HCID 14771349, compound → HCID 14771350, compound

HRID 476746Notes

Reaction equation

HRID 476746 reaction equation
[C:1]1(=[CH:7][C:8]2[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[CH:10][C:9]=2[NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>[Pt]=O.C(O)(=O)C>[NH2:14][C:12]1[CH:11]=[CH:10][C:9]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[C:8]([CH2:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:13]=1

Participants

4

Reactant 1

HCID 14771349HCID 14771349, compound

Product 1

HCID 14771350HCID 14771350, compoundYield 93.4%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

Fifty ml of an acetic acid solution containing 2.0 g of N-(2-cyclohexylidenemethyl-4-nitrophenyl)methanesulfonamide obtained in Example 14 and 0.1 g of platinum oxide was subjected to catalystic reduction under a hydrogen atmosphere at room temperature with stirring. The catalyst was removed by filtration, and the filtrate was concentrated, neutralized with a saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The ethyl acetate layer was washed, in turn, with water and a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. Evaporation of the solvent gave 1.7 g of N-(4-amino-2-cyclohexylmethylphenyl)methanesulfonamide.

Workup

  1. customwas subjected to catalystic reduction under a hydrogen atmosphere at room temperature
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer was washed, in turn, with water
  6. dry with materiala saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate
  7. customEvaporation of the solvent

Sources & evidence

ORD record
ord-462cd3b2c44e4faaae235173e11f2a26
Source dataset
uspto-grants-1989_12
Patent number
US04885367

Reaction notes

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