Methanol → HCID 18396724, compound

HRID 848931Notes

Reaction equation

HRID 848931 reaction equation
[CH2:1]([NH:13][C:14]([N:16]1[CH:20]=[CH:19]N=[CH:17]1)=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].CNC[C@@H:24]([C@H:26]([C@@H:28]([C@@H:30](CO)[OH:31])[OH:29])[OH:27])[OH:25].C[OH:35]>>[CH2:1]([NH:13][C:14]([N:16]([CH3:17])[CH2:20][C@@H:19]([C@H:24]([C@@H:26]([C@@H:28]([CH2:30][OH:31])[OH:29])[OH:27])[OH:25])[OH:35])=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 8567N-Methyl-D-glucamineHCID 18328494HCID 18328494, compound

Product 1

HCID 18396724HCID 18396724, compoundYield 80%

Procedure

42 g of 1-N-(dodecylaminocarbonyl)imidazole and 32 g of N-methyl-D-glucamine were suspended, under an inert atmosphere, in 400 cm3 of methanol. The reaction mixture was kept stirring at reflux for 4 hours. The reaction mixture was cooled with an ice bath and the precipitate was then filtered off. It was washed with 500 cm3 of water and then dried. 49 g (80% yield) of N-dodecylaminocarbonyl-N-methyl-D-glucamine were obtained in the form of a white powder.

Workup

  1. temperatureat reflux for 4 hours
  2. temperatureThe reaction mixture was cooled with an ice bath
  3. filtrationthe precipitate was then filtered off
  4. washIt was washed with 500 cm3 of water
  5. customdried

Sources & evidence

ORD record
ord-1187477f8c534cdfbd1360f57359892e
Source dataset
uspto-grants-2000_01
Patent number
US06010707

Reaction notes

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