Toluene → Sulfamic acid 4-nitro-3-(trifluoromethyl)phenyl ester

HRID 327704

Reaction equation

HRID 327704 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Cl[S:16]([N:19]=C=O)(=[O:18])=[O:17].C1(C)C=CC=CC=1>C1C=CC=CC=1>[N+:12]([C:5]1[CH:4]=[CH:3][C:2]([O:1][S:16](=[O:18])(=[O:17])[NH2:19])=[CH:7][C:6]=1[C:8]([F:11])([F:10])[F:9])([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 1140TolueneHCID 69314-Nitro-3-trifluoromethylphenolHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 53668784Sulfamic acid 4-nitro-3-(trifluoromethyl)phenyl esterYield 78%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

This compound was prepared according to the procedure used in Example 84. A mixture of 10.4 g (0.05 mole) of 5-hydroxy-2-nitrobenzotrifluoride, 7.8 g (0.055 mole) of chlorosulfonyl isocyanate and 75 ml of toluene gave 11.1 g (78%) of tan solid, mp 95°-97° C. (benzene).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-8dc7d85f66754e0393991d63761ca459
Source dataset
uspto-grants-1993_12
Patent number
US05273993

Linked notes

Loading…