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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917356Generated: October 25, 2026

Dimethylformamide → 6,6-Difluoro-5-methyl-5-hexenyl 4-methyl-2-phenylthiazole-5-carboxylate

https://huagongshe.com/reaction/917356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Methyl-2-phenyl-thiazole-5-carboxylic acidHCID 720957—
Reactant6,6-Difluoro-5-methyl-5-hexenyl methanesulfonateHCID 23020371—
SolventWaterHCID 962—
Product6,6-Difluoro-5-methyl-5-hexenyl 4-methyl-2-phenylthiazole-5-carboxylateHCID 2302018874%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 10 ml of N,N-dimethylformamide were dissolved 0.50 g (2.2 mmol) of 6,6-difluoro-5-methyl-5-hexenyl methanesulfonate and 0.53 g (2.4 mmol) of 4-methyl-2-phenylthiazole-5-carboxylic acid, followed by the addition of 0.37 g (4.4 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 6 hours. The reaction liquid was then poured in water and extracted with ethyl acetate. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate:hexane=1:19) to obtain 0.57 g (yield: 74%) of 6,6-difluoro-5-methyl-5-hexenyl 4-methyl-2-phenylthiazole-5-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273878B2
Source datasetuspto-grants-2007_09
ORD IDord-ed3a289d1c7047d889f544ad0741d157
Source noteuspto-grants-2007_09