HCID 14555109, compound → HCID 13286106, compound

HRID 1194759Notes

Reaction equation

HRID 1194759 reaction equation
[CH3:1][N:2]([CH3:16])[S:3]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1)(=[O:5])=[O:4].[H][H]>CO.[Pd]=O>[NH2:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][S:3]([N:2]([CH3:16])[CH3:1])(=[O:5])=[O:4])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 14555109HCID 14555109, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13286106HCID 13286106, compound

Reagents, catalysts & solvents 2

HCID 5083724Palladium monoxideCatalystHCID 887MethanolSolvent

Procedure

A suspension of N,N-dimethyl-4-nitrobenzenemethanesulphonamide (4.2 g) in methanol (300 ml) was hydrogenated over pre-reduced 10% palladium oxide on charcoal (1 g) at atmospheric pressure and temperature. Hydrogen uptake was complete in 1 h. The catalyst was filtered off (Hyflo), washed with ethyl acetate (400 ml), the solvent evaporated and the title compound obtained as a cream solid (3.3 g), m.p. 151°-2°.

Workup

  1. filtrationThe catalyst was filtered off (Hyflo)
  2. washwashed with ethyl acetate (400 ml)
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-2a2bac4193dc43fb94a634548dbe8e38
Source dataset
uspto-grants-1989_03
Patent number
US04816470

Reaction notes

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