved with 11b in the presence of Meerwein' salt.

中文翻译:

1,4,6,7-四氢咪唑并[ 2,1- c ] [1,2,4]三嗪的合成

从DMF中的2-甲基硫代咪唑啉和苯乙酰溴,获得2-(2-甲基硫代-2-咪唑啉-1-基)aeetopht'nones 3a-3f。通过分别与肼和甲基肼反应,由这些化合物制备取代的3-苯基-1,4,6,7-四氢咪唑并[ 2,1- c ] [1,2,4]三嗪4a-4n。将化合物4a降解为三嗪6。从(2-甲硫基-2-咪唑啉-1-基)乙酸酯10中,咪唑并[2,1- c ] [1,2,4]三嗪11a-11c准备好了。在Meerwein盐存在下,用11b实现了氧的选择性乙基化。
更新日期:2017-01-31
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