Chloroform → HCID 19027088, compound

HRID 1032969Notes

Reaction equation

HRID 1032969 reaction equation
[CH3:1][N:2]1[C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([OH:25])[CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[CH2:10][CH2:9]2)=[CH:6][C:5](=[O:26])[N:4]([CH3:27])[C:3]1=[O:28].[H-].[Na+].[CH3:31][O:32][CH2:33][CH2:34]Br.C(Cl)(Cl)Cl>CN(C)C=O>[CH3:1][N:2]1[C:7]([N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH:15]([O:25][CH2:34][CH2:33][O:32][CH3:31])[CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[CH2:12][CH2:13]2)=[CH:6][C:5](=[O:26])[N:4]([CH3:27])[C:3]1=[O:28]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 24758Sodium hydrideHCID 809722-Bromoethyl methyl etherHCID 19027092HCID 19027092, compound

Product 1

HCID 19027088HCID 19027088, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.0 g of 1,3-dimethyl-6-[4-(3-[4-chlorophenoxy]-2-hydroxypropyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione was dissolved in 30 ml of dimethylformamide, and 0.25 g of sodium hydride (60% and oily) was further added thereto. The solution was stirred at room temperature for 30 minutes, and 0.85 ml of methoxyethyl bromide was then added thereto. After stirring for 3 days, 100 ml of chloroform was added to the reaction solution This solution was washed with water and then dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified through a silica gel column chromatograph (chloroform/methanol=30/1 in volume ratio), thereby obtaining 2.0 g of 1,3-dimethyl-6-[4-(3-[4-chlorophenoxy]-2-(2-methoxyethoxy)propyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.

Workup

  1. stirringAfter stirring for 3 days
  2. washwas washed with water
  3. dry with materialdried with anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe resulting residue was purified through a silica gel column chromatograph (chloroform/methanol=30/1 in volume ratio)

Sources & evidence

ORD record
ord-863e8594865346c6bcf58ab55418e5a2
Source dataset
uspto-grants-1994_05
Patent number
US05308848

Reaction notes

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