Malononitrile → 3-Cyano-4,6-dimethyl-2-hydroxypyridine
Reaction equation
C(CC(=O)C)(=[O:3])C.[C:8](#[N:12])[CH2:9][C:10]#[N:11].N1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C(O)C>[C:10]([C:9]1[C:8](=[O:3])[NH:12][C:17]([CH3:18])=[CH:16][C:15]=1[CH3:14])#[N:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Bergel et al [British Pat. No. 553,097, accepted May 7, 1943] shows the reaction of acetylacetone with malononitrile in ethanol in the presence of piperidine to produce 3-cyano-4,6-dimethyl-2(1H)-pyridinone (named as its 5-cyano-2,4-dimethyl-6-hydroxypyridine tautomer).
Sources & evidence
- ORD record
- ord-6bd5c4b130c94257a2d7a116b9eb8dd2
- Source dataset
- uspto-grants-1984_05
- Patent number
- US04451469
Reaction notes
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