4-Cyanopyridine → N-(4-nitrophenacyl) 4-cyanopyridinium chloride

HRID 596721Notes

Reaction equation

HRID 596721 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)#[N:2].[N+:9]([C:12]1[CH:21]=[CH:20][C:15]([C:16](=[O:19])[CH2:17]Br)=[CH:14][CH:13]=1)([O-:11])=[O:10].[N+](C1C=CC(C(=O)C[Cl:31])=CC=1)([O-])=O>N1C=CC=CC=1>[Cl-:31].[N+:9]([C:12]1[CH:13]=[CH:14][C:15]([C:16](=[O:19])[CH2:17][N+:6]2[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[CH:20][CH:21]=1)([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 75064-CyanopyridineHCID 668402-Bromo-4'-nitroacetophenoneHCID 2642912-Chloro-1-(4-nitrophenyl)ethanone

Product 1

HCID 86734538N-(4-nitrophenacyl) 4-cyanopyridinium chloride

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Employing the procedure of Example III but replacing pyridine with a substantially equimolecular amount of 4-cyanopyridine and replacing 4-nitrophenacyl bromide with a substantially equimolecular amount of 4-nitrophenacyl chloride there is obtained N-(4-nitrophenacyl) 4-cyanopyridinium chloride, a white solid soluble in water.

Sources & evidence

ORD record
ord-0e6fb18cb8634602a19f282ad5c7cc00
Source dataset
uspto-grants-1977_03
Patent number
USRE029153

Reaction notes

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