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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1676142Generated: October 29, 2026

Diethyl Ether → 2-(4-Allyloxy-3,5-dimethyl-phenyl)-5-(4-isobutyl-3-methyl-thiophen-2-yl)-[1,3,4]oxadiazole

https://huagongshe.com/reaction/1676142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant(Methoxycarbonylsulfamoyl)triethylammonium hydroxideHCID 11032497—
Reactant4-allyloxy-3,5-dimethyl-benzoic acid N'-(4-isobutyl-3-methyl-thiophene-2-carbonyl)-hydrazideHCID 67351408—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Allyloxy-3,5-dimethyl-phenyl)-5-(4-isobutyl-3-methyl-thiophen-2-yl)-[1,3,4]oxadiazoleHCID 67350662118.3%

Reaction Steps

A solution of 4-allyloxy-3,5-dimethyl-benzoic acid N′-(4-isobutyl-3-methyl-thiophene-2-carbonyl)-hydrazide (160 mg, 0.4 mmol) and (methoxycarbonyl-sulfamoyl)triethylammonium hydroxide (350 mg, 1.27 mmol) in dry THF (5 mL) is heated at 110° C. in a microwave oven for 6 min. The mixture is poured into diethyl ether (10 mL) and washed with 1M aq. HCl (10 mL). The aq. phase is re-extracted with ether (10 mL). The combined organic extracts are dried (Na2SO4), filtered and evaporated to give 181 mg of crude 2-(4-allyloxy-3,5-dimethyl-phenyl)-5-(4-isobutyl-3-methyl-thiophen-2-yl)-[1,3,4]oxadiazole; LC-MS: tR=1.23 min, [M+1]+=383.35.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003800B2
Source datasetuspto-grants-2011_08
ORD IDord-3b7ad54978de4b2fb19bdc5b1765a146
Source noteuspto-grants-2011_08