4-(4-Chlorophenoxy)aniline → HCID 15649401, compound

HRID 1277819Notes

Reaction equation

HRID 1277819 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Cl[C:17]([O:19][CH2:20][CH3:21])=[O:18]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:17](=[O:18])[O:19][CH2:20][CH3:21])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 75784-(4-Chlorophenoxy)anilineHCID 10928Ethyl chloroformate

Product 1

HCID 15649401HCID 15649401, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
5 °C

Procedure

4-(4-Chlorophenoxy)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., and then for an additional 16 hours at room temperature. The mixture is then washed with 2 portions of water (50 ml), dried and the solvent is then removed to yield the desired product ethyl [4-(4-chlorophenoxy)pheny]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 with 2 portions of water (50 ml)
  5. customdried
  6. customthe solvent is then removed

Sources & evidence

ORD record
ord-6ed10ec50eed4f538bb2658a3ecc8e94
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

Loading…