Malononitrile → [3,4'-BIPYRIDINE]-5-CARBONITRILE,6-METHOXY-

HRID 444459Notes

Reaction equation

HRID 444459 reaction equation
C[N:2]([CH3:13])[CH:3]=[C:4]([C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)[CH:5]=O.[C:14](#[N:18])[CH2:15]C#N.[CH3:19][O-:20].[Na+]>CO>[CH3:19][O:20][C:13]1[N:2]=[CH:3][C:4]([C:7]2[CH:8]=[CH:9][N:10]=[CH:11][CH:12]=2)=[CH:5][C:15]=1[C:14]#[N:18]

Participants

5

Reactant 3

HCID 8010MalononitrileHCID 10942334Sodium MethoxideHCID 541977173-Dimethylamino-2-(4-pyridinyl)acrolein

Product 1

HCID 13345674[3,4'-BIPYRIDINE]-5-CARBONITRILE,6-METHOXY-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A recently published abstract ["Current Abstracts of Chemistry", Vol. 74, Issue 814, Item 285573, 1979] of a Polish publication [Nantkanomirski and Kaczmarek, Polish J. Pharmacol. Pharmacy 30(5), 707-12 (1978)] shows, inter alia, the reaction of 3-dimethylamino-2-(4-pyridinyl)acrolein [same as β-(dimethylamino)-α-(4-pyridinyl)acrolein] with malononitrile in the presence of sodium methoxide in methanol to produce 2-methoxy-5-(4-pyridinyl)nicotinonitrile.

Sources & evidence

ORD record
ord-84efa2c441514d7d895b3bee1b586c3e
Source dataset
uspto-grants-1981_04
Patent number
US04264609

Reaction notes

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