Water → HCID 19972821, compound

HRID 2259907Notes

Reaction equation

HRID 2259907 reaction equation
[Cl:1][CH2:2][CH2:3][S:4]([CH2:7][C:8]1[C:17]2[O:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:14]([CH3:24])[C:13](=[O:25])[C:12]=2[CH:11]=[CH:10][CH:9]=1)(=[O:6])=[O:5].[CH3:26][O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[ClH:1].[CH3:26][O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[N:34]1[CH2:39][CH2:38][N:37]([CH2:2][CH2:3][S:4]([CH2:7][C:8]2[C:17]3[O:16][C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[C:14]([CH3:24])[C:13](=[O:25])[C:12]=3[CH:11]=[CH:10][CH:9]=2)(=[O:6])=[O:5])[CH2:36][CH2:35]1

Participants

6

Reactant 4

HCID 962WaterHCID 13461-(2-Methoxyphenyl)piperazineHCID 11430Potassium CarbonateHCID 19972680HCID 19972680, compound

Product 1

HCID 19972821HCID 19972821, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4.5 g of Intermediate XXV, 2.36 g of 1-(2-methoxyphenyl)-piperazine and 0.84 g of potassium carbonate in 45 ml of anhydrous dimethylformamide was stirred at ambient temperature for 2.5 hours. The reaction mixture was poured into 300 ml of water and filtered under suction, washing with water. The solid base was crystallized from ethanol and had a melting point of 143°-146° C. The crystals were dissolved in 1,2-dichloroethane and acidified with ethanolic hydrogen chloride. 4.4 g of the title compound, m.p. 229°-233° C., was obtained by recrystallization from methanol:water (1:3.5).

Workup

  1. filtrationfiltered under suction
  2. washwashing with water
  3. customThe solid base was crystallized from ethanol
  4. dissolutionThe crystals were dissolved in 1,2-dichloroethane

Sources & evidence

ORD record
ord-b8bb93032c144dc18cce057a4195afcb
Source dataset
uspto-grants-1995_12
Patent number
US05474994

Reaction notes

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