Hydrochloric Acid → HCID 57541288, compound

HRID 1677027Notes

Reaction equation

HRID 1677027 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10]N)[CH3:2].Cl.[NH:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1.Cl.O>C(O)C.O1CCOCC1>[CH2:1]([O:3][C:4]1[C:5]2[NH:10][C:16]3[CH2:17][CH2:18][NH:13][CH2:14][C:15]=3[C:6]=2[CH:7]=[CH:8][CH:9]=1)[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 706126(2-Ethoxyphenyl)hydrazineHCID 30848514-Piperidone hydrochloride

Product 1

HCID 57541288HCID 57541288, compoundYield 68.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

(2-ethoxyphenyl)-hydrazine (1.22 g 8.00 mmol) and 4-piperidone hydrochloride (1.09 g 8.00 mmol) in ethanol (20 mL) were heated to reflux for 1 h. The 4M HCl (1 mL) in dioxane was added (immediate darkening) and heating continued for 4 h. The reaction was cooled to RT. The solvent was evaporated and the residue triturated with ether (c.f. 10 mL) to give a dark brown solid. The solid was slurried with the minimum of water, filtered and dried (MgSO4). This was repeated to give an off white solid (1.19 g, 59%). Material used without further purification.

Workup

  1. temperatureto reflux for 1 h
  2. temperatureheating
  3. customThe solvent was evaporated
  4. customthe residue triturated with ether (c.f. 10 mL)
  5. customto give a dark brown solid
  6. filtrationfiltered
  7. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-3d7e953135684f79b5f8bdf37f26e76c
Source dataset
uspto-grants-2011_08
Patent number
US08008279B2

Reaction notes

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