Water → HCID 13577833, compound

HRID 986741Notes

Reaction equation

HRID 986741 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[NH:9][C:8](=[O:15])[NH:7][C:6]2=[O:16].[H-].[Na+].[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][N:30]([CH2:33][CH2:34]Cl)[CH2:29][CH2:28]1.O>CN(C)C=O>[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:28][CH2:29][N:30]([CH2:33][CH2:34][N:7]2[C:6](=[O:16])[C:5]3[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=3)[NH:9][C:8]2=[O:15])[CH2:31][CH2:32]1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1200816,7-Dimethoxyquinazoline-2,4(1H,3H)-dioneHCID 5956731-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazine

Product 1

HCID 13577833HCID 13577833, compoundYield 35.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Two grams of 6,7-dimethoxy-1,2,3,4-tetrahydroquinazoline-2,4-dione was dissolved in 30 ml of dimethylformamide. After adding 1230 mg of sodium hydride thereto under cooling, the mixture was stirred for 10 minutes. Then, 23 grams of 2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl chloride was added and the stirring was continued at 70° C. for 6 hours. After the reaction was finished, water was added to the reaction mixture and the mixture was extracted with chloroform and concentrated. The resultant residue was purified through the silica gel chromatography and crystallized from methanol to obtain 1.4 g of the titled compound (yield: 35%).

Workup

  1. temperatureunder cooling
  2. waitthe stirring was continued at 70° C. for 6 hours
  3. extractionthe mixture was extracted with chloroform
  4. concentrationconcentrated
  5. customThe resultant residue was purified through the silica gel chromatography
  6. customcrystallized from methanol

Sources & evidence

ORD record
ord-28e761f4b4ec402d864a0c6ab7d8b596
Source dataset
uspto-grants-1987_12
Patent number
US04716161

Reaction notes

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