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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586167Generated: October 27, 2026

Dimethylformamide → N-(1-ethylpyrazol-5-yl)-5-bromoanthranilic acid

https://huagongshe.com/reaction/1586167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2,5-Dibromobenzoic acidHCID 11891—
Reactant1-Ethyl-1H-pyrazol-5-amineHCID 337310—
CatalystCupric acetateHCID 8895—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductN-(1-ethylpyrazol-5-yl)-5-bromoanthranilic acidHCID 1959221345.1%

Reaction Steps

A mixture of 2,5-dibromobenzoic acid (25 g, 0.09 mol), DMF (200 ml), 5-amino-1-ethylpyrazole (10 g, 0.09 mol), Cu(OAc)2 (1 g) and K2CO3 (12.3 g, 0.09 mol) is heated at reflux for about 2 days. The reaction mixture is poured into water, acidified with acetic acid, and the precipitate which forms is collected by filtration to afford 12.6 g of N-(1-ethylpyrazol-5-yl)-5-bromoanthranilic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05942520
Source datasetuspto-grants-1999_08
ORD IDord-27eadd314c9c4136a748827486697d84
Source noteuspto-grants-1999_08