Methanol → 4-Methoxy-6-methyl-2-(4-methylphenyl)pyrimidine

HRID 1902883Notes

Reaction equation

HRID 1902883 reaction equation
[Na].Cl[C:3]1[CH:8]=[C:7]([CH3:9])[N:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)[N:4]=1.[OH2:17].[CH3:18]O>>[CH3:18][O:17][C:3]1[CH:8]=[C:7]([CH3:9])[N:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)[N:4]=1

Participants

5

Reactant 4

HCID 887Methanol2×HCID 962WaterHCID 5360545SodiumHCID 17606429HCID 17606429, compound

Product 1

HCID 205140954-Methoxy-6-methyl-2-(4-methylphenyl)pyrimidineYield 97%

Procedure

A solution of 11.5 g of sodium in 100 ml of methanol is added to a suspension of 76.5 g of 4-chloro-6-methyl-2-p-tolylpyrimidine in 200 ml of methanol. The reaction mixture is refluxed for 2 hours and poured into water. The precipitate is filtered with suction, washed with water and dried, affording 72.9 g (97% of theory) of 4-methoxy-6-methyl-2-p-tolylpyrimidine with a melting point of 66°-67° C.

Workup

  1. temperatureThe reaction mixture is refluxed for 2 hours
  2. filtrationThe precipitate is filtered with suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-8d83bf34aee54141bf8e3e3150ebe0bb
Source dataset
uspto-grants-1982_12
Patent number
US04366189

Reaction notes

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