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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840306Generated: October 31, 2026

Hydrazine hydrate (1:1) → 4-Chloro-2-isopropoxyaniline

https://huagongshe.com/reaction/1840306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantHCID 23447873HCID 23447873—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product4-Chloro-2-isopropoxyanilineHCID 2344790290.6%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

To a solution of Compound 35A (1 g) in methanol (30 mL) was added Raney-Ni (0.05 g) and the resulting mixture was cooled at 0-5° C.; 98% hydrazine hydrate (1.5 mL) was dropped in at the same temperature and the suspension stirred at room temperature for 2 h. The catalyst was filtered off and the solvents evaporated in vacuo. The crude was dissolved in dichloromethane (100 mL) and washed with water (60 mL); the organic layer was dried over sodium sulphate and evaporated to dryness affording 0.78 g (90%) of the title product as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680319B2
Source datasetuspto-grants-2004_01
ORD IDord-71aade89076644f9a257936db9a01654
Source noteuspto-grants-2004_01