HCID 53729649, compound → HCID 54097825, compound

HRID 1646232Notes

Reaction equation

HRID 1646232 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:11][CH:12]=[CH:13][C:14]2[CH:15]=[CH:16][C:17]([O:23][CH2:24][O:25][CH3:26])=[C:18]([N+:20]([O-])=O)[CH:19]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[H][H]>C(OCC)(=O)C.[C].[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([CH2:11][CH2:12][CH2:13][C:14]2[CH:15]=[CH:16][C:17]([O:23][CH2:24][O:25][CH3:26])=[C:18]([CH:19]=2)[NH2:20])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 53729649HCID 53729649, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54097825HCID 54097825, compoundYield 78.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Under one atmosphere, a solution of 300 mg of 5-[3-(4-chlorophenylsulfonyl)-1-propenyl]-2-methoxymethoxy nitrobenzene in 8 ml of ethyl acetate and 500 mg of 10% palladium carbon added thereto were stirred in the presence of hydrogen gas. The resultant reaction mixture was filtered and then concentrated under a vacuum, to produce 220 mg of 5-[3-(4-chlorobenzenesulfonyl)propyl]-2-methoxymethoxy aniline in the form of a colorless oily substance. The yield was 73%. This product was put to use in its unpurified form in the following reaction.

Workup

  1. customThe resultant reaction mixture
  2. filtrationwas filtered
  3. concentrationconcentrated under a vacuum

Sources & evidence

ORD record
ord-f1c1a0a9cad4491cb6e14d3df75dbae0
Source dataset
uspto-grants-1993_01
Patent number
US05179105

Reaction notes

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