3,5-Bis(trifluoromethyl)phenol → Sulfamic acid 3,5-bis(trifluoromethyl)phenyl ester

HRID 1494036Notes

Reaction equation

HRID 1494036 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([OH:13])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.Cl[S:17]([N:20]=C=O)(=[O:19])=[O:18]>C1(C)C=CC=CC=1>[F:1][C:2]([F:14])([F:15])[C:3]1[CH:4]=[C:5]([O:13][S:17](=[O:19])(=[O:18])[NH2:20])[CH:6]=[C:7]([C:9]([F:11])([F:10])[F:12])[CH:8]=1

Participants

4

Reactant 2

HCID 676803,5-Bis(trifluoromethyl)phenolHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 54355611Sulfamic acid 3,5-bis(trifluoromethyl)phenyl esterYield 48.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

This compound was prepared using the procedure of Example 56 from a mixture of 9.8 g (0.043 mole) of 3,5-bis(trifluoromethyl)phenol and 3.9 ml (0.095 mole) of chlorosulfonyl isocyanate in 50 ml of toluene. The solid product was recrystallized from benzene to yield 6.4 g (48%) of a pale yellow solid, mp 118°-120° C.

Workup

  1. customThis compound was prepared
  2. customThe solid product was recrystallized from benzene

Sources & evidence

ORD record
ord-765459f0dfb6491f85e512500dae49cf
Source dataset
uspto-grants-1991_06
Patent number
US05025031

Reaction notes

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