4-(4-Nitrophenyl)-morpholin-3-ON → 4-(4-Aminophenyl)morpholin-3-one

HRID 18526

Reaction equation

HRID 18526 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][C:11]2=[O:16])=[CH:6][CH:5]=1)([O-])=O>C(OCC)(=O)C.C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][C:11]2=[O:16])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 114473754-(4-Nitrophenyl)-morpholin-3-ON

Product 1

HCID 111948544-(4-Aminophenyl)morpholin-3-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2.6 g 4-(4-Nitro-phenyl)-morpholin-3-one in 350 mL ethyl acetate and 17 mL ethanol, 13.2 g SnCl2 dihydrate were added and the reaction mixture was heated to reflux for 2 h. Then, after cooling to RT the mixture was stirred for 16 h. The precipitated product was collected by filtration and was pure enough for the next reaction step. Yield: 2.07 g.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 2 h
  3. filtrationThe precipitated product was collected by filtration
  4. customwas pure enough for the next reaction step

Sources & evidence

ORD record
ord-2658f6e73fb0463f89f23ccdd224c989
Source dataset
uspto-grants-2010_06
Patent number
US07741341B2

Linked notes

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