Methanol → HCID 22100622, compound

HRID 1457746Notes

Reaction equation

HRID 1457746 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([Cl:14])[C:11]([Cl:15])=[C:10](Cl)[N:9]=2)=[CH:4][CH:3]=1.[Na].[CH3:18][OH:19]>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([Cl:14])[C:11]([Cl:15])=[C:10]([O:19][CH3:18])[N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 887Methanol2×HCID 5360545SodiumHCID 12396470HCID 12396470, compound

Product 1

HCID 22100622HCID 22100622, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-(4'-chlorophenyl)-4,5,6-trichloropyrimidine (1.85 g, 6.3 mmol) in methyl alcohol (30 mL) and THF (60 mL) is added a solution of sodium (0.145 g, 6.3 mmol) in methyl alcohol (10 mL) and the mixture is stirred at ambient temperature overnight. After removal of the solvents in vacuo dichloromethane is added to the residue and the resulting mixture is washed with water. After drying of the organic layer with anhydrous magnesium sulphate, the solvent is removed. Treating of the residue with pentane affords the title compound (1.75 g, 96%) as colorless crystals of melting point 157°-159° C.

Workup

  1. customAfter removal of the solvents in vacuo dichloromethane
  2. additionis added to the residue
  3. washthe resulting mixture is washed with water
  4. dry with materialAfter drying of the organic layer with anhydrous magnesium sulphate
  5. customthe solvent is removed
  6. additionTreating of the residue with pentane

Sources & evidence

ORD record
ord-a12b5ccf39a941c6afbd29ac38ebbeca
Source dataset
uspto-grants-1998_12
Patent number
US05849758

Reaction notes

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