Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate → ethyl 2-Ethoxy-4-Trifluoromethyl-5-Thiazolecarboxylate

HRID 746112Notes

Reaction equation

[O-:1][CH2:2][CH3:3].[Na+].[Na].Cl[C:7]1[S:8][C:9]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:10]([C:12]([F:15])([F:14])[F:13])[N:11]=1>C(O)C>[CH2:2]([O:1][C:7]1[S:8][C:9]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:10]([C:12]([F:14])([F:13])[F:15])[N:11]=1)[CH3:3]

Participants

Conditions

Temperature: 80 °C

Procedure

To a cold (0° C.) solution of sodium ethoxide, prepared from 0.46 g (0.02 mole) of sodium and 40 ml. of dried ethanol, was added 5.2 g (0.02 mole) of ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarboxylate. A precipitate formed immediately. The reaction mixture was heated to 80° C. and then poured into ice water. The precipitate was collected to give 4.2 g (78%) of the desired product as a white solid, m.p. 30.5°-31.5° C.

Workup

customA precipitate formed immediately
customThe precipitate was collected

Sources & evidence

ORD record: ord-37de74abeaae4522a7dcc5fc580b9f92
Source dataset: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04602454

Reaction notes

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