Water → HCID 19972821, compound

HRID 1452330Notes

Reaction equation

HRID 1452330 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-105927513a1c48aeb58346d9afa96ec9
Source dataset
uspto-grants-1997_02
Patent number
US05605896

Reaction notes

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