Acetonitrile → HCID 11304534, compound

HRID 2257448Notes

Reaction equation

HRID 2257448 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:14][CH3:15])=[C:6]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][CH2:24][CH2:25][N:26]1[C:30](=[O:31])[C:29]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:28]2[C:27]1=[O:36].C(#N)C>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:14][CH3:15])=[C:6]([N:8]2[CH2:9][CH2:10][N:11]([CH2:23][CH2:24][CH2:25][N:26]3[C:30](=[O:31])[C:29]4=[CH:32][CH:33]=[CH:34][CH:35]=[C:28]4[C:27]3=[O:36])[CH2:12][CH2:13]2)[CH:7]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 2735754HCID 2735754, compound

Product 1

HCID 11304534HCID 11304534, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 28.6 g of 1-(5-chloro-2-methoxyphenyl)piperazine, 44.6 g of anhydrous potassium carbonate, 33.6 g of N-(3-bromopropyl)phthalimide and 250 mL of acetonitrile was stirred at reflux temperature for 8 hours. After cooling to room temperature, 800 mL of water was added to the mixture and the formed precipitate was collected by filtration and crystallized from methanol to give 46.5 g of the title compound, m.p. 131°-133° C.

Workup

  1. temperatureat reflux temperature for 8 hours
  2. filtrationthe formed precipitate was collected by filtration
  3. customcrystallized from methanol

Sources & evidence

ORD record
ord-c0be340a5dc74c95b296e2b3eb627463
Source dataset
uspto-grants-1997_08
Patent number
US05658587

Reaction notes

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