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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220693Generated: October 29, 2026

Water → 2-Amino-2-(2,3-dichlorophenyl)ethyl carbamate

https://huagongshe.com/reaction/220693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorosulfonyl isocyanateHCID 70918—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl N-[1-(2,3-dichlorophenyl)-2-hydroxyethyl]carbamateHCID 59536916—
SolventAcetonitrileHCID 6342—
Product2-Amino-2-(2,3-dichlorophenyl)ethyl carbamateHCID 59536863—

Reaction Conditions

Temperature60 °C

Reaction Steps

Of the compound from Example 182A, 290 mg (about 0.95 mmol) were introduced in 5 ml of acetonitrile under argon. At −15° C., 115 μl (1.33 mmol) of chlorosulphonyl isocyanate were added dropwise. After 30 min, the reaction solution was admixed with 20 ml of water and heated at 60° C. overnight. The reaction mixture was cooled and introduced into saturated aqueous sodium hydrogen carbonate solution. It was extracted with twice 20 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and freed from the solvent on a rotary evaporator. Drying in an HV gave 176 mg (66% of theory) of the title compound in 89% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202895B2
Source datasetuspto-grants-2012_06
ORD IDord-f52834b62de54de6ab4ceb3680d844b1
Source noteuspto-grants-2012_06