1-(Trifluoromethylcarbonylaminosulphonyl)-3-nitrobenzene → 1-(Trifiuoromethyl carbonylaminosulphonyl)-3-aminobenzene

HRID 2379332Notes

Reaction equation

HRID 2379332 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[CH:10]=1)(=[O:8])=[O:7])=[O:4]>[Pd].O.C(O)C>[F:19][C:2]([F:1])([F:18])[C:3]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH2:15])[CH:10]=1)(=[O:7])=[O:8])=[O:4]

Participants

5

Reactant 1

HCID 189577841-(Trifluoromethylcarbonylaminosulphonyl)-3-nitrobenzene

Product 1

HCID 217455061-(Trifiuoromethyl carbonylaminosulphonyl)-3-aminobenzeneYield 70%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In the same way as that described in Example 11, Step 2, using 1-(trifluoromethylcarbonylaminosulphonyl)-3-nitrobenzene (2.7 g, 9.1 mmol), 10% palladium on carbon (0.25 g, 9% (w/w)) in water (3 ml) and ethanol (70 ml), the title compound (1.7 g, 70%) was afforded as a colourless solid. mp 106°-108° C. 1H NMR (360 MHz, D6 -DMSO) δ 6.59 (1H, m), 6.88 (1H, m), 7.02 (2H, m).

Sources & evidence

ORD record
ord-3c6bb15660594b0b8bc84f15131448e1
Source dataset
uspto-grants-1994_11
Patent number
US05360802

Reaction notes

Loading…