Acetone → HCID 178443485, compound

HRID 1437047Notes

Reaction equation

HRID 1437047 reaction equation
CO.[CH3:3][C:4]([CH3:6])=O.[ClH:7].Cl.Cl.[CH3:10][O:11][C:12]1[CH:35]=[CH:34][C:15]([CH2:16][CH2:17][NH:18][C:19]([NH:21][C:22]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[NH:23])=[NH:20])=[CH:14][CH:13]=1>C(O)C>[ClH:7].[CH3:3][C:4]1([CH3:6])[N:20]=[C:19]([NH:18][CH2:17][CH2:16][C:15]2[CH:14]=[CH:13][C:12]([O:11][CH3:10])=[CH:35][CH:34]=2)[NH:21][C:22]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[N:23]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 887MethanolHCID 178443506HCID 178443506, compound

Product 1

HCID 178443485HCID 178443485, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 ml of methanol, 40 ml of acetone and 0.2 ml of concentrated hydrochloric acid were added to 2.0 g (4.6 mmol) of N1-(4-methoxyphenethyl)-N5-nonyl-biguanide dihydrochloride, and the mixture was refluxed for 20 hours. The solvent was distilled off under reduced pressure to give a residue, which was dissolved in hydrous ethanol. 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 (8:0.7:0.7)) to obtain 1.2 g of a colorless resinous solid.

Workup

  1. temperaturethe mixture was refluxed for 20 hours
  2. distillationThe solvent was distilled off under reduced pressure
  3. customto give a residue, which
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (
  6. washelution
  7. additionwith a mixture of chloroform/methanol/acetic acid (8:0.7:0.7))

Sources & evidence

ORD record
ord-65fdad74c67c4ebab4a8a0a5d585b97b
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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