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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497602Generated: November 3, 2026

Water → 4-iodo-1H-indazol-3-amine

https://huagongshe.com/reaction/497602

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-Fluoro-6-iodobenzonitrileHCID 522722—
SolventEthanolHCID 702—
Product4-iodo-1H-indazol-3-amineHCID 4057787—

Reaction Conditions

Temperature78 °C

Reaction Steps

1.2 cm3 of hydrazine monohydrate are added to 2 g of 2-fluoro-6-iodobenzonitrile in 25 cm3 of ethanol. The reaction medium is then refluxed at about 78° C. for 12 hours. The medium is allowed to return to about 20° C. and 20 cm 3 of distilled water are then added in order to precipitate the product. The insoluble material is filtered on a sinter funnel, rinsed with 20 cm3 of distilled water and then taken up in 20 cm3 of dichloromethane. The organic phase is then dried over magnesium sulphate and evaporated under reduced pressure (2 kPa; 45° C.). After drying (90 Pa; 50° C.), 1.65 g of 4-iodo-1H-indazole-3-amine are obtained in the form of a yellow solid melting at 157° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949579B2
Source datasetuspto-grants-2005_09
ORD IDord-2ae53273fb014e0881c0daf7302f8d3a
Source noteuspto-grants-2005_09