Methanol → HCID 13286103, compound

HRID 1194757Notes

Reaction equation

HRID 1194757 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O.[H][H].CO>C(OCC)(=O)C.[Pd]=O>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11]([NH:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)(=[O:13])=[O:12])=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 14555108HCID 14555108, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13286103HCID 13286103, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 5083724Palladium monoxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-Nitro-N-phenylbenzenemethanesulphonamide (11.0 g), in ethyl acetate (400 ml) was hydrogenated at room temperature and pressure over pre-reduced 10% palladium oxide on charcoal (1.0 g, 50% paste with water) for 4 h until hydrogen uptake ceased (2.7 l). Methanol (400 ml) was added, the catalyst filtered off, and the filtrate evaporated in vacuo to give the title compound as a white solid (8.98 g), m.p. 180°-182°.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationthe catalyst filtered off
  3. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-f42cfc2642fd46959111f11163b2316e
Source dataset
uspto-grants-1989_03
Patent number
US04816470

Reaction notes

Loading…