Reaction #3544

Reaction equation

ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate

ammonium hydroxide

→

title compound

4-Amino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester

Solvents

ethanol

Conditions

Workup

1. 1
   Concentrationthe reaction was concentrated in vacuo
2. 2
   Filtrationfiltered
3. 3
   WashThe filter pad, washed with water

Procedure

To a suspension of ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate (25 g) in ethanol (200 mL) was added 30% ammonium hydroxide (38 mL). After stirring 5 hours at room temperature, the reaction was concentrated in vacuo. The residue was suspended in water and filtered. The filter pad, washed with water then diethyl ether, gave 17.68 g of the title compound, CIMS (1% NH3 in CH4): 242=M+ +C2H5, 214=M+ +H (Base), 213=M+, 168=M+ -OEt.

Source