2-Chloroaniline → (2-Chlorophenyl)urea
Reaction equation
[CH:1]1[CH:6]=[C:5]([NH2:7])[C:4]([Cl:8])=[CH:3][CH:2]=1.[O-:9][C:10]#[N:11].[K+]>O.C(O)(=O)C>[Cl:8][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=1[NH:7][C:10]([NH2:11])=[O:9]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 15 °C
Procedure
O-chloroaniline (50 g) was added in water (400 g) and acetic acid (200 g), followed by cooling to 15° C. Then, a solution of potassium cyanate (63.6 g) and water (300 g) was added dropwise at not more than 15° C. over 40 minutes. The mixture was heated to 30° C., filtered and then washed with cold water to obtain a white crystal. This crystal was recrystallized from a solution of ethanol (350 g) and water (100 g) to obtain 47.1 g of o-chlorophenylurea as a white needle crystal.
Workup
- temperatureThe mixture was heated to 30° C.
- filtrationfiltered
- washwashed with cold water
- customto obtain a white crystal
- customThis crystal was recrystallized from a solution of ethanol (350 g) and water (100 g)
Sources & evidence
- ORD record
- ord-c290df240ef848449b6783a005e81eb6
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05847233
Reaction notes
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