HCID 13175008, compound → HCID 13106274, compound

HRID 1607938Notes

Reaction equation

HRID 1607938 reaction equation
Cl.[Cl:2][CH:3]([C:17]1[CH:18]=[CH:19][C:20]([O:27][CH3:28])=[C:21]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=1)[CH2:4][NH:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15][CH3:16]>CO.[C].[Pd]>[ClH:2].[CH3:28][O:27][C:20]1[CH:19]=[CH:18][C:17]([CH2:3][CH2:4][NH:5][CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH3:16])=[CH:22][C:21]=1[S:23]([NH2:26])(=[O:25])=[O:24]

Participants

4

Reactant 1

HCID 13175008HCID 13175008, compound

Product 1

HCID 13106274HCID 13106274, compoundYield 88.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 150 ml of methanol was dissolved 3.8 g of 5-{1-chloro-2-[2-(2-methoxyphenoxy)ethylamino]ethyl}-2-methoxybenzenesulfonamide hydrochloride and after adding thereto 0.5 g of 10% palladium carbon, it was dechlorinated under a hydrogen stream at normal temperatureand pressure. Then, palladium carbon was filtered away and the filtrate wasconcentrated under reduced pressure to provide 3.1 g of 2-methoxy-5-{2-[2-(2-methoxyphenoxy)ethylamino]ethyl}benzene-sulfonamide hydrochloride, which was recrystallized from 120 ml of a mixture of methanol and ethanol (1:4 by volume ratio) to provide 2.3 g of the colorless crystals thereof.

Workup

  1. additionafter adding
  2. filtrationThen, palladium carbon was filtered away

Sources & evidence

ORD record
ord-b5e780cb16b4431183cfcece5345934e
Source dataset
uspto-grants-1989_09
Patent number
US04868216

Reaction notes

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