Hydrochloric Acid → HCID 69057082, compound

HRID 1437070Notes

Reaction equation

HRID 1437070 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]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=1[NH:24][C:25]([NH:27][C:28]([NH2:30])=[NH:29])=[NH:26]>C(O)C>[ClH:14].[CH2:2]([CH:1]1[N:24]([C:18]2[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:17]=2[F:16])[C:25]([NH2:26])=[N:27][C:28]([NH2:30])=[N:29]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8194DodecanalHCID 178479481HCID 178479481, compound

Product 1

HCID 69057082HCID 69057082, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 ml of ethanol, 6.6 ml (29.9 mmol) of 1-dodecanal and 0.9 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 20 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 70% aqueous acetonitrile to obtain 3.9 g of colorless crystals having a melting point of 206 to 208° C.

Workup

  1. temperaturethe mixture was refluxed for 20 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 70% aqueous acetonitrile

Sources & evidence

ORD record
ord-92c32faf3e3043ab9ba7529b8a39955d
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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