Hydrochloric Acid → HCID 69062795, compound

HRID 1437066Notes

Reaction equation

HRID 1437066 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]([F:31])([F:30])[O:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([NH:26][C:27]([NH2:29])=[NH:28])=[NH:25])=[CH:19][CH:18]=1>C(O)C>[ClH:12].[NH2:25][C:24]1[N:23]([C:20]2[CH:19]=[CH:18][C:17]([O:16][C:15]([F:14])([F:30])[F:31])=[CH:22][CH:21]=2)[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 178479483HCID 178479483, compound

Product 1

HCID 69062795HCID 69062795, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 ml of ethanol, 4.7 ml (25.1 mmol) of 1-decanal and 0.7 ml of concentrated hydrochloric acid were added to 5.0 g (16.8 mmol) of N1-(4-trifluoromethoxyphenyl)-biguanide hydrochloride, and the mixture was refluxed for 16 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 (8:1.5)), and recrystallized from 80% ethanol to obtain 1.1 g of colorless crystals having a melting point of 213 to 215° C.

Workup

  1. temperaturethe mixture was refluxed for 16 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 (8:1.5)), and
  6. customrecrystallized from 80% ethanol

Sources & evidence

ORD record
ord-124457280d1848a086e46cb0cd8854dd
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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