2-Pyridone → 3-(3-Bromophenyl)-4-methoxy-1-methyl-5-phenylpyridinium trifluoromethanesulfonate

HRID 1856107Notes

Reaction equation

HRID 1856107 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13](=[O:14])[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:11][N:10]([CH3:21])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.N1C=CC=C[C:23]1=O.[F:29][C:30]([F:37])([F:36])[S:31]([O:34]C)(=[O:33])=[O:32]>C(Cl)(Cl)Cl>[F:29][C:30]([F:37])([F:36])[S:31]([O-:34])(=[O:33])=[O:32].[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[N+:10]([CH3:21])[CH:11]=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:13]=2[O:14][CH3:23])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 88712-PyridoneHCID 9526Methyl triflateHCID 128792753-(3-Bromophenyl)-1-methyl-5-phenylpyridin-4(1H)-one

Product 1

HCID 233457723-(3-Bromophenyl)-4-methoxy-1-methyl-5-phenylpyridinium trifluoromethanesulfonate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A 10 g. portion of 3-(3-bromophenyl)-1-methyl-5-phenyl-4(1H)-pyridinone was made from 22 g. of the corresponding 2-propane as described in Example 1. A 3.4 g. portion of the intermediate pyridinone was dissolved in chloroform and 1.8 g. of methyl trifluoromethanesulfonate was added. The reaction mixture was allowed to stand overnight, and the volatile portions were then evaporated under vacuum. The residue was identified as 3-(3-bromophenyl)-4-methoxy-1-methyl-5-phenylpyridinium trifluoromethanesulfonate, molecular weight 339 by mass spectroscopy.

Workup

  1. customthe volatile portions were then evaporated under vacuum

Sources & evidence

ORD record
ord-b35b6e00b1204e289eca1cb050a10154
Source dataset
uspto-grants-1980_08
Patent number
US04218238

Reaction notes

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