Thiophosgene → HCID 14624890, compound

HRID 2248259Notes

Reaction equation

HRID 2248259 reaction equation
[Cl:1][C:2]1[C:8]([OH:9])=[CH:7][C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[C:11](Cl)(Cl)=[S:12]>C(OCC)(=O)C>[Cl:1][C:2]1[C:8]([OH:9])=[CH:7][C:5]([N:6]=[C:11]=[S:12])=[C:4]([F:10])[CH:3]=1

Participants

4

Reactant 2

HCID 10040ThiophosgeneHCID 1586545-Amino-2-chloro-4-fluorophenol

Product 1

HCID 14624890HCID 14624890, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1.00 g of 4-chloro-2-fluoro-5-hydroxyaniline was dissolved in 10 ml of ethyl acetate, and 0.61 ml of thiophosgene was dropwise added at 0° C. After the dropwise addition, the temperature was raised to room temperature, and the mixture was refluxed. After refluxing for 6 hours, ethyl acetate was distilled off to obtain a crude product of crystals. This crude product was washed with hexane to obtain 0.70 g of the above-identified compound as gray crystals.

Workup

  1. additionAfter the dropwise addition
  2. temperaturethe mixture was refluxed
  3. temperatureAfter refluxing for 6 hours
  4. distillationethyl acetate was distilled off
  5. customto obtain a crude product of crystals
  6. washThis crude product was washed with hexane

Sources & evidence

ORD record
ord-8e354e168dc0435bab2e8250eb5c9234
Source dataset
uspto-grants-1991_08
Patent number
US05039331

Reaction notes

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