Sodium Iodide → HCID 13336614, compound

HRID 2295947Notes

Reaction equation

HRID 2295947 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([O:8][C:9]2[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=2)=[N:6][CH:7]=1.[Cl:16][C:17]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:18]=1[CH2:19]Cl.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(C(C)=O)C>[Cl:1][C:2]1[CH:7]=[N:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH2:19][C:18]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:17]=3[Cl:16])[CH:10]=2)=[N:4][CH:3]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 72122,4-Dichlorobenzyl chlorideHCID 11430Potassium CarbonateHCID 132098113-[(5-Chloropyrimidin-2-yl)oxy]phenol

Product 1

HCID 13336614HCID 13336614, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A solution of 3-[5-chloro-2-pyrimidyloxy]phenol (1.11 g), 2,4 dichlorobenzylchloride (0.98 g), potassium carbonate (0.76 g) and sodium iodide (0.075 g) in methyl ethyl ketone (25 ml) was refluxed for four hours. After dilution with water, the reaction mixture was extracted into chloroform and the extracts dried over anhydrous magnesium sulphate. Removal of the solvent under vacuum gave a white solid which was recrystallised from ethanol to give 1.45 g (77%) of the title compound, mp 110° C.

Workup

  1. extractionAfter dilution with water, the reaction mixture was extracted into chloroform
  2. dry with materialthe extracts dried over anhydrous magnesium sulphate
  3. customRemoval of the solvent under vacuum
  4. customgave a white solid which
  5. customwas recrystallised from ethanol

Sources & evidence

ORD record
ord-54575a73b8b44503851affe56b5c4216
Source dataset
uspto-grants-1984_01
Patent number
US04427437

Reaction notes

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