Hydrochloric Acid → 2-(4,6-Dimethoxypyrimidine-2-ylcarbonyl)aniline

HRID 1785381Notes

Reaction equation

HRID 1785381 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]([CH2:13][C:14]([NH:16]C2C=CC=CC=2)=O)=[O:12])[N:4]=1.Cl.[OH-].[Na+]>CO>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([C:11]([C:13]2[CH:14]=[CH:13][CH:11]=[CH:5][C:14]=2[NH2:16])=[O:12])[N:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178567622-(4,6-Dimethoxypyrimidine-2-ylcarbonyl)acetanilide

Product 1

HCID 178567502-(4,6-Dimethoxypyrimidine-2-ylcarbonyl)aniline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a reactor were placed 0.57 g (1.9 m moles) of 2-(4,6-dimethoxypyrimidine-2-ylcarbonyl)acetanilide, 10 ml of methanol and 5 ml of 6 N hydrochloric acid, followed by refluxing for 1 hour with heating. After the completion of the reaction, the reaction mixture was made alkaline with sodium hydroxide, after which extraction with ethyl acetate was made. The ethyl acetate layer was concentrated. The residue was subjected to gas chromatography. As a result, formation of 2-(4,6-dimethoxypyrimidine-2-ylcarbonyl)aniline was confirmed. Conversion: 100% (in terms of total area ratio in gas chromatography)

Workup

  1. customIn a reactor were placed
  2. temperatureby refluxing for 1 hour
  3. temperaturewith heating
  4. customAfter the completion of the reaction
  5. extractionafter which extraction with ethyl acetate
  6. concentrationThe ethyl acetate layer was concentrated

Sources & evidence

ORD record
ord-4fdc6ef40e694658b59d4f1ba023267d
Source dataset
uspto-grants-2009_03
Patent number
US07504503B2

Reaction notes

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