Sodium Carbonate → 3-(2-Methoxy-4-nitrophenyl)pyridin-2(1H)-one

HRID 218521Notes

Reaction equation

HRID 218521 reaction equation
F[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:9]=2[O:17][CH3:18])=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-:20].[Na+].[Na+]>O1CCOCC1.Cl>[CH3:18][O:17][C:9]1[CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=[CH:13][C:8]=1[C:7]1[C:2](=[O:20])[NH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 595867372-Fluoro-3-(2-methoxy-4-nitrophenyl)pyridine

Product 1

HCID 595867673-(2-Methoxy-4-nitrophenyl)pyridin-2(1H)-one

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

1.50 g (6.04 mmol) of the product from example 54A are heated overnight in a mixture of 75 ml of dioxane and 75 ml of 4-molar hydrochloric acid. The mixture is then alkalized with sodium carbonate solution. The precipitate is filtered off with suction, washed with water and dried. This affords 1.43 g (96% of theory) of the desired compound.

Workup

  1. filtrationThe precipitate is filtered off with suction
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-b0afc8fabaa44817a8957c151a2ab4ed
Source dataset
uspto-grants-2012_06
Patent number
US08198267B2

Reaction notes

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