Hydrochloric Acid → HCID 69056761, compound

HRID 1437067Notes

Reaction equation

HRID 1437067 reaction equation
[CH:1](=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[ClH:12].Cl.[F:14][C:15]1[C:20]([F:21])=[C:19]([F:22])[CH:18]=[CH:17][C:16]=1[NH:23][C:24]([NH:26][C:27]([NH2:29])=[NH:28])=[NH:25]>C(O)C>[ClH:12].[NH2:25][C:24]1[N:23]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[C:20]([F:21])[C:15]=2[F:14])[CH:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[N:28]=[C:27]([NH2:29])[N:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8175DecanalHCID 178479482HCID 178479482, compound

Product 1

HCID 69056761HCID 69056761, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 ml of ethanol, 5.3 ml (28.1 mmol) of 1-decanal 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 4 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 (9:2)), and recrystallized from 80% aqueous acetonitrile to obtain 4.7 g of colorless crystals having a melting point of 210 to 212° C.

Workup

  1. temperaturethe mixture was refluxed for 4 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 (9:2)), and
  6. customrecrystallized from 80% aqueous acetonitrile

Sources & evidence

ORD record
ord-8d33f4b7ac9e42dcb84bd44ceaa2d466
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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