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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55979Generated: October 29, 2026

Water → 2-amino-1-(3,5-dichloropyridin-2-yl)ethanone-O-ethyloxime

https://huagongshe.com/reaction/55979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantN-[2-(3,5-dichloropyridin-2-yl)-2-(ethoxyimino)ethyl]phthalimideHCID 131736882—
SolventEthanolHCID 702—
Product2-amino-1-(3,5-dichloropyridin-2-yl)ethanone-O-ethyloximeHCID 11807151682.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To 3.00 g of N-[2-(3,5-dichloropyridin-2-yl)-2-(ethoxyimino)ethyl]phthalimide in 30 ml of ethanol, 793 mg of hydrazine monohydrate was added, and the mixture was stirred at 70° C. for 3 hours. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, mixed with 100 ml of water and extracted with ethyl acetate (100 ml×2). The resulting organic layers were combined, washed with water (100 ml×1) and dried over saturated aqueous sodium chloride and then anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain 1.62 g of the desired crude product as a brown oil. The oil was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434684B2
Source datasetuspto-grants-2016_09
ORD IDord-10f04baf2a734acaa3e94b8806f148c7
Source noteuspto-grants-2016_09