PREPARATION + REACTIONS OF 5-CARBETHOXYTHIENO(3,2-B)PYRROLE + SOME OF ITS DERIVATIVES
PREPARATION + REACTIONS OF 5-CARBETHOXYTHIENO(3,2-B)PYRROLE + SOME OF ITS DERIVATIVES
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DOI：
10.1021/jo01031a012
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发表时间：
1964-01-01
影响因子：
3.6
通讯作者：
SCOTT, AN
中科院分区：
文献类型：
--
作者：
GALE, WW;SNYDER, HR;SCOTT, AN
哒嗪酮VI虽然在固体状态下是酮状的，但在碱溶液中可逆地溶解，形成阴离子VII，其中含有芳香族哒嗪环。IVa的碘甲烷可被硼氢化钠还原得到6-甲基-5-乙氧羰基噻吩并[3，2-6]吡咯（IVc），产率为64%。IVc的NMR谱与指定结构完全一致。此外，还用IVa的硫酸甲酯烷基化氰化钾。产物6-氰基甲基-5-乙氧羰基噻吩并[3，2-b]吡咯（IVd）的分离产率仅为17%。
The pyridazinone VI, although ketonic in the solid state, dissolves reversibly in aqueous alkali to form the anion VII, which contains an aromatic pyridazine ring. The methiodide of IVa could be reduced by sodium borohydride to give 6-methyl-5-carbethoxythieno [3, 2-6]-pyrrole (IVc) in 64% yield. The nmr spectrum of IVc was entirely consistent with the assigned structure. In addition, the methosulfate of IVa was used toal-kylate potassium cyanide. The product, 6-cyanomethyl-5-carbethoxythieno [3, 2-6 [pyrrole (IVd) was isolated in only 17% yield.