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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352111Generated: October 31, 2026

Chlorobenzene → 1H-Indazole

https://huagongshe.com/reaction/1352111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorobenzeneHCID 7964—
ReactantIsoamyl nitrateHCID 10985—
Reactant4-Amino-m-cresolHCID 17819—
ReactantPotassium AcetateHCID 517044—
SolventAcetic AnhydrideHCID 7918—
Product1H-IndazoleHCID 9221—

Reaction Steps

4-Amino-m-cresol is suspended in acetic anhydride and chlorobenzene in the presence of potassium acetate, isoamyl nitrate is added to the suspension at 70° C. to 100° C., preferably about 80° C., and the mixture is stirred to form an indazole skeleton. The intermediate thus obtained is dissolved in hydrochloric acid-methanol, and the mixture is preferably stirred at room temperature to deacetylate the compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217722B2
Source datasetuspto-grants-2007_05
ORD IDord-ab633d2329714fbf88ae9b8d8b6425e7
Source noteuspto-grants-2007_05