4-(4-Nitrophenyl)thiomorpholine → 4-Thiomorpholinoaniline

HRID 1795325Notes

Reaction equation

HRID 1795325 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][S:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[N:10]1([C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=2)[CH2:11][CH2:12][S:13][CH2:14][CH2:15]1

Participants

4

Reactant 1

HCID 31247254-(4-Nitrophenyl)thiomorpholine

Product 1

HCID 107742064-ThiomorpholinoanilineYield 80.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-(4-Nitro-phenyl)-thiomorpholine(3.0 g, 13.4 mmol), as prepared in Reference Example 13a above, was dissolved in ethanol (250 mL,) and 10% palladium on carbon (250 mg) was added. This mixture was shaken on a Parr hydrogenator for 3 h. The reaction mixture was then filtered through diatomaceous earth and concentrated under vacuum. The residue was triturated with hexane to yield an gray solid (2.1 g).

Workup

  1. filtrationThe reaction mixture was then filtered through diatomaceous earth
  2. concentrationconcentrated under vacuum
  3. customThe residue was triturated with hexane

Sources & evidence

ORD record
ord-bc977493607f48ed8603d5e21c3b053d
Source dataset
uspto-grants-2006_04
Patent number
US07026314B2

Reaction notes

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