Hydrochloric Acid → HCID 69058348, compound

HRID 1437069Notes

Reaction equation

HRID 1437069 reaction equation
[CH:1](=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[ClH:13].Cl.[F:15][C:16]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=1[NH:23][C:24]([NH:26][C:27]([NH2:29])=[NH:28])=[NH:25]>C(O)C>[ClH:13].[NH2:25][C:24]1[N:23]([C:17]2[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:16]=2[F:15])[CH:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[N:28]=[C:27]([NH2:29])[N:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8186UndecanalHCID 178479481HCID 178479481, compound

Product 1

HCID 69058348HCID 69058348, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 ml of ethanol, 5.1 g (29.9 mmol) of 1-undecanal and 0.8 ml of concentrated hydrochloric acid were added to 5.0 g (20.0 mmol) of N1- (2,4-difluorophenyl)-biguanide hydrochloride, and the mixture was refluxed for 8 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 mixed solution (9:1.5)), and recrystallized from 80% aqueous ethanol to obtain 1.7 g of colorless crystals having a melting point of 207 to 209° C.

Workup

  1. temperaturethe mixture was refluxed for 8 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 mixed solution (9:1.5)), and
  6. customrecrystallized from 80% aqueous ethanol

Sources & evidence

ORD record
ord-aad32bda291c4fe188dbcf5d8de5685f
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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