Ammonia → 4-amino-1-benzyl-3-nitro-1H-pyridin-2-one

HRID 2214448Notes

Reaction equation

HRID 2214448 reaction equation
[NH3:1].[CH2:2]([N:9]1[CH:14]=[CH:13][C:12](OCC2C=CC=CC=2)=[C:11]([N+:23]([O-:25])=[O:24])[C:10]1=[O:26])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>ClCCl>[NH2:1][C:12]1[CH:13]=[CH:14][N:9]([CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[C:10](=[O:26])[C:11]=1[N+:23]([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 219476521-Benzyl-4-benzyloxy-3-nitro-pyridin-2-one

Product 1

HCID 219476414-amino-1-benzyl-3-nitro-1H-pyridin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

20 ml of a saturated ethanolic ammonia solution were added to a solution of 5.5 g (16.3 mmol) of 1-benzyl-4-benzyloxy-3-nitro-pyridin-2-one in 50 ml dichloromethane and stirred for 3 days at ambient temperature in the sealed flask. The solution was evaporated to dryness, the residue was triturated with diethyl ether, suction filtered and dried.

Workup

  1. customThe solution was evaporated to dryness
  2. customthe residue was triturated with diethyl ether, suction
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-acf982725c804f048c9961e2e0d4844a
Source dataset
uspto-grants-2006_09
Patent number
US07109192B2

Reaction notes

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