2-Anilino-4-chloro-6-methylpyrimidine → 4-Methoxy-6-methyl-N-phenylpyrimidin-2-amine

HRID 704613Notes

Reaction equation

HRID 704613 reaction equation
[CH3:1][O-:2].[Na+].[NH:4]([C:11]1[N:16]=[C:15](Cl)[CH:14]=[C:13]([CH3:18])[N:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>CO.O>[NH:4]([C:11]1[N:12]=[C:13]([CH3:18])[CH:14]=[C:15]([O:2][CH3:1])[N:16]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 2492392-Anilino-4-chloro-6-methylpyrimidineHCID 10942334Sodium Methoxide

Product 1

HCID 156155054-Methoxy-6-methyl-N-phenylpyrimidin-2-amineYield 92%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2.9 g of 28% methanolic solution of sodium methylate was dissolved in 40 ml of methanol, and thereto was added 3.3 g of 2-anilino-4-chloro-6-methylpyrimidine. After 2 hours of reaction with stirring at room temperature the reaction liquid was poured in water The solids deposited were filtered, dried, and recrystallized from n-hexane to afford 2 9 g of 2-anilino-4-methyl-6-methoxypyrimidine (yield 92 %). Melting point: 75°-76° C.

Workup

  1. customAfter 2 hours of reaction
  2. customthe reaction liquid
  3. filtrationdeposited were filtered
  4. customdried
  5. customrecrystallized from n-hexane

Sources & evidence

ORD record
ord-0c69beb01e7942f4b698d81e6183b92c
Source dataset
uspto-grants-1991_01
Patent number
US04988704

Reaction notes

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