Acetic Anhydride → 1-(6-hydrazinyl-3-pyridinyl)pyrrole-2,5-dione;hydrochloride

HRID 37447Notes

Reaction equation

HRID 37447 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.O.[NH2:12][NH2:13].C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O.[C:29]1(=[O:35])O[C:32](=[O:33])[CH:31]=[CH:30]1.C(OC(=O)C)(=O)C>[Pd].C([O-])(=O)C.[Co+2].C([O-])(=O)C>[ClH:1].[C:29]1(=[O:35])[N:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:12][NH2:13])=[N:3][CH:4]=2)[C:32](=[O:33])[CH:31]=[CH:30]1

Participants

8

Reactant 5

HCID 7918Acetic AnhydrideHCID 7923Maleic AnhydrideHCID 24654Hydrazine hydrate (1:1)HCID 783082-Chloro-5-nitropyridineHCID 90495Di-tert-butyl dicarbonate

Product 1

HCID 1784795911-(6-hydrazinyl-3-pyridinyl)pyrrole-2,5-dione;hydrochloride

Reagents, catalysts & solvents 2

HCID 6277Cobalt diacetateCatalystHCID 23938PalladiumCatalyst

Procedure

2-chloro-5-nitropyridine, hydrazine hydrate, di-tert-butyl dicarbonate, 10% palladium on charcoal, maleic anhydride, cobalt acetate and acetic anhydride were purchased from Aldrich Chemicals (Milwaukee, Wi.).

Sources & evidence

ORD record
ord-4566ed862fbe4901a19be5ac2fef6d2d
Source dataset
uspto-grants-1995_05
Patent number
US05420285

Reaction notes

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