Hydrochloric Acid → HCID 22021620, compound

HRID 1793503Notes

Reaction equation

HRID 1793503 reaction equation
Cl.O.[NH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.Cl>CCO>[CH:5]1[C:4]2[C:7]3[CH2:8][NH:3][CH2:4][CH2:5][C:6]=3[N:3]3[C:8]=2[C:7]([CH2:6][CH2:5][CH2:4]3)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 2723901Piperonylamine

Product 1

HCID 22021620HCID 22021620, compoundYield 298.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1,2,3,4-Tetrahydroquinoylamine (0.925 g, 6.25 mmol) and 4-piperidone monohydrate hydrochloride (0.960 g, 6.25 mmol) were dissolved in EtOH (15 mL). Conc. HCl (0.52 mL, 6.25 mmol) was added. The reaction was refluxed for 3 hrs and then cooled to RT. The precipitate was collected by vacuum filtration. The residue was washed with 5 mL of EtOH, to afford the title compound (1.32 g, 85%) as a pure, white powder. 1H NMR (CD3OD, 300 MHz) δ 7.22 (d, 1H, J=8.1 Hz), 6.92–6.97 (m, 1H), 6.86 (d, 1H, J=7.2 Hz), 4.87 (s, 2H), 4.05 (t, 2H, J=6.0 Hz), 3.61 (t, 2H, J=6.0 Hz), 3.14 (t, 2H, J=6.0 Hz), 2.94 (t, 2H, J=6.3 Hz), 2.16–2.24 (m, 2H) ppm.

Workup

  1. temperatureThe reaction was refluxed for 3 hrs
  2. filtrationThe precipitate was collected by vacuum filtration
  3. washThe residue was washed with 5 mL of EtOH

Sources & evidence

ORD record
ord-d720ac6124f142d381892dd0b19c51e1
Source dataset
uspto-grants-2006_07
Patent number
US07081455B2

Reaction notes

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