Potassium Carbonate → 4-[4-[(2-Hydroxyethyl)[3-(propylthio)propyl]amino]butyl]benzonitrile

HRID 1087118Notes

Reaction equation

HRID 1087118 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1.Br[CH2:18][CH2:19][CH2:20][S:21][CH2:22][CH2:23][CH3:24].C(=O)([O-])[O-].[K+].[K+]>C(O)(C)C>[OH:1][CH2:2][CH2:3][N:4]([CH2:18][CH2:19][CH2:20][S:21][CH2:22][CH2:23][CH3:24])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]#[N:14])=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15158815HCID 15158815, compoundHCID 151588234-[4-[(2-Hydroxyethyl)amino]butyl]benzonitrile

Product 1

HCID 151588244-[4-[(2-Hydroxyethyl)[3-(propylthio)propyl]amino]butyl]benzonitrile

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

5.0 g of 4-[4-[(2-hydroxyethyl)amino]butyl]benzonitrile and 4.9 g of 1-bromo-3-(propylthio)propane were dissolved in 50 ml of isopropanol. 6.3 g of potassium-carbonate was added and the mixture was refluxed over night and thereafter filtrated and evaporated. The oily residue was purified by column chromotography. Yield: 4.3 g of the title compound.

Workup

  1. temperaturethe mixture was refluxed over night
  2. filtrationfiltrated
  3. customevaporated
  4. customThe oily residue was purified by column chromotography

Sources & evidence

ORD record
ord-2ab32bd4a7ec4f1da369485c5ebc6249
Source dataset
uspto-grants-1991_07
Patent number
US05034411

Reaction notes

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