4-(2-Fluoro-4-nitrophenyl)thiomorpholine → 3-Fluoro-4-thiomorpholinoaniline

HRID 56095Notes

Reaction equation

HRID 56095 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:16][CH2:15][S:14][CH2:13][CH2:12]1>C1COCC1.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[N:11]1[CH2:12][CH2:13][S:14][CH2:15][CH2:16]1)[NH2:8]

Participants

4

Reactant 1

HCID 108240714-(2-Fluoro-4-nitrophenyl)thiomorpholine

Product 1

HCID 108224433-Fluoro-4-thiomorpholinoaniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(2-fluoro-4-nitrophenyl)thiomorpholine (4.00 g, 16.51 mmol) in THF (50 mL) was added Pd/C (1.30 g). The reaction mixture was stirred at rt under H2 for 12 h. The mixture was filtered, and the filtrate was concentrated in vacuo to give the title compound as an offwhite solid (3.40 g, 97%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-d82ea57934c846269fb2f4566f349e94
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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