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

HRID 2414492Notes

Reaction equation

HRID 2414492 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-73bc9b9532d8407bbce29cba1b247611
Source dataset
uspto-grants-2004_11
Patent number
US06812225B2

Reaction notes

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