Ethyl chloroformate → HCID 53706667, compound

HRID 1277846Notes

Reaction equation

HRID 1277846 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][C:7]=1[S:13][CH2:14][CH3:15].Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:21](=[O:22])[O:23][CH2:24][CH3:25])=[CH:8][C:7]=1[S:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 23451804HCID 23451804, compound

Product 1

HCID 53706667HCID 53706667, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
5 °C

Procedure

4-(3,4-Dichlorophenoxy)-3-(ethylthio)benzenamine, (0.1 mole) and pyridine (50 ml) are charged into a glass reaction vessel fitted with a mechanical stirrer and thermometer and are cooled to about 5° C. Ethyl chloroformate (0.125 mole) is added, with stirring, at about 5° C. Stirring is continued for a period of about 30 minutes at about 5° C., then for an additional 16 hours at room temperature. The mixture is then washed in 2 portions of water (50 ml), dried and the solvent is then removed to yield the desired product ethyl [4-(3,4-dichlorophenoxy)-3-(ethylthio)phenyl]carbamate.

Workup

  1. customfitted with a mechanical stirrer
  2. stirringStirring
  3. waitfor an additional 16 hours at room temperature
  4. washThe mixture is then washed in 2 portions of water (50 ml)
  5. customdried
  6. customthe solvent is then removed

Sources & evidence

ORD record
ord-35351bf569ad4295bb108e5be4ae4817
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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