Acetone → HCID 178443394, compound

HRID 1437046Notes

Reaction equation

HRID 1437046 reaction equation
CO.[ClH:3].Cl.Cl.[CH3:6][O:7][C:8]1[CH:32]=[CH:31][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][CH3:30])=[NH:19])=[NH:16])=[CH:10][CH:9]=1.[CH3:33][C:34]([CH3:36])=O>>[ClH:3].[CH3:33][C:34]1([CH3:36])[N:16]=[C:15]([NH:14][CH2:13][CH2:12][C:11]2[CH:10]=[CH:9][C:8]([O:7][CH3:6])=[CH:32][CH:31]=2)[NH:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[N:19]1

Participants

5

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 887MethanolHCID 178443408HCID 178443408, compound

Product 1

HCID 178443394HCID 178443394, compound

Procedure

125 ml of methanol, 80 ml of acetone and 0.2 ml of concentrated hydrochloric acid were added to 2.0 g (4.5 mmol) of N1-(4-methoxyphenethyl)-N5-decyl-biguanide dihydrochloride. The mixture was refluxed for 24 hours, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (elution with a mixture of chloroform/methanol/acetic acid (8:0.6:0.6)), and dissolved in 70% aqueous acetonitrile. The solvent was distilled off under reduced pressure, followed by sufficient drying under reduced pressure to obtain 2.1 g of a colorless resinous solid.

Workup

  1. temperatureThe mixture was refluxed for 24 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 (8:0.6:0.6)), and
  6. dissolutiondissolved in 70% aqueous acetonitrile
  7. distillationThe solvent was distilled off under reduced pressure
  8. customby sufficient drying under reduced pressure

Sources & evidence

ORD record
ord-7e84ae2b963c46ef981acb79e2cf4e36
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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