HCID 22326749, compound → HCID 62414910, compound

HRID 495374Notes

Reaction equation

HRID 495374 reaction equation
[CH:1]1([NH:5][S:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)(=[O:8])=[O:7])[CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[CH:1]1([NH:5][S:6]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)(=[O:8])=[O:7])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 22326749HCID 22326749, compound

Product 1

HCID 62414910HCID 62414910, compoundYield 75.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-(N-Cyclobutylsulphamoyl)nitrobenzene (Method 52; 11.79 g) was reduced by hydrogenation in ethanol (300 ml) over 10% palladium on carbon (1 g) at 3 bar pressure. The catalyst was removed by filtration and the volatiles evaporated to give the title compound (7.84 g). NMR: 1.50 (m, 2H), 1.75 (m, 2H), 1.93 (m, 2H), 3.60 (m, 1H), 5.90 (br s, 2H), 6.65 (d, 2H), 7.45 (d, 2H); m/z: 226.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe volatiles evaporated

Sources & evidence

ORD record
ord-57e437b9b2214bbb8bb99ec18c5b05db
Source dataset
uspto-grants-2005_09
Patent number
US06939872B2

Reaction notes

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