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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1949517Generated: November 1, 2026

Chlorosuccinimide → 3-Chloro-1H-indazole-5-carboxaldehyde

https://huagongshe.com/reaction/1949517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant1H-Indazole-5-carboxaldehydeHCID 21250644—
SolventAcetonitrileHCID 6342—
Product3-Chloro-1H-indazole-5-carboxaldehydeHCID 17851937654.4%

Reaction Conditions

Temperature67.5 °C

Reaction Steps

To a solution of 1H-Indazole-5-carbaldehyde (3.2 g, 21.89 mmol) in acetonitrile (140 mL) was added N-Chlorosuccinimide (3.5 g, 26.27 mmol). After stirring for 50 hours at 65 to 70° C., the precipitate was filtered, washed with cold acetonitrile, abundantly with water and dried to afford the title compound as a white solid (2.15 g, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399681B2
Source datasetuspto-grants-2013_03
ORD IDord-0c937c2e34a749659c4635a13763ea2a
Source noteuspto-grants-2013_03