Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622348Generated: October 29, 2026

Triethylamine → 1,2,4-Oxadiazole, 5-cyclopropyl-3-(isocyanomethyl)-

https://huagongshe.com/reaction/622348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium CarbonateHCID 10340—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-Cyclopropyl-3-formylamino-methyl1,2,4-oxadiazoleHCID 86741100—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product1,2,4-Oxadiazole, 5-cyclopropyl-3-(isocyanomethyl)-HCID 10749342—

Reaction Steps

A stirred solution of 5-cyclopropyl-3-formylamino-methyl-1,2,4-oxadiazole (60 mmol) and triethylamine (176 mmol) in CH2Cl2 (100 ml) was charged dropwise with POCl3 (60 mmol) at 0° C. The mixture was then left for 30 minutes with stirring at 0° C., whereafter a solution of Na2CO3 (60 mmol) in H2O (50 ml) was added. The mixture was heated to room temperature, whereafter the organic phase was separated, dried and evaporated in vacuo. The residue was treated with ether, decanted and the solution was evaporated to give the title compound as an oil. The oil was processed without any further purification. The compound was characterized by its IR absorbtion band at 2160 cm-1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04771051
Source datasetuspto-grants-1988_09
ORD IDord-e6580b0c81a94e1983b2b70d56da4644
Source noteuspto-grants-1988_09