157984-53-7 → 5-(Methylthio)-3-(trifluoromethyl)isothiazole
Reaction equation
[CH3:1][S:2][C:3]1[S:7][N:6]=[C:5]([C:8]([F:11])([F:10])[F:9])[C:4]=1C(O)=O>N1C2C(=CC=CC=2)C=CC=1.CCOCC>[CH3:1][S:2][C:3]1[S:7][N:6]=[C:5]([C:8]([F:11])([F:9])[F:10])[CH:4]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 170 °C
Procedure
5-Methylthio-3-(trifluoromethyl)isothiazole-4-carboxylic acid (9.4 g, 39 mmol) was dissolved in 15 mL of quinoline and 0.6 g (4.2 mmol) of cuprous oxide was added. The mixture was heated at 170° C. for about 30 min and then allowed to cool. It was then diluted with ether and the resulting solution was washed with 100 mL of 2N hydrochloric acid, dried over sodium bicarbonate, filtered, and distilled to obtain 6.55 g (85 percent of theory) of the title compound as a colorless liquid boiling at 126°-127° C. at 84 mm Hg (11 kPa (kiloPascals)) pressure.
Workup
- temperatureto cool
- washthe resulting solution was washed with 100 mL of 2N hydrochloric acid
- dry with materialdried over sodium bicarbonate
- filtrationfiltered
- distillationdistilled
Sources & evidence
- ORD record
- ord-a3ebb5b06cef4fbf806748ab7d1abbb0
- Source dataset
- uspto-grants-1994_08
- Patent number
- US05338856
Reaction notes
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