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

HRID 1825641Notes

Reaction equation

HRID 1825641 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-704c949b63bb49b5a5836029c694800f
Source dataset
uspto-grants-2006_05
Patent number
US07045514B2

Reaction notes

Loading…