2-Chloro-5-[1-hydroxy-2-[N-(1-methyl-3-phenylpropyl)-N-(phenylmethyl)amino]ethyl]benzenesulphonamide → 2-Chloro-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)-amino]ethyl]benzenesulphonamide, hydrochloride

HRID 1390912Notes

Reaction equation

HRID 1390912 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:28])[CH2:9][N:10]([CH:18]([CH3:27])[CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)CC2C=CC=CC=2)=[CH:4][C:3]=1[S:29]([NH2:32])(=[O:31])=[O:30].[H][H]>[Pd]=O>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:28])[CH2:9][NH:10][CH:18]([CH3:27])[CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:4][C:3]=1[S:29]([NH2:32])(=[O:31])=[O:30]

Participants

4

Reactant 2

HCID 129524082-Chloro-5-[1-hydroxy-2-[N-(1-methyl-3-phenylpropyl)-N-(phenylmethyl)amino]ethyl]benzenesulphonamideHCID 178418361HCID 178418361, compound

Product 1

HCID 129524292-Chloro-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)-amino]ethyl]benzenesulphonamide, hydrochloride

Reagents, catalysts & solvents 1

HCID 5083724Palladium monoxideCatalyst

Procedure

A solution of 2-chloro-5-[1-hydroxy-2-[N-(1-methyl-3-phenylpropyl)-N-(phenylmethyl)amino]ethyl]-benzenesulphonamide (0.5 g) was hydrogenated over palladium oxide (0.05 g) for 18 hours (64 ml of hydrogen taken up; theory 48 ml). The catalyst was filtered off, washed with ethanol, and the resulting solution evaporated to dryness under reduced pressure to give the product as a white foam, 0.3 g, m.p. 88-94°.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with ethanol
  3. customthe resulting solution evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-e2c2ae2046524d9ea6dae4d506e93bb0
Source dataset
uspto-grants-1979_02
Patent number
US04140713

Reaction notes

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