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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253584Generated: November 1, 2026

Water → HCID 19745811, compound

https://huagongshe.com/reaction/2253584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetamideHCID 6580—
ReactantSodium hydrideHCID 24758—
ReactantHCID 19745785HCID 19745785—
SolventDimethylformamideHCID 6228—
ProductHCID 19745811HCID 19745811—

Reaction Conditions

Temperature50 °C

Reaction Steps

3.07 g of 1,6-dimethyl-3-(6-fluoro-2-oxo-5-benzothiazolinyl)-2,4(1H,3H)-pyrimidinedione (see Example 79) and 0.48 g of a 55% sodium hydride dispersion are stirred at 25° C. for 1 hour in 50 ml of absolute dimethylformamide. Subsequently, 1.02 g of chloroacetamide are added and the mixture is stirred at 50° C. for 6 hours. The reaction mixture is cooled and treated with 400 ml of water. The precipitated product is filtered off under suction, washed with water and the filter cake is suspended in 200 ml of ethyl acetate at 60° C. The suspension is concentrated to about 50 ml, cooled to 25° C., the solid is filtered off under suction and dried at 50° C. In this manner there is obtained 3-(3-carbamoylmethyl-6-fluoro-2-oxo-5-benzothiazolinyl)-1,6-dimethyl-2,4(1H,3H)-pyrimidinedione, m.p.>260° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05232898
Source datasetuspto-grants-1993_08
ORD IDord-0fe2bb61cd3c4a83b40d5a09411e0092
Source noteuspto-grants-1993_08