Ammonium Acetate → HCID 14093519, compound

HRID 1165291Notes

Reaction equation

HRID 1165291 reaction equation
[Cl-].[F:2][C:3]1[CH:17]=[CH:16][C:6]([C:7](=O)[CH2:8][N+]2C=CC=CC=2)=[CH:5][CH:4]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=O)[CH:26]=[CH:27][C:28]2[CH:33]=[CH:32][C:31]([N:34]([CH3:36])[CH3:35])=[CH:30][CH:29]=2)=[CH:21][CH:20]=1.C([O-])(=O)C.[NH4+:42]>C(O)(=O)C>[CH3:35][N:34]([CH3:36])[C:31]1[CH:32]=[CH:33][C:28]([C:27]2[CH:26]=[C:25]([C:22]3[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=3)[N:42]=[C:7]([C:6]3[CH:5]=[CH:4][C:3]([F:2])=[CH:17][CH:16]=3)[CH:8]=2)=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 517165Ammonium AcetateHCID 27792234-(Dimethylamino)-4'-fluorochalconeHCID 11021356HCID 11021356, compound

Product 1

HCID 14093519HCID 14093519, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10.06 parts of 1-(4'-fluorophenacyl)-pyridinium chloride and 10.76 parts of 1-(4-fluorophenyl)-3-(4'-dimethylaminophenyl)-1-oxoprop-2-ene are heated at 130° C. for 81/2 hours together with 34 parts of ammonium acetate in 50 parts of glacial acetic acid. The mixture is stirred for 17 hours at room temperature, after which the precipitated colorless crystals are filtered off under suction, washed with methanol and water and dried at 60° C. in a drying oven to give 10.5 parts of 4-(4-dimethylamino-phenyl)-2,6-bis-(4'-fluorophenyl)-pyridine, which dissolves in glacial acetic acid to give an orange yellow coloration (λmax: 431 nm).

Workup

  1. filtrationafter which the precipitated colorless crystals are filtered off under suction
  2. washwashed with methanol and water
  3. customdried at 60° C. in a drying oven

Sources & evidence

ORD record
ord-a62bfe1ceecd41729a32e21491b21f91
Source dataset
uspto-grants-1990_03
Patent number
US04908447

Reaction notes

Loading…