Sodium Bicarbonate → HCID 22282317, compound

HRID 1062649Notes

Reaction equation

HRID 1062649 reaction equation
Br.Br[CH:3]([C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)[C:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)=O.C[C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH2:26])=[S:25])=[CH:22][CH:21]=1.C(=O)([O-])O.[Na+]>CN(C)C=O>[F:12][C:9]1[CH:10]=[CH:11][C:6]([C:4]2[N:26]=[C:24]([C:23]3[CH:27]=[CH:28][CH:20]=[CH:21][CH:22]=3)[S:25][C:3]=2[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 7372094-MethylbenzenecarbothioamideHCID 11164724HCID 11164724, compound

Product 1

HCID 22282317HCID 22282317, compoundYield 19.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-bromo-1-(4-fluorophenyl)-2-(4-pyridyl)ethanone hydrobromide (1.6 g, 4.1 mmol) and thiobenzamide (0.57 g, 4.2 mmol) in N,N-dimethylformamide (5 mL) was stirred at room temperature for 14 h. To the reaction mixture was poured aqueous sodium hydrogencarbonate solution and the precipitated solid was collected by filtration. The obtained solid was washed with water and dried. The crude crystals were recrystallized from ethyl acetate to give the title compound (0.27 g, yield 19%).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washThe obtained solid was washed with water
  3. customdried
  4. customThe crude crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-f7dda7cc1d4043bb968d24d953958261
Source dataset
uspto-grants-2005_11
Patent number
US06962933B1

Reaction notes

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