Hydrochloric Acid → HCID 178442814, compound

HRID 1437060Notes

Reaction equation

HRID 1437060 reaction equation
[CH:1](=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[ClH:14].Cl.[F:16][C:17]([F:33])([F:32])[C:18]1[CH:31]=[CH:30][C:21]([CH2:22][NH:23][C:24]([NH:26][C:27]([NH2:29])=[NH:28])=[NH:25])=[CH:20][CH:19]=1>C(O)C>[ClH:14].[NH2:29][C:27]1[NH:26][C:24]([NH:23][CH2:22][C:21]2[CH:30]=[CH:31][C:18]([C:17]([F:16])([F:32])[F:33])=[CH:19][CH:20]=2)=[N:25][CH:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[N:28]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8194DodecanalHCID 178479485HCID 178479485, compound

Product 1

HCID 178442814HCID 178442814, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 ml of ethanol, 5.6 ml (25.4 mmol) of 1-dodecanal 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)). An aqueous acetonitrile solution was added to the eluate to obtain 2.4 g of colorless crystals having a melting point of 144 to 149° C.

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. additionAn aqueous acetonitrile solution was added to the eluate

Sources & evidence

ORD record
ord-fa6f31415d3c44219d37b435540aad9e
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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