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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 443493Generated: October 25, 2026

1,1'-Carbonyldiimidazole → 5,6-dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid, ethyl ester

https://huagongshe.com/reaction/443493

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 178469977HCID 178469977—
SolventTetrahydrofuranHCID 8028—
Product5,6-dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-2-carboxylic acid, ethyl esterHCID 8673767676.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

24.7 g 1-(2-aminophenyl)-5-hydroxy-1H-pyrazole-4-carboxylic acid, ethyl ester and 16.2 g 1,1'-carbonyl-bis-[1H-imidazole] are dissolved in 300 ml tetrahydrofuran and stirred for 8 hours at room temperature and one hour at 90° C. The solid residue, after distilling off the solvent, is recrystallized from dimethylformamide to yield 21 g of 5,6-dihydro-1,5-dioxo-1H-pyrazolo[1,2-a][1,2,4]-benzotriazine-2-carboxylic acid, ethyl ester having a melting point of 269°-271° C.; white-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04260751
Source datasetuspto-grants-1981_04
ORD IDord-468d3ef0225543418e329201f2e85d68
Source noteuspto-grants-1981_04