Malononitrile → Levosimendan

HRID 1467371

Reaction equation

HRID 1467371 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[N:16]([O-])=O.[Na+].[C:20](#[N:24])[CH2:21][C:22]#[N:23]>>[CH3:15][C@H:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:1][N:16]=[C:21]([C:20]#[N:24])[C:22]#[N:23])=[CH:3][CH:4]=2)=[N:13][NH:12][C:11](=[O:14])[CH2:10]1

Participants

4

Reactant 3

HCID 8010MalononitrileHCID 161928Ici 109,081HCID 23668193Sodium Nitrite

Product 1

HCID 3033825Levosimendan

Procedure

reacting (−)-6-(4-aminophenyl)-4,5-dihydro-5-methyl-3-(2H)-pyridazinone of formula V with sodium nitrite and malononitrile under acidic conditions to obtain levosimendan of formula I.

Sources & evidence

ORD record
ord-8e5ec90047af492797e696074c797a55
Source dataset
uspto-grants-2015_04
Patent number
US09000158B2

Linked notes

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