2-(Benzylamino)-5-(trifluoromethyl)benzene-1-sulfonamide → HCID 11333908, compound

HRID 1066162Notes

Reaction equation

HRID 1066162 reaction equation
C([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][C:10]=1[S:19]([NH2:22])(=[O:21])=[O:20])C1C=CC=CC=1.[H][H]>CO.[Pd]>[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:17])([F:16])[F:18])=[CH:11][C:10]=1[S:19]([NH2:22])(=[O:21])=[O:20]

Participants

5

Reactant 2

HCID 112443972-(Benzylamino)-5-(trifluoromethyl)benzene-1-sulfonamideHCID 178418361HCID 178418361, compound

Product 1

HCID 11333908HCID 11333908, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-benzylamino-5-trifluoromethylbenzenesulfonamide (7.3 g) in methanol (80 mL) was supplemented with 10% Pd/C (0.73 g) and submitted to hydrogen under pressure (4 bars) during 90 min. at room temperature. The insoluble material was removed by filtration and the filtrate was concentrated to dryness. The residue was crystallized in methanol-water to give the title compound (yield: 5 g); m.p. 142-143° C.

Workup

  1. customThe insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe residue was crystallized in methanol-water

Sources & evidence

ORD record
ord-61f40d3017aa402187936c8fcb603b2f
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

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