Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216638Generated: October 31, 2026

Lithium hydroxide, monohydrate → 2-Aminocarbonylamino-3-carbamoylindole-6-carboxylic acid

https://huagongshe.com/reaction/216638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant2-Aminocarbonylamino-6-methoxycarbonylindole-3-carboxamideHCID 24987223—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-Aminocarbonylamino-3-carbamoylindole-6-carboxylic acidHCID 5918987599.6%

Reaction Conditions

Temperature65 °C

Reaction Steps

Lithium hydroxide monohydrate (1.5 g, 36 mmol) was added to a solution mixture of 2-aminocarbonylamino-6-methoxycarbonylindole-3-carboxamide (Compound 2-17, 1.0 g, 3.6 mmol) in tetrahydrofuran, methanol and water (tetrahydrofuran/methanol/water=3/1/1, 50 mL), and the mixture was stirred at 65° C. for 7 hours. After the reaction mixture was concentrated under reduced pressure, 6 N hydrochloric acid (4 mL) was added to the residue under ice-cooling. The precipitated solid was washed with water (20 mL), chloroform (20 mL), and dried under reduced pressure to give the title compound (0.94 g) as a colorless solid (yield 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193237B2
Source datasetuspto-grants-2012_06
ORD IDord-aecc5ae3fcf04ed0b22eef786df545ad
Source noteuspto-grants-2012_06