HCID 18365444, compound → HCID 18365436, compound

HRID 380587Notes

Reaction equation

HRID 380587 reaction equation
C([O:8][NH:9][C:10](=[O:26])[C:11]([NH:14][S:15]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)(=[O:17])=[O:16])([CH3:13])[CH3:12])C1C=CC=CC=1>CO.[Pd]>[OH:8][NH:9][C:10](=[O:26])[C:11]([NH:14][S:15]([C:18]1[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1)(=[O:17])=[O:16])([CH3:13])[CH3:12]

Participants

4

Reactant 1

HCID 18365444HCID 18365444, compound

Product 1

HCID 18365436HCID 18365436, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of N-benzyloxy-2-(4-methoxybenzenesulfonylamino)-2-methyl-propionamide (1.40 grams, 3.70 mmole) in methanol (80 mL) was treated with 5% palladium on barium sulfate (0.75 grams) and hydrogenated at 3 atmospheres pressure for 1.5 hours in a Parr shaker. The catalyst was removed by passage through a 0.45 μm nylon filter and the filtrate was concentrated to afford N-hydroxy-2-(4-methoxy-benzenesulfonylamino)-2-methylpropionamide as a white solid, 1.06 grams (100%). MP: 122-125° C. MS: 289 (M+1): Analysis calculated for C11H16N2O5S: C, 45.82; H, 5.59; N, 9.72; Found: C, 45.88; H, 5.60; N, 9.69.

Workup

  1. customThe catalyst was removed by passage through a 0.45 μm nylon
  2. filtrationfilter
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b841c18a714b4c8ea72e985d14f1a36e
Source dataset
uspto-grants-2001_10
Patent number
US06303636B1

Reaction notes

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