Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetamide | HCID 6580 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 19745785 | HCID 19745785 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19745811 | HCID 19745811 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05232898 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-0fe2bb61cd3c4a83b40d5a09411e0092 |
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| Source note | uspto-grants-1993_08 |
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