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Chloroform → N-[2-hydroxy-3-(1-piperidinyl)propoxy]-N'-heptyl-urea

HRID 19749
Notes
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Reaction equation

HRID 19749 reaction equation
[NH2:1][O:2][CH2:3][CH:4]([OH:12])[CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.C(Cl)(Cl)Cl.[CH2:17]([N:24]=[C:25]=[O:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>>[OH:12][CH:4]([CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH2:3][O:2][NH:1][C:25]([NH:24][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:26]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 6212ChloroformHCID 138341n-Heptyl isocyanateHCID 187662101-(Aminooxy)-3-(piperidin-1-yl)propan-2-ol

Product 1

HCID 18766188N-[2-hydroxy-3-(1-piperidinyl)propoxy]-N'-heptyl-urea

Procedure

To the solution of 1.23 g (7.1 mmol) of l-aminooxy-2-hydroxy-3-(1-piperidinyl)-propane dissolved in 20 ml of chloroform 1.0 g (7.1 mmol) of heptyl isocyanate was added and the reaction mixture was stirred for 20 hours. Solvent was evaporated in vacuum and the residue was purified by chromatography to give pure colorless oil. White crystalline product was obtained by triturating with petroleum ether.

Workup

  • additionwas added
  • customSolvent was evaporated in vacuum
  • customthe residue was purified by chromatography
  • customto give pure colorless oil
  • customWhite crystalline product was obtained
  • customby triturating with petroleum ether
  • Sources & evidence

    ORD record
    ord-5d41a87368eb46de9294345e9b841d10
    Source dataset
    uspto-grants-2010_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07745465B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes