Hydrochloric Acid → HCID 178509126, compound

HRID 616435Notes

Reaction equation

HRID 616435 reaction equation
[N:1]1([CH2:7][C:8](=[CH2:11])[C:9]#[N:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:12]1([NH:18][NH2:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[O-]CC.[Na+].Cl>C(O)C>[N:1]1([CH2:7][CH:8]2[CH2:11][N:18]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:19][C:9]2=[NH:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7516PhenylhydrazineHCID 2723922Sodium ethoxideHCID 27768462-(Piperidin-1-ylmethyl)prop-2-enenitrile

Product 1

HCID 178509126HCID 178509126, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

α-Piperidinomethylacrylonitrile (17g) and phenylhydrazine (10.8g) were added to a solution of sodium ethoxide (2.3g sodium) in ethanol (200 ml). The resulting solution was boiled under reflux for 2 hours and a solid precipitate formed during the reaction. Dilute hydrochloric acid (50 ml of 2N) was added to the reaction mixture and the solution was evaporated to dryness. The solid residue was extracted with dry ethanol and the product crystallised from the ethanol as colourless plates (melting point 186-7° C).

Workup

  1. temperatureunder reflux for 2 hours
  2. customa solid precipitate formed during the reaction
  3. customthe solution was evaporated to dryness
  4. extractionThe solid residue was extracted with dry ethanol
  5. customthe product crystallised from the ethanol as colourless plates (melting point 186-7° C)

Sources & evidence

ORD record
ord-9509c18841724e1bb4d07628c541990a
Source dataset
uspto-grants-1978_02
Patent number
US04074051

Reaction notes

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