2,4-Dichlorobenzyl chloride → HCID 12219984, compound

HRID 2397853Notes

Reaction equation

HRID 2397853 reaction equation
[OH-].[K+].[Br-].[Na+].[OH:5][C:6]1[C:11]2=[N:12][C:13]([CH3:17])=[CH:14][C:15](=[O:16])[N:10]2[CH:9]=[CH:8][CH:7]=1.[Cl:18][C:19]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:20]=1[CH2:21]Cl>O.CO.C(O)C>[Cl:18][C:19]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:20]=1[CH2:21][O:5][C:6]1[C:11]2=[N:12][C:13]([CH3:17])=[CH:14][C:15](=[O:16])[N:10]2[CH:9]=[CH:8][CH:7]=1

Participants

8

Reactant 4

HCID 72122,4-Dichlorobenzyl chlorideHCID 14797Potassium HydroxideHCID 253881Sodium BromideHCID 796646HCID 796646, compound

Product 1

HCID 12219984HCID 12219984, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 6.6 g of potassium hydroxide (85%) and 10.3 g of sodium bromide in 100 ml of water and 150 ml of methanol is added, in portions, 17.6 g of 9-hydroxy-2-methyl-4H-pyrido[ 1,2-a]pyrimidin-4-one and the mixture stirred for 0.25 hours. To this is then added 19.6 g of 2,4-dichlorobenzyl chloride dissolved in 50 ml of 95% ethanol and the mixture stirred and refluxed for about 6 hours. The mixture is concentrated to dryness in vacuo and the residue is distributed between 500 ml of chloroform and 250 ml of water. Workup of the chloroform solution yields 9-[ (2,4-dichlorobenzyl)oxy]-2-methyl-4H-pyrido[ 1,2-a]-pyrimidin-4-one, m.p. 180°-182° after recrystallization from acetonitrile.

Workup

  1. stirringthe mixture stirred
  2. temperaturerefluxed for about 6 hours
  3. concentrationThe mixture is concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-4abf0794ded047fe98ec47b00d4e39d2
Source dataset
uspto-grants-1977_05
Patent number
US04022897

Reaction notes

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