Methanol → HCID 18396725, compound

HRID 1249660Notes

Reaction equation

HRID 1249660 reaction equation
[CH2:1]([NH:9][C:10]([N:12]1[CH:16]=[CH:15]N=[CH:13]1)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].CNC[C@@H:20]([C@H:22]([C@@H:24]([C@@H:26](CO)[OH:27])[OH:25])[OH:23])[OH:21].C[OH:31]>>[CH2:1]([NH:9][C:10]([N:12]([CH3:13])[CH2:16][C@@H:15]([C@H:20]([C@@H:22]([C@@H:24]([CH2:26][OH:27])[OH:25])[OH:23])[OH:21])[OH:31])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 3

HCID 887MethanolHCID 8567N-Methyl-D-glucamineHCID 18328498N-Octyl-1H-imidazole-1-carboxamide

Product 1

HCID 18396725HCID 18396725, compoundYield 55%

Procedure

47 g of 1-N-(octylaminocarbonyl)imidazole and 42 g of N-methyl-D-glucamine were suspended in 300 cm3 of methanol under an inert atmosphere. The reaction mixture was maintained at reflux with stirring for 3 hours. Cooling was carried out with an ice bath and then the precipitate is filtered off. It was recrystallized from 300 cm3 of ethanol. 40 g (55% yield) of N-octylaminocarbonyl-N-methyl-D-glucamine were obtained in the form of a white powder.

Workup

  1. temperatureThe reaction mixture was maintained
  2. temperatureat reflux
  3. temperatureCooling
  4. customwas carried out with an ice bath
  5. filtrationthe precipitate is filtered off
  6. customIt was recrystallized from 300 cm3 of ethanol

Sources & evidence

ORD record
ord-d51c40783ff2409883a193ea132a2aae
Source dataset
uspto-grants-2002_01
Patent number
US06335024B2

Reaction notes

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