Hydrochloric Acid → 2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylbenzamide hydrochloride

HRID 2294143Notes

Reaction equation

HRID 2294143 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]2[CH:29]=[CH:28][CH:27]=[CH:26][C:20]=2[C:21]([N:23]([CH3:25])[CH3:24])=[O:22])[CH2:11][CH2:10]1.[ClH:30].CCOCC>CO.C(Cl)Cl.CO>[ClH:30].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]2[CH:29]=[CH:28][CH:27]=[CH:26][C:20]=2[C:21]([N:23]([CH3:24])[CH3:25])=[O:22])[CH2:11][CH2:10]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 105728542-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylbenzamide

Product 1

HCID 214735662-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylbenzamide hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

A solution of 2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylbenzamide (0.55 g, 1.39 mmol) in 2 mL of 5% methanol/methylene chloride was acidified with 1.4 mL of 1M hydrochloric acid in methanol and then ether was added to give a precipitate. The supernatant was decanted and the precipitate was washed with ether, collected and dried to give 2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylbenzamide hydrochloride (0.56 g, 1.27 mmol), m.p. 74°-79° C. Anal.: Calcd. for C23H32N4O2.HCl.(H2O)0.5 : C, 62.50; H, 7.75; N, 12.68%; Found: C, 62.27; H, 7.85; N, 13.02%.

Workup

  1. customto give a precipitate
  2. customThe supernatant was decanted
  3. washthe precipitate was washed with ether
  4. customcollected
  5. customdried

Sources & evidence

ORD record
ord-4531b300d8524f01875d14822751efed
Source dataset
uspto-grants-1997_11
Patent number
US05688795

Reaction notes

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