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Piperidine → HCID 20312200, compound

HRID 2419965
Notes
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Reaction equation

HRID 2419965 reaction equation
[CH2:1]([NH:11][C:12](=[O:16])[CH2:13][C:14]#[N:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH3:17][C:18](=O)[CH2:19][C:20](=O)[CH3:21].N1CCCCC1>>[CH2:1]([N:11]1[C:18]([CH3:17])=[CH:19][C:20]([CH3:21])=[C:13]([C:14]#[N:15])[C:12]1=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 8082PiperidineHCID 31261AcetylacetoneHCID 42072222-cyano-N-decylacetamide

Product 1

HCID 20312200HCID 20312200, compound

Procedure

A mixture of N-(n-decyl)cyanoacetamide (93.4 g., 0.417 mole), 2,4-pentanedione (41.7 g., 0.417 mole), piperidine (8 ml.) and 2 B-ethanol (500 ml.) is stirred and refluxed for 17 hours. The mixture is cooled in an ice bath and the solid which crystallizes out is collected by filtration to give 1-(n-decyl)-3-cyano-4,6-dimethylpyrid-2-one, 95.2 g. mp. 82°-83° C.

Workup

  1. temperaturerefluxed for 17 hours
  2. temperatureThe mixture is cooled in an ice bath
custom
the solid which crystallizes out
  • filtrationis collected by filtration
  • Sources & evidence

    ORD record
    ord-1654ca2848a043bab9ac26818a9e276d
    Source dataset
    uspto-grants-1978_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04108630

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes