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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1588064Generated: October 31, 2026

Water → 1-(2-Carboxy-3-methoxyphenyl)-3-methyl-6-nitroindazole

https://huagongshe.com/reaction/1588064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Methyl-6-nitro-1H-indazoleHCID 10921054—
Reactant2-Bromo-6-methoxybenzoic acidHCID 11117881—
CatalystCopper oxideHCID 14829—
SolventNitrobenzeneHCID 7416—
Product1-(2-Carboxy-3-methoxyphenyl)-3-methyl-6-nitroindazoleHCID 1103477275.9%

Reaction Steps

3-Methyl-6-nitroindazole (5.31 g), 6.93 g of 2-bromo-6-methoxybenzoic acid, 4.71 g of potassium carbonate and 0.218 g of copper (II) oxide were stirred in 60 ml of nitrobenzene at 180° C. for 50 minutes. After cooling, 300 ml of water was added to the reaction mixture, and the insoluble substance was removed by filtration. The resulting solution was washed with chloroform. The aqueous layer was decolored with active charcoal and filtered, and 40 ml of 1 N hydrochloric acid aqueous solution was added to the filtrate. The crystals precipitated were separated by filtration and dried under reduced pressure to obtain 7.45 g (75.9%) of 1-(2-carboxy-3-methoxyphenyl)-3-methyl-6-nitroindazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05220026
Source datasetuspto-grants-1993_06
ORD IDord-87e0d46a6e154a4c93b81866d7586780
Source noteuspto-grants-1993_06