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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360795Generated: October 27, 2026

Tetrahydrofuran → 4-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-nitro-phenylamine

https://huagongshe.com/reaction/1360795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant4-Chloro-benzoic acid N'-(4-amino-3-nitro-benzoyl)-hydrazideHCID 46651557—
SolventMethanolHCID 887—
Product4-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-nitro-phenylamineHCID 66965689—

Reaction Steps

To a 20 mL microwave vial was added 1.00 g (2.99 mmol) of 4-Chloro-benzoic acid N′-(4-amino-3-nitro-benzoyl)-hydrazide (A in Example 1-28), 12 mL of THF, and 1.9934 g (8.36 mmol) of burgess reagent. The suspension was placed in the microwave at 150° C. for 30 min. To the orange/yellow suspension was added 5 mL of MeOH and the precipitates were collected by filtration to yield the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.31 (d, J=8.97 Hz, 1H) 7.80 (d, J=8.59 Hz, 2H) 8.12-8.19 (m, 2.7H) 8.25 (d, J=8.59 Hz, 2H) 8.77 (d, J=2.02 Hz, 1H). MS (m/z) 317.0 M (+1), tR=1.33, Meth 10

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879850B2
Source datasetuspto-grants-2011_02
ORD IDord-f29eeb39b5fb41f8a1f3edda6d7243a1
Source noteuspto-grants-2011_02