THE PREPARATION OF 2-ALKYLTHIOIMIDAZOLES
THE PREPARATION OF 2-ALKYLTHIOIMIDAZOLES
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DOI：
10.1021/ja01160a013
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发表时间：
1950-01-01
影响因子：
15
通讯作者：
ROSS, F
中科院分区：
文献类型：
--
作者：
DODSON, RM;ROSS, F
由S-苄基异硫脲与苯酰溴反应合成了2-苄硫基-4(5)-苯基咪唑。2该反应现已扩展到由N-取代-L-烷基异硫脲与苯酰溴缩合制备S-取代-2-烷基-4-苯基咪唑类化合物。因此，以N-甲基-S-苯基异硫脲(I)为原料，以较低的产率合成了1-甲基-2-苄硫基-4-苯基咪唑(II)。虽然从反应中可以得到两个同分异构体：1-甲基-2-苯硫基-4-苯基咪唑(II)和L-甲基-2-苯硫基-5-苯基咪唑，但只发现了化合物II。化合物II的结构是通过裂解L-甲基-2-硫醇-4-苯基咪唑来确定的
It has recently been shown that 2-benzylthio-4 (5)-phenylimidazole could be prepared by the reaction of S-benzylisothiourea with phenacyl bromide. 2 This reaction has now been extended to the preparation of l-substituted-2-alkylthio-4-phenylimidazoles by the condensation of N-substituted-S-alkylisothioureas with phenacyl bromide. Thus, 1-methyl-2-benzylthio-4-phenylimidazole (II) was prepared in low yield from N-methyl-S-benzylisothiourea (I). Although two isomeric compounds, 1-methyl-2-benzylthio-4-phenylimidazole (II) and l-methyl-2-benzylthio-5-phenylimidazole, could be expected from the reaction, only compound II was found. The structure of compound II was established by its cleavage to l-methyl-2-thiol-4-phenylimidazole