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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4708Generated: October 29, 2026

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

https://huagongshe.com/reaction/4708

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 min. 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727153
Source datasetuspto-grants-1988_02
ORD IDord-99eb61288cb4458ca343c64c8408c1ff
Source noteuspto-grants-1988_02