Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216009Generated: October 29, 2026

Water → Isoxazole 9

https://huagongshe.com/reaction/216009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyclopropylamineHCID 69828—
ReactantEthyl 5-(thiophen-2-yl)-1,2-oxazole-3-carboxylateHCID 2745138—
SolventEthanolHCID 702—
ProductIsoxazole 9HCID 1958271764%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of ethyl 5-(thiophen-2-yl)isoxazole-3-carboxylate (220 mg, 1 mmol) in absolute ethanol (5 mL) was added cyclopropylamine (285 mg, 5 mmol). The reaction was sealed and heated to 80° C. for 24 hours. The reaction was allowed to cool to room temperature and water (1 mL) was added. The product was collected by vacuum filtration as a white crystalline solid (150 mg, 64% yield). δH (400 MHz, d6 DMSO): 8.85 (1H, d), 7.83 (1H, d), 7.76 (1H, d), 7.24 (1H, d), 7.18 (1H, s), 2.83 (1H, m), 0.58-0.71 (4H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193225B2
Source datasetuspto-grants-2012_06
ORD IDord-8f6a25cd0402464dbebfa8d942bc6cfa
Source noteuspto-grants-2012_06