4-Fluorophenol → 4-Fluorophenyl sulfamate

HRID 1613808Notes

Reaction equation

HRID 1613808 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Cl[S:10]([N:13]=C=O)(=[O:12])=[O:11]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][S:10](=[O:12])(=[O:11])[NH2:13])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 97324-FluorophenolHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 444592234-Fluorophenyl sulfamate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Using the procedure of Example 84, a mixture of 11.2 g (0.1 mole) of 4-flurophenol and 9.1 ml (0.105 mole) of chlorosulfonyl isocyanate in 50 ml of toluene gave, after recrystallization from benzene, 15.0 g (79%) of the title compound as a white solid, mp 82.5°-85.5° C.

Workup

  1. customgave
  2. customafter recrystallization from benzene, 15.0 g (79%) of the title compound as a white solid, mp 82.5°-85.5° C.

Sources & evidence

ORD record
ord-c8eded05d0fe483b92cbc9fbde8bd4a7
Source dataset
uspto-grants-1993_03
Patent number
US05194446

Reaction notes

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