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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490565Generated: October 30, 2026

Hydrochloric Acid → HCID 68835053, compound

https://huagongshe.com/reaction/490565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantStannous ChlorideHCID 24479—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloro-1-(2-chloro-benzyl)-5-nitro-1,2-dihydro-indazol-3-oneHCID 68831736—
ProductHCID 68835053HCID 6883505373.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

To 6-chloro-1-(2-chloro-benzyl)-5-nitro-1,2-dihydro-indazol-3-one (0.49 g) was added HCl (37% aq.) solution (4 mL) followed by SnCl2.dihydrate (2.6 g). The mixture was heated to 85° C. for one hour. The reaction was then neutralized with sodium bicarbonate solution, filtered, and the filtrate extracted with EtOAc. The combined organic phases were washed with brine, dried over sodium sulfate, filtered and reduced in vacuo. Flash column chromatography of the residue over silica gel eluting with methylene chloride/methanol afforded the desired 5-amino-6-chloro-1-(2-chloro-benzyl)-1,2-dihydro-indazol-3-one (0.33 g) as a yellow solid. MS (ESI+): 308.3 [M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528158B2
Source datasetuspto-grants-2009_05
ORD IDord-535923116fd94c6a912cb7ffb7beda8c
Source noteuspto-grants-2009_05