Hydrochloric Acid → HCID 69053999, compound

HRID 1437068Notes

Reaction equation

HRID 1437068 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[C:21]([F:22])=[C:20]([F:23])[CH:19]=[CH:18][C:17]=1[NH:24][C:25]([NH:27][C:28]([NH2:30])=[NH:29])=[NH:26]>C(O)C>[ClH:13].[NH2:26][C:25]1[N:24]([C:17]2[CH:18]=[CH:19][C:20]([F:23])=[C:21]([F:22])[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:29]=[C:28]([NH2:30])[N:27]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8186UndecanalHCID 178479482HCID 178479482, compound

Product 1

HCID 69053999HCID 69053999, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 ml of ethanol, 4.8 g (28.2 mmol) of 1-undecanal and 0.8 ml of concentrated hydrochloric acid were added to 5.0 g (18.7 mmol) of N1-(2,3,4-trifluorophenyl)-biguanide hydrochloride, and the mixture was refluxed for 24 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)), and recrystallized from 80% aqueous acetonitrile to obtain 3.2 g of colorless crystals having a melting point of 210 to 213° C.

Workup

  1. temperaturethe mixture was refluxed for 24 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)), and
  6. customrecrystallized from 80% aqueous acetonitrile

Sources & evidence

ORD record
ord-afdabeb60d874508aaa0de0f21910a63
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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