Diphosgene → 2-Fluoro-4-(4-chlorophenylmethoxy)phenyl isocyanate
Reaction equation
[F:1][C:2]1[CH:8]=[C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:3]=1[NH2:4].Cl[C:19](OC(Cl)(Cl)Cl)=[O:20]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:8]=[C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:3]=1[N:4]=[C:19]=[O:20]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
A solution of 5.0 grams (0.02 mole) of 2-fluoro-4-(4-chlorophenylmethoxy)aniline in 150 mL of toluene was stirred and a solution of 3.4 mL (0.02 mole) of trichloromethyl chloroformate in 20 mL of toluene was added slowly. Upon completion of addition, the reaction mixture was stirred at 25° C. for one hour. After this time the reaction mixture was warmed to reflux, where it was stirred for about 18 hours. The reaction mixture was then concentrated under reduced pressure, yielding 5.5 grams of 2-fluoro-4-(4-chlorophenylmethoxy)phenyl isocyanate.
Workup
- additionUpon completion of addition
- temperatureAfter this time the reaction mixture was warmed
- temperatureto reflux
- stirringwhere it was stirred for about 18 hours
- concentrationThe reaction mixture was then concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-d627efabfbf445e3b48ae1f52c379a11
- Source dataset
- uspto-grants-1995_03
- Patent number
- US05399543
Reaction notes
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