Phosgene → (1-Methylethyl)phenylcarbamic chloride
Reaction equation
[CH:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[C:11](Cl)([Cl:13])=[O:12]>C1C=CC=CC=1>[C:5]1([N:4]([CH:1]([CH3:3])[CH3:2])[C:11]([Cl:13])=[O:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of N-isopropylaniline (30 g) in dry benzene (150 ml) was cooled to 5°-10° C and phosgene passed therethrough slowly for 11/2 hours. The mixture was refluxed for 1 hour to remove excess phosgene, cooled and the amine hydrochloride was filtered off. The solvent was evaporated and the residue recrystallised from benzene-petroleum ether 1:1, giving 21.6 g, m.p. 89°-90° C.
Workup
- custom2 hours
- temperatureThe mixture was refluxed for 1 hour
- customto remove excess phosgene
- temperaturecooled
- filtrationthe amine hydrochloride was filtered off
- customThe solvent was evaporated
- customthe residue recrystallised from benzene-petroleum ether 1:1
- customgiving 21.6 g, m.p. 89°-90° C.
Sources & evidence
- ORD record
- ord-5a2d3794f42d45fb95a4328574b78042
- Source dataset
- uspto-grants-1977_03
- Patent number
- US04014862
Reaction notes
Loading…