Hydrazine hydrate (1:1) → Malononitrile

HRID 2212866Notes

Reaction equation

HRID 2212866 reaction equation
[N:1]1[C:10]2[C:5](=[C:6]([NH:11][N:12]=[C:13]3[C:17]([NH2:18])=[N:16][N:15]=[C:14]3[NH2:19])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.O.NN>>[NH2:11][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[CH:4]=[CH:3][CH:2]=[N:1]2.[C:6](#[N:11])[CH2:5][C:10]#[N:1].[N:1]1[C:10]2[C:5](=[C:6]([NH:11][N:12]=[C:13]3[C:14]([NH2:19])=[N:15][N:16]=[C:17]3[NH2:18])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178509172HCID 178509172, compound

Product 3

HCID 8010MalononitrileHCID 119115-AminoquinolineHCID 178509172HCID 178509172, compound

Procedure

In a manner similar to that described in Example 53, 4-(quinolin-5-ylhydrazono)-4H-pyrazole-3,5-diamine was prepared. 5-Aminoquinoline (0.35 g), malononitrile (0.3 g) and hydrazine hydrate (0.3 mL) yielded 0.043 g of the title compound after the purification by preparative TLC (⅓ of the crude product).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-c079bced2bb948249f41560a60d00e52
Source dataset
uspto-grants-2006_09
Patent number
US07105503B2

Reaction notes

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