Water → HCID 86736100, compound

HRID 1112410Notes

Reaction equation

HRID 1112410 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH:5]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:8])=[O:7].[N:21]1[CH:26]=[CH:25][C:24]([CH2:27][N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1.[C:34](=[O:37])([O-])[O-:35].[Na+].[Na+].[C:40]1([CH3:46])C=CC=C[CH:41]=1.[OH2:47]>>[C:34]([OH:35])(=[O:37])/[CH:24]=[CH:23]\[C:22]([OH:7])=[O:47].[C:34]([OH:35])(=[O:37])/[CH:41]=[CH:40]\[C:46]([OH:7])=[O:47].[C:34]([OH:35])(=[O:37])/[CH:24]=[CH:23]\[C:22]([OH:7])=[O:47].[C:15]1([CH:5]([S:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)(=[O:8])=[O:7])[CH2:4][CH2:3][CH2:2][N:31]2[CH2:32][CH2:33][N:28]([CH2:27][C:24]3[CH:23]=[CH:22][N:21]=[CH:26][CH:25]=3)[CH2:29][CH2:30]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 5

HCID 962WaterHCID 1140TolueneHCID 10340Sodium CarbonateHCID 8087151-((Pyridin-4-yl)methyl)piperazineHCID 22763811[1-(Benzenesulfonyl)-4-chlorobutyl]benzene

Product 1

HCID 86736100HCID 86736100, compound

Procedure

A mixture of 6.16 g of 1-chloro-4-phenyl-4-phenylsulfonylbutane, 4.25 g of 4-(4-pyridylmethyl)piperazine, 4.24 g of sodium carbonate and 80 ml of toluene was refluxed with stirring for 72 hours. After cooling, water was added to the reaction mixture and the toluene layer was separated. The eoluene layer was extracted with a 10% aqueous hydrochloric acid solution and neutralized with potassium carbonate and then extracted with ethyl acetate. After drying over potassium carbonate, to the extract was added 7.0 g of maleic acid. The resulting maleate was purified with 2-propanol to give 3 g of 1-(4-phenyl-4-phenylsulfonylbutyl)-4-(4-pyridylmethyl)piperazine trimaleate, melting at 144°-146° C with decomposition.

Workup

  1. temperaturewas refluxed
  2. temperatureAfter cooling
  3. customthe toluene layer was separated
  4. extractionThe eoluene layer was extracted with a 10% aqueous hydrochloric acid solution
  5. extractionextracted with ethyl acetate
  6. dry with materialAfter drying over potassium carbonate, to the extract
  7. additionwas added 7.0 g of maleic acid
  8. customThe resulting maleate was purified with 2-propanol

Sources & evidence

ORD record
ord-2f607a88a5834387a99d9453731ce909
Source dataset
uspto-grants-1978_10
Patent number
US04122178

Reaction notes

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