Ethanol, 2-[(3-nitrophenyl)sulfonyl]- → Ethanol, 2-[(3-aminophenyl)sulfonyl]-

HRID 1957976Notes

Reaction equation

HRID 1957976 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([CH2:13][CH2:14][OH:15])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>O1CCCC1.C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([S:10]([CH2:13][CH2:14][OH:15])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 2

HCID 170561Ethanol, 2-[(3-nitrophenyl)sulfonyl]-HCID 178418361HCID 178418361, compound

Product 1

HCID 78905Ethanol, 2-[(3-aminophenyl)sulfonyl]-Yield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-(3-Nitrophenylsulfonyl)ethanol (10 g; 43 mmol) was dissolved in 200 ml tetrahydrofuran and 200 mL ethanol, 3 g Pd/C (10%) was added and the mixture treated with hydrogen gas. The solvents were removed to obtain 8.8 g (43 mmol, 100% yield) of the desired compound as colourless oil.

Workup

  1. customThe solvents were removed

Sources & evidence

ORD record
ord-a6be3af4b8a14c029b91e3013374c2bb
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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