Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate | HCID 1235240 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 20064736 | HCID 20064736 | 64.8% |
Reaction Steps
To a vessel containing 591 g of ethyl ether cooled in a dry ice-acetone bath was added 12.5 g of dimethylamine with stirring. Then, to a reaction vessel cooled in a dry-ice acetone bath there was placed 11.5 g of the previously-prepared dimethylamine-in-ether solution followed by addition of 5.79 g (23 mmol) of ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarboxylate in 20 ml of ethyl ether. A white precipitate formed immediately. The reaction mixture was stirred for 10 minutes and filtered. The ether filtrate was washed with 5% sodium hydroxide, dried over anhydrous calcium sulfate and concentrated under reduced pressure. The residual solid was treated with petroleum ether and filtered to provide 4.0 g of white solid product (m.p. 78°-79° C.) identified in Table I. ##STR18##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05000775 |
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| Source dataset | uspto-grants-1991_03 |
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| ORD ID | ord-87fbd5af450c4f3b85855a07426f9213 |
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| Source note | uspto-grants-1991_03 |
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