Pyridine → 1-[2-(4-Nitrophenyl)-2-oxoethyl]pyridin-1-ium bromide

HRID 596716Notes

Reaction equation

HRID 596716 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:7]([C:10]1[CH:19]=[CH:18][C:13]([C:14](=[O:17])[CH2:15][Br:16])=[CH:12][CH:11]=1)([O-:9])=[O:8]>C1C=CC=CC=1>[Br-:16].[N+:7]([C:10]1[CH:11]=[CH:12][C:13]([C:14](=[O:17])[CH2:15][N+:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:18][CH:19]=1)([O-:9])=[O:8]

Participants

4

Reactant 2

HCID 1049PyridineHCID 668402-Bromo-4'-nitroacetophenone

Product 1

HCID 27811821-[2-(4-Nitrophenyl)-2-oxoethyl]pyridin-1-ium bromide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a suitable reaction vessel equipped with an agitator and thermometer is charged approximately 33 parts by weight of pyridine, approximately 100 parts by weight of 4-nitrophenacyl bromide, and about 600 parts by weight of benzene. The so charged mass is agitated for about 16 hours at room temperature, and thereafter the precipitate filtered off and dried. The product is N-(4-nitrophenacyl) pyridinium bromide, a white solid melting at 255-257° C., and which is soluble in water.

Workup

  1. customTo a suitable reaction vessel equipped with an agitator and thermometer
  2. additionThe so charged mass
  3. filtrationthe precipitate filtered off
  4. customdried

Sources & evidence

ORD record
ord-87cfd25f613b4b30b96b2b1a427a0e86
Source dataset
uspto-grants-1977_03
Patent number
USRE029153

Reaction notes

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