Hydrochloric Acid → HCID 21952711, compound

HRID 1677025Notes

Reaction equation

HRID 1677025 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9]N.[NH:11]1[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]1.Cl>C(O)C>[CH3:1][S:2][C:3]1[C:4]2[NH:9][C:14]3[CH2:15][CH2:16][NH:11][CH2:12][C:13]=3[C:5]=2[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 337214-PiperidoneHCID 3621444Hydrazine, [2-(methylthio)phenyl]-

Product 1

HCID 21952711HCID 21952711, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

The 2-(methylthio)phenyl hydrazine (5.32 g, 30.0 mmol) and 4-piperidone (4.07 g, 30.0 mmol) were partially dissolved in the ethanol (75 mL) and heated initially to reflux for 1 h. A heavy precipitate formed from the almost clear solution. The reaction was then treated with the conc hydrochloric acid (2.5 mL) and diluted with further ethanol (25 mL) to assist stirring and heating continued for a further 4 h. After cooling to RT overnight the solid was filtered washing isopropanol (25 mL). Obtained 7.70 g

Workup

  1. temperatureheated initially
  2. temperatureto reflux for 1 h
  3. customA heavy precipitate formed from the almost clear solution
  4. temperatureheating
  5. filtrationwas filtered
  6. washwashing isopropanol (25 mL)
  7. customObtained 7.70 g

Sources & evidence

ORD record
ord-f238cd7d368b44e6905c72afd2188f9b
Source dataset
uspto-grants-2011_08
Patent number
US08008279B2

Reaction notes

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