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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79256Generated: October 29, 2026

Ammonium Chloride → 1-benzyl-3-iodo-1H-indazol-4-amine

https://huagongshe.com/reaction/79256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 67259890HCID 67259890—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-benzyl-3-iodo-1H-indazol-4-amineHCID 6725959299.9%

Reaction Conditions

Temperature75 °C

Reaction Steps

1-Benzyl-3-iodo-4-nitro-1H-indazole (340 mg; 0.897 mmol) was dissolved in a mixture of ethanol (8 mL) and water (2 mL). Ammonium chloride (24 mg; 0.45 mmol) and iron powder (501 mg; 8.97 mmol) were added and the mixture was stirred with heating to 75° C. under a nitrogen atmosphere for 4 hours. The mixture was allowed to cool, diluted with ethyl acetate (50 mL) and filtered through a pad of Celite. The solution was concentrated under reduced pressure to give 1-benzyl-3-iodo-1H-indazol-4-amine (313 mg) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-072e9b5204364a2989ef9a1231918e2c
Source noteuspto-grants-2014_09