Acetone → HCID 178443330, compound

HRID 1437048Notes

Reaction equation

HRID 1437048 reaction equation
CO.[ClH:3].Cl.Cl.[CH3:6][O:7][C:8]1[CH:33]=[CH:32][C:11]([CH2:12][CH2:13][NH:14][C:15]([NH:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[NH:19])=[NH:16])=[CH:10][CH:9]=1.[CH3:34][C:35]([CH3:37])=O>>[ClH:3].[CH2:21]([NH:20][C:18]1[NH:17][C:15]([NH:14][CH2:13][CH2:12][C:11]2[CH:10]=[CH:9][C:8]([O:7][CH3:6])=[CH:33][CH:32]=2)=[N:16][C:35]([CH3:37])([CH3:34])[N:19]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

5

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 887MethanolHCID 178443338HCID 178443338, compound

Product 1

HCID 178443330HCID 178443330, compound

Procedure

100 ml of methanol, 40 ml of acetone and 0.2 ml of concentrated hydrochloric acid were added to 2.0 g (4.3 mmol) of N1-(4-methoxyphenethyl)-N5-undecyl-biguanide dihydrochloride, and the mixture was refluxed for 16 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (elution with a mixture of chloroform/methanol/acetic acid (8:0.5:0.5)), and dissolved in hydrous ethanol. The solvent was distilled off under reduced pressure, followed by sufficient drying under reduced pressure to obtain 16 g of a colorless resinous solid.

Workup

  1. temperaturethe mixture was refluxed for 16 hours
  2. distillationThe solvent was distilled off under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (
  4. washelution
  5. additionwith a mixture of chloroform/methanol/acetic acid (8:0.5:0.5)), and
  6. dissolutiondissolved in hydrous ethanol
  7. distillationThe solvent was distilled off under reduced pressure
  8. customby sufficient drying under reduced pressure

Sources & evidence

ORD record
ord-ea4445b5f5cb46589d9f1850844764ab
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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