Isopropanol → HCID 20195166, compound

HRID 652992Notes

Reaction equation

HRID 652992 reaction equation
[Na].Cl[C:3]1[CH:8]=[C:7](Cl)[N:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)[N:4]=1.[CH:17]([OH:20])([CH3:19])[CH3:18]>>[C:13]1([CH3:16])[CH:14]=[CH:15][C:10]([C:5]2[N:6]=[C:7]([O:20][CH:17]([CH3:19])[CH3:18])[CH:8]=[C:3]([O:20][CH:17]([CH3:19])[CH3:18])[N:4]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 5360545SodiumHCID 12703697HCID 12703697, compound

Product 1

HCID 20195166HCID 20195166, compound

Procedure

21.16 g of sodium are dissolved in anhydrous isopropanol and to this solution are added 95.64 g of 4,6-dichloro-2-p-tolylpyrimidine at 60°-65° C. over 15 minutes. The mixture is then heated to the boil and refluxed for a further 4 hours to bring the reaction to completion. Excess isopropanol is then distilled off and the residual oil is taken up in chloroform. The chloroform layer is washed with water, dried over sodium sulfate, and filtered. The solvent is then distilled off, affording 112 g of 2-p-tolyl-4,6-bis-isopropoxypyrimidine in the form of a yellowish oil which is purified by high vacuum distillation. The boiling point is 123° C./5.332 Pascal.

Workup

  1. temperatureThe mixture is then heated to the boil
  2. temperaturerefluxed for a further 4 hours
  3. customthe reaction to completion
  4. distillationExcess isopropanol is then distilled off
  5. washThe chloroform layer is washed with water
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. distillationThe solvent is then distilled off

Sources & evidence

ORD record
ord-e1ab474c78db4f5a86f686416ce0396d
Source dataset
uspto-grants-1987_06
Patent number
US04674229

Reaction notes

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