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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482677Generated: October 26, 2026

Water → beta-chloroethyl N-(5-chloro-4-hydroxy-2-nitrophenyl)-carbamate

https://huagongshe.com/reaction/482677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloroethyl chloroformateHCID 12305—
Reactant4-Amino-2-chloro-5-nitrophenolHCID 18950617—
Solvent1,4-DioxaneHCID 31275—
Productbeta-chloroethyl N-(5-chloro-4-hydroxy-2-nitrophenyl)-carbamateHCID 2024460495%

Reaction Conditions

Temperature90 °C

Reaction Steps

21 ml of β-chloroethyl chloroformate are added dropwise to 37.7 g (0.2 mole) of 6-chloro-3-nitro-4-aminophenol and 12 g of sodium carbonate in 130 ml of dioxane at 70° C. and the mixture is then heated at 90° C. for a further hour. After addition of 500 ml of water and stirring until cold, the mixture is extracted 3 times with methylene chloride and the extracts are dried and concentrated completely, after which 56 g (95%) of the product are obtained as a dark red oil, which crystallises completely, after some time, by trituration with toluene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04575378
Source datasetuspto-grants-1986_03
ORD IDord-4b805e83c53f40afad26994c52f48ea0
Source noteuspto-grants-1986_03