Hexyl isocyanate → N-n-hexyl-N'-(2-hydroxy-3-piperidino-propoxy)-urea

HRID 611765Notes

Reaction equation

HRID 611765 reaction equation
[OH:1][CH:2]([CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[CH2:3][O:4][NH2:5].[CH2:13]([N:19]=[C:20]=[O:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>C(Cl)(Cl)Cl>[CH2:13]([NH:19][C:20]([NH:5][O:4][CH2:3][CH:2]([OH:1])[CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 75659Hexyl isocyanateHCID 187662101-(Aminooxy)-3-(piperidin-1-yl)propan-2-ol

Product 1

HCID 18766211N-n-hexyl-N'-(2-hydroxy-3-piperidino-propoxy)-urea

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

O-(2-hydroxy-3-piperidino-propyl)-hydroxylamine (1,85 g, 0,011 mol) was dissolved in 30 ml chloroform and 1,17 ml (0,011 mol) n-hexyl-isocyanate was added while stirring. After 3 hours the reaction mixture was evaporated and purified by column chromatography. The oil thus obtained crystallizes slowly in refrigerator and rubbing the crystals in petroleum ether a white material was obtained.

Workup

  1. customAfter 3 hours the reaction mixture was evaporated
  2. custompurified by column chromatography
  3. customThe oil thus obtained
  4. customcrystallizes slowly in refrigerator
  5. customwas obtained

Sources & evidence

ORD record
ord-2bd13eba20b2404897c0e3531e09b796
Source dataset
uspto-grants-1999_12
Patent number
US06002002

Reaction notes

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