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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5331Generated: October 23, 2026

Water → 2-Isopropyl-oxazole-4-carboxylic acid-cyclopropylamide

https://huagongshe.com/en/reaction/5331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
ReactantCyclopropylamineHCID 69828—
Reactant2-(Propan-2-yl)-1,3-oxazole-4-carboxylic acidHCID 14964878—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-Isopropyl-oxazole-4-carboxylic acid-cyclopropylamideHCID 1567242996%

Reaction Conditions

Temperature80 °C

Reaction Steps

At room temperature, 47.6 g (0.40 mol) of thionyl chloride was dripped into a solution of 31.0 g (0.20 mol) of 2-isopropyloxazole-4-carboxylic acid in 200 ml of toluene and 2 ml of dimethylformamide, and the mixture was stirred for one hour at 80° C. The solvents were stripped off under reduced pressure, the residue was dissolved in 300 ml of dichloromethane, and 24.0 g (0.42 mol) of cyclopropylamine in 20 ml of dichloromethane was dripped in at 0° to 10° C. The mixture was stirred for 12 hours at room temperature, 150 ml of water was added, the phases were separated, the organic phase was washed once with saturated sodium bicarbonate solution and dried over magnesium sulfate, and the solvent was removed under reduced pressure. There was obtained 37.2 g (96%) of 2-isopropyl-oxazole-4-carboxylic acid-cyclopropylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05244867
Source datasetuspto-grants-1993_09
ORD IDord-7521a5ff0c9d4c75bde504a8fa790722
Source noteuspto-grants-1993_09