Methanol → HCID 12703699, compound

HRID 652994Notes

Reaction equation

HRID 652994 reaction equation
[CH3:1][O-:2].[Na+].[C:4]1([CH3:18])[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14](Cl)[CH:13]=[C:12](Cl)[N:11]=2)=[CH:6][CH:5]=1.[CH3:19][OH:20]>>[C:4]1([CH3:18])[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14]([O:2][CH3:1])[CH:13]=[C:12]([O:20][CH3:19])[N:11]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 12703697HCID 12703697, compound

Product 1

HCID 12703699HCID 12703699, compound

Procedure

156.1 g of a 30.5% solution of sodium methylate are stirred with 700 ml of anhydrous methanol. To the solution are then added, over 10 minutes and with gentle cooling, 95.64 g of 2-p-tolyl-4,6-dichloropyrimidine. The mixture is then heated to reflux and kept at the boil for 4 hours. The solvent is removed by distillation and the residue is charged into 1000 ml of water. The product is triturated with water to remove sodium chloride, isolated by filtration, washed with water and dried in the air, affording 90.4 g of the title compound with a melting point of 61°-62° C.

Workup

  1. temperatureThe mixture is then heated
  2. temperatureto reflux
  3. customThe solvent is removed by distillation
  4. additionthe residue is charged into 1000 ml of water
  5. customThe product is triturated with water
  6. customto remove sodium chloride
  7. customisolated by filtration
  8. washwashed with water
  9. customdried in the air

Sources & evidence

ORD record
ord-8abae1d2b19d4dbba2c8f3189a1a1581
Source dataset
uspto-grants-1987_06
Patent number
US04674229

Reaction notes

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