Hydrochloric Acid → HCID 69056366, compound

HRID 1437052Notes

Reaction equation

HRID 1437052 reaction equation
[CH3:1]OCOC.[ClH:6].Cl.Cl.[CH3:9][O:10][C:11]1[CH:35]=[CH:34][C:14]([CH2:15][CH2:16][NH:17][C:18]([NH:20][C:21]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[NH:22])=[NH:19])=[CH:13][CH:12]=1>C(O)CCC>[ClH:6].[CH2:24]([NH:23][C:21]1[NH:20][C:18]([NH:17][CH2:16][CH2:15][C:14]2[CH:13]=[CH:12][C:11]([O:10][CH3:9])=[CH:35][CH:34]=2)=[N:19][CH2:1][N:22]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8020DimethoxymethaneHCID 178443408HCID 178443408, compound

Product 1

HCID 69056366HCID 69056366, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

200 ml of n-butanol, 6 ml (67.8 mmol) of methylal and 0.7 ml of concentrated hydrochloric acid were added to 2.5 g (5.6 mmol) of N1-(4-methoxyphenethyl)-N5-decyl-biguanide dihydrochloride, and the mixture was refluxed for 68 hours. The solvent was distilled of f under reduced pressure, and dissolved in 80% aqueous acetonitrile. The solvent was distilled off under reduced pressure to give a residue, which was purified by silica gel column chromatography (elution with a mixture of chloroform/methanol/acetic acid (8:0.7:0.7)) to obtain 0.7 g of a colorless resinous solid.

Workup

  1. temperaturethe mixture was refluxed for 68 hours
  2. distillationThe solvent was distilled of f under reduced pressure
  3. dissolutiondissolved in 80% aqueous acetonitrile
  4. distillationThe solvent was distilled off under reduced pressure
  5. customto give a residue, which
  6. customwas purified by silica gel column chromatography (
  7. washelution
  8. additionwith a mixture of chloroform/methanol/acetic acid (8:0.7:0.7))

Sources & evidence

ORD record
ord-a151aaa20c51422da1c7b5466f1b13da
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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