HCID 244245, compound → 4-(4'-Dimethylaminophenyl)-2-(4'-chlorophenyl)-6-phenylpyridine

HRID 1165292Notes

Reaction equation

HRID 1165292 reaction equation
[Br-].[CH2:2]([N+]1C=CC=CC=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24](=O)[CH:25]=[CH:26][C:27]2[CH:32]=[CH:31][C:30]([N:33]([CH3:35])[CH3:34])=[CH:29][CH:28]=2)=[CH:20][CH:19]=1.C([O-])(=O)C.[NH4+:41]>C(O)(=O)C>[CH3:34][N:33]([CH3:35])[C:30]1[CH:31]=[CH:32][C:27]([C:26]2[CH:2]=[C:3]([C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:41]=[C:24]([C:21]3[CH:22]=[CH:23][C:18]([Cl:17])=[CH:19][CH:20]=3)[CH:25]=2)=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 244245HCID 244245, compoundHCID 517165Ammonium AcetateHCID 27989541-(2-Oxo-2-phenylethyl)pyridin-1-ium bromide

Product 1

HCID 198629124-(4'-Dimethylaminophenyl)-2-(4'-chlorophenyl)-6-phenylpyridine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

13.9 parts of 1-phenacylpyridinium bromide and 14.27 parts of 1-(4-chlorophenyl)-3-(4-dimethylaminophenyl)-1-oxoprop-2-ene are heated at 120° C. for 3.5 hours together with 34 parts of ammonium acetate in 50 parts of glacial acetic acid. Working up as described in Example 1 gives 4-(4'-dimethylaminophenyl)-2-(4'-chlorophenyl)-6-phenylpyridine in the form of a colorless powder, which dissolves in glacial acetic acid to give a yellow color (λmax: 425 nm).

Sources & evidence

ORD record
ord-9f63b47a3c524ff8b48d7b91cb03638b
Source dataset
uspto-grants-1990_03
Patent number
US04908447

Reaction notes

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