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Recyclization reactions of 1-alkylpyrimidinium salts
Heterocyclic Communications ( IF 1.3 ) Pub Date : 2011-01-01 , DOI: 10.1515/hc.2011.025
Ruben S Vardanyan 1 , Gevork G Danagulyan 2 , Armen D Mkrtchyan 2 , Victor J Hruby 1
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Abstract The reaction of 4-amino-2-benzyl-1-methyl-5-ethoxycarbonylpyrimidinium iodide (3) with alcoholic methylamine resulted in the formation of the methylimine of 2-amino-4-hydroxy-6-methylamino-5-phenylpyridine-3-carbaldehyde (5). Heating of the same pyrimidinium salt in benzylamine gave a mixture of products of two C–C recyclizations: 2-benzyl-4-benzylamino-5-carbamoylpyrimidine (7) and the benzylimine of 4-amino-2-benzyl-6-benzylaminopyrimidine-5-carbaldehyde (8). The reaction of 2-amino-1,4-dimethyl-5-ethoxycarbonylpyrimidinium iodide (10) with KOH ethanolic solution gave a single product of C–C-recyclization: 2-amino-5-acetyl-4-hydroxypyrimidine (11).

中文翻译:

1-烷基嘧啶盐的再循环反应

摘要 4-amino-2-benzyl-1-methyl-5-ethoxycarbonylpyrimidinium iodide (3) 与醇甲胺反应生成 2-amino-4-hydroxy-6-methylamino-5-phenylpyridine- 3-甲醛 (5)。在苄胺中加热相同的嘧啶盐得到两种 C-C 再环化产物的混合物:2-benzyl-4-benzylamino-5-carbamoylpyrimidine (7) 和 4-amino-2-benzyl-6-benzylaminopyrimidine-的苄亚胺- 5-甲醛 (8)。2-氨基-1,4-二甲基-5-乙氧基羰基嘧啶鎓碘化物 (10) 与 KOH 乙醇溶液反应得到 C-C-再环化的单一产物:2-氨基-5-乙酰基-4-羟基嘧啶 (11)。
更新日期:2011-01-01
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