Chloroacetic Acid → HCID 135554983, compound

Participants

Reaction Steps

2-Ethyl-5-mercapto-6-methylamino-3H-pyrimidin-4-one (6.6g, 0.036 mole) from Example 112 and 3.37g (0.036 mole) of chloroacetic acid were added to approximately 120ml of water containing 4.27g (0.107 mole) of sodium hydroxide. The resultant solution was refluxed for approximately 4 hours, allowed to cool and acidified to about pH 2 with concentrated hydrochloric acid. The white solid was separated by filtration and dried (7.4g), then refluxed in approximately 100ml of acetic anhydride for about 2 hours and allowed to cool. The precipitate was removed by suction filtration, washed with diethyl ether and dried, providing 6.26g (78%) of 6,7-dihydro-2-ethyl-8-methyl-3H-pyrimido[5,4-b][1,4]thiazane-4,7-dione. The structural assignment was confirmed by infrared spectral analysis.

Provenance & Evidence