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

HRID 858174Notes

Reaction equation

HRID 858174 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]

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 1-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

  1. additionwas added
  2. customSolvent was evaporated in vacuum
  3. customthe residue was purified by chromatography
  4. customto give pure colorless oil
  5. customWhite crystalline product was obtained
  6. customby triturating with petroleum ether

Sources & evidence

ORD record
ord-fb5bccfff8c44751bde9e6381aa3eae5
Source dataset
uspto-grants-2006_12
Patent number
US07148239B2

Reaction notes

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