HCID 68504344, compound → HCID 16202505, compound

HRID 2384588Notes

Reaction equation

HRID 2384588 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][S:9]([N:12]([CH:14]([CH3:16])[CH3:15])[CH3:13])(=[O:11])=[O:10])=[O:7])=[CH:4][C:3]=1[N+:19]([O-])=O.[H][H]>CO.[Pd]>[F:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][S:9]([N:12]([CH:14]([CH3:15])[CH3:16])[CH3:13])(=[O:11])=[O:10])=[O:7])=[CH:4][C:3]=1[NH2:19]

Participants

5

Reactant 2

HCID 68504344HCID 68504344, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 16202505HCID 16202505, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
27.5 °C

Procedure

89.0 g (0.28 mol) of N-(4-fluoro-3-nitrobenzoyl)-N′-isopropyl-N′-methylsulfamide in methanol were admixed with 5.9 g (10 mol %) of Pd/C and hydrogenated with 2-5 bar of hydrogen with stirring at 25-30° C. After 12 h the solution was depressurized, the reaction mixture was filtered and the solvent was removed by distillation. This gave 80.1 g (98%) of the title compound in the form of a beige solid (m.p.: 148-150° C.).

Workup

  1. filtrationthe reaction mixture was filtered
  2. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-f2c2ef9a5ed2400baae55c490f9a1a42
Source dataset
uspto-grants-2012_09
Patent number
US08263806B2

Reaction notes

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