Malononitrile → HCID 178480001, compound

HRID 490815Notes

Reaction equation

HRID 490815 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:13]#[N:14])[C:11]#[N:12])[CH:5]=[N:6][C:7]=1[OH:8].Cl[C:16]1[CH:17]=[C:18]([CH:23]=[O:24])[CH:19]=[N:20][C:21]=1O.[C:25](#N)[CH2:26][C:27]#N.N1CCCCC1>CCO>[NH2:12][C:11]1[O:24][C:23]2[C:27]([CH:9]([C:4]3[CH:5]=[N:6][C:7]([OH:8])=[C:2]([Cl:1])[CH:3]=3)[C:10]=1[C:13]#[N:14])=[CH:26][CH:25]=[C:19]1[N:20]([CH3:21])[CH:16]=[CH:17][C:18]=21

Participants

6

Reactant 4

HCID 8010MalononitrileHCID 8082PiperidineHCID 178511127HCID 178511127, compoundHCID 178519838HCID 178519838, compound

Product 1

HCID 178480001HCID 178480001, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(5-Chloro-6-hydroxy-pyridin-3-ylmethylene)-malononitrile: The title compound was prepared from 5-chloro-6-hydroxy-pyridine-3-carbaldehyde (0.170 g, 1.08 mmol), anhydrous EtOH (1.00 mL), malononitrile (0.071 g, 1.08 mmol), and piperidine (4.3 μL, 0.043 mmol), similar to Example 8a, and yielded 0.130 g (59%) of a brown solid. 1H NMR (DMSO-d6): 8.31 (d, 1H), 8.21 (s, 1H), 8.13 (s, 1H).

Sources & evidence

ORD record
ord-2c320028ab5a4f1e9c513f198389fb3a
Source dataset
uspto-grants-2009_05
Patent number
US07528164B2

Reaction notes

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