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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586159Generated: October 27, 2026

1,2-Dimethoxyethane → N-(1-ethylpyrazol-5-yl)-4-carboxyanthranilic acid

https://huagongshe.com/reaction/1586159

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
ReactantBromoterephthalic acidHCID 68513—
Reactant1-Ethyl-1H-pyrazol-5-amineHCID 337310—
CatalystCupric acetateHCID 8895—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductN-(1-ethylpyrazol-5-yl)-4-carboxyanthranilic acidHCID 2121771445.4%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 2-bromoterephthalic acid (4.8 g, 0.02 mol), DME (50 ml), Cu(OAc)2 (0.2 g), 5-amino-1-ethylpyrazole (2.22 g, 0.02 mol) and K2CO3 (2.71 g, 0.02 mol) is heated at 135° C. overnight, then at reflux overnight. The reaction mixture is poured into water, acidified with acetic acid and the precipitate which forms is collected by filtration and dried to afford 2.5 g of N-(1-ethylpyrazol-5-yl)-4-carboxyanthranilic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05942520
Source datasetuspto-grants-1999_08
ORD IDord-5e04c109ec454e6786880bb6819313a5
Source noteuspto-grants-1999_08