Реакция #49808

Уравнение реакции

(2RS)-2-Methyl-1,2-dihydro-1,4,6-triazanaphthalen-3(4H)-one

isopropenyl chloroformate

→

desired product

Выход 12.0%

(2RS)-1-(Isopropenyloxycarbonyl)-2-methyl-1,2-dihydro-1,4,6-triazanaphthalen-3(4H)-one

Выход 12.0%

Растворители

pyridine

Условия реакции

Обработка

1. 1
   Температураcooled in an ice bath
2. 2
   КонцентрированиеConcentration, chromatography
3. 3
   Другоеon silica gel (ethyl acetate/methanol=20:1) and crystallization (pentane/diethyl ether)

Методика

(2RS)-2-Methyl-1,2-dihydro-1,4,6-triazanaphthalen-3(4H)-one (A. Albert, G. B. Barlin J. Chem. Soc. 1963, 5156) (570 mg, 3.5 mmol) was dissolved in 30 ml of anhydrous pyridine and cooled in an ice bath. 0.42 ml (3.8 mmol) of isopropenyl chloroformate was added dropwise, and the mixture was subsequently stirred at room temperature overnight. Concentration, chromatography on silica gel (ethyl acetate/methanol=20:1) and crystallization (pentane/diethyl ether) resulted in 100 mg (12%) of the desired product of melting point 170°-171° C.

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