2-Bromo-4'-nitroacetophenone → N-(4-cyanophenacyl) 5-chloropyrimidinium chloride

HRID 596724Notes

Reaction equation

HRID 596724 reaction equation
[N+](C1C=CC(C(=O)CBr)=CC=1)([O-])=O.[C:14]([C:16]1[CH:25]=[CH:24][C:19]([C:20](=[O:23])[CH2:21][Cl:22])=[CH:18][CH:17]=1)#[N:15].[Cl:26][C:27]1[CH:28]=[N:29][CH:30]=[N:31][CH:32]=1>N1C=CC=CC=1>[Cl-:22].[C:14]([C:16]1[CH:25]=[CH:24][C:19]([C:20](=[O:23])[CH2:21][N+:29]2[CH:28]=[C:27]([Cl:26])[CH:32]=[N:31][CH:30]=2)=[CH:18][CH:17]=1)#[N:15]

Participants

5

Reactant 3

HCID 668402-Bromo-4'-nitroacetophenoneHCID 142493Benzonitrile, 4-(chloroacetyl)-HCID 126003845-Chloropyrimidine

Product 1

HCID 86734541N-(4-cyanophenacyl) 5-chloropyrimidinium chloride

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Employing the procedure of Example III but replacing 4-nitrophenacyl bromide with a substantially equimolecular amount of 4-cyanophenacyl chloride and replacing pyridine with a substantially equimolecular amount of 5-chloropyrimidine there is obtained N-(4-cyanophenacyl) 5-chloropyrimidinium chloride, a solid soluble in water.

Sources & evidence

ORD record
ord-544e910fdfe04417ad05742fc5dce802
Source dataset
uspto-grants-1977_03
Patent number
USRE029153

Reaction notes

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