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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112076Generated: November 3, 2026

Hydrochloric Acid → 4-Nitro-1,2-dihydro-3H-indazol-3-one

https://huagongshe.com/reaction/2112076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSulfur DioxideHCID 1119—
Reactant2-Amino-6-nitro-benzoic acidHCID 95795—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product4-Nitro-1,2-dihydro-3H-indazol-3-oneHCID 24728192—

Reaction Steps

5 g (27.5 mmol) 2-amino-6-nitro-benzoic acid are combined with 22.2 ml (225.3 mmol) concentrated HCl and 45 ml (30.0 mmol) 5% aqueous sodium nitrite solution and stirred for 1 h at ambient temperature. Then the suspension is diluted with 150 ml dist. H2O and added dropwise to 350 ml destilliertes water which has been saturated with sulphur dioxide. Sulphur dioxide is piped through the reaction mixture for a further 30 min. Then the reaction mixture is refluxed for 30 min and then left to cool slowly to 20° C. The resulting precipitate is filtered off.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521457B2
Source datasetuspto-grants-2009_04
ORD IDord-d327fcefa8d440e79300a236590609fb
Source noteuspto-grants-2009_04