Реакция #1147088

Уравнение реакции

2-chloro-1-(4-methylpyridin-2-yl)propan-1-one

2-imino-4-thiobiuret

→

2-guanidino-5-methyl-4-(4-methylpyridin-2-yl)thiazole

Выход 74.7%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was refluxed for 2 hours
2. 2
   Другоеthe solvent was evaporated under reduced pressure
3. 3
   workup.ADDITIONTo the residue were added ethyl acetate
4. 4
   ДругоеThe ethyl acetate layer was separated
5. 5
   Промывкаwashed with brine
6. 6
   Сушкаdried over sodium sulfate
7. 7
   Другоеevaporated under reduced pressure
8. 8
   ДругоеThe residue was purified by column chromatography (silica gel 25 g, dichloromethane:methanol:triethylamine=80:10:1)

Методика

To a solution of 2-chloro-1-(4-methylpyridin-2-yl)propan-1-one (0.4 g) in ethanol (5 ml) was added 2-imino-4-thiobiuret (257 mg). The mixture was refluxed for 2 hours, and the solvent was evaporated under reduced pressure. To the residue were added ethyl acetate and a saturated aqueous sodium hydrogencarbonate solution. The ethyl acetate layer was separated, washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 25 g, dichloromethane:methanol:triethylamine=80:10:1) to give 2-guanidino-5-methyl-4-(4-methylpyridin-2-yl)thiazole (402 mg).

Источник