Hydrochloric Acid → HCID 178442712, compound

HRID 1437058Notes

Reaction equation

HRID 1437058 reaction equation
[CH:1](=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[ClH:11].Cl.[F:13][C:14]([F:30])([F:29])[C:15]1[CH:28]=[CH:27][C:18]([CH2:19][NH:20][C:21]([NH:23][C:24]([NH2:26])=[NH:25])=[NH:22])=[CH:17][CH:16]=1>C(O)C>[ClH:11].[NH2:26][C:24]1[NH:23][C:21]([NH:20][CH2:19][C:18]2[CH:27]=[CH:28][C:15]([C:14]([F:13])([F:29])[F:30])=[CH:16][CH:17]=2)=[N:22][CH:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[N:25]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31289NonanalHCID 178479485HCID 178479485, compound

Product 1

HCID 178442712HCID 178442712, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

100 ml of ethanol, 4.4 ml (25.6 mmol) of 1-nonanal and 0.7 ml of concentrated hydrochloric acid were added to 5.0 g (16.9 mmol) of N1-(4-trifluoromethylbenzyl)-biguanide hydrochloride, and the mixture was refluxed for 26 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 and methanol (9:1.5)) to give a residue, which was dissolved in 80% aqueous ethanol. The solvent was distilled off under reduced pressure, followed by sufficient drying under reduced pressure to obtain 2.3 g of a colorless resinous solid.

Workup

  1. temperaturethe mixture was refluxed for 26 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 and methanol (9:1.5))
  6. customto give a residue, which
  7. distillationThe solvent was distilled off under reduced pressure
  8. customby sufficient drying under reduced pressure

Sources & evidence

ORD record
ord-6ed16035744d498cb00743ddca39b16f
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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