HCID 796972, compound → 2-(morpholin-4-ylsulfonyl)aniline

HRID 1977956Notes

Reaction equation

HRID 1977956 reaction equation
[N:1]1([S:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N+:16]([O-])=O)(=[O:9])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>[Pd].C(O)C.O1CCCC1>[N:1]1([S:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH2:16])(=[O:9])=[O:8])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

5

Reactant 1

HCID 796972HCID 796972, compound

Product 1

HCID 11328192-(morpholin-4-ylsulfonyl)anilineYield 98%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1-(morpholinylsulfonyl)-2-nitrobenzene (5.18 g, 19 mmol); as prepared in the preceding step, and 10% palladium on carbon (520 mg) in ethanol (80 mL) and tetrahydrofuran (80 mL) was stirred under hydrogen (balloon) for 5 h. The catalyst was removed by filtration through Celite. The filtrate was concentrated to give the title compound as a yellow solid (4.50 g, 98%) which was directly used for the next step without further purification.

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-45698d39c1f548668722b8ae35cc541d
Source dataset
uspto-grants-2001_05
Patent number
US06235778B1

Reaction notes

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