Реакция #83346

Уравнение реакции

2-Chloro-6-methoxyquinoline

4-aminothiophenol

dimethylaminopyridine

→

2-(4-aminophenylthio)-6-methoxyquinoline

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Другоеcondensed
2. 2
   Другоеpurified by HPLC over silica gel
3. 3
   Промывкаeluted with 25-30% ethyl acetate/hexane

Методика

2-Chloro-6-methoxyquinoline (52.0 mmoles, 10.0 g), 4-aminothiophenol (52.0 mmoles, 6.5 g) and dimethylaminopyridine (52.0 mmoles, 6.3 g) were stirred for 16 hr in 250 ml ethanol. The reaction was condensed and purified by HPLC over silica gel eluted with 25-30% ethyl acetate/hexane to yield 2-(4-aminophenylthio)-6-methoxyquinoline. 8.5 g, 58% product. Mass spec (FD) 282. Calculated for C16H14N2OS: C, 68.06; H, 5.00, N, 9.92. Found: C, 68.04; H, 4.97; N, 10.02.

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