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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1513262Generated: October 27, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → 4-(5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl)-2-nitroaniline

https://huagongshe.com/reaction/1513262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant4-methoxybenzoic acid N'-(4-amino-3-nitrobenzoyl)-hydrazideHCID 27169228—
SolventTetrahydrofuranHCID 8028—
Product4-(5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl)-2-nitroanilineHCID 66966778—

Reaction Steps

A solution of 4-methoxybenzoic acid N′-(4-amino-3-nitrobenzoyl)-hydrazide (750 mg, 2.27 mmol) and Burgess reagent (1.62 g, 6.81 mmol) in THF (15 mL) was microwaved at 150° C. for 20 min. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (heptane/EtOAc=1:3) to give the title compound as a yellow solid. MS: m/z 313 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217065B2
Source datasetuspto-grants-2012_07
ORD IDord-00f7b707af98449ea325f5700fdf055b
Source noteuspto-grants-2012_07