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

HRID 1181951Notes

Reaction equation

HRID 1181951 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-caf39687281646169829c25b3da6075e
Source dataset
uspto-grants-2007_10
Patent number
US07285662B2

Reaction notes

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