Potassium Carbonate → HCID 58022035, compound

HRID 578795Notes

Reaction equation

HRID 578795 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:6]([SH:9])=[CH:5][C:3]=1[NH2:4].[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)C>[F:1][C:2]1[CH:8]=[CH:7][C:6]([S:9][CH2:13][C:12]2[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=2[F:10])=[CH:5][C:3]=1[NH2:4]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 67968alpha-Bromo-o-fluorotolueneHCID 55283847HCID 55283847, compound

Product 1

HCID 58022035HCID 58022035, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-fluoro-5-mercaptoaniline (0.13 g) and 2-fluorobenzyl bromide (0.12 mL) in N,N-dimethylformamide (5 mL) was added potassium carbonate (0.25 g), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was diluted with diethyl ether, and the resulting mixture was washed with water twice and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate =6/1) to give the title compound (0.17 g).

Workup

  1. washthe resulting mixture was washed with water twice
  2. dry with materialbrine successively, and dried over anhydrous magnesium sulfate
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate =6/1)

Sources & evidence

ORD record
ord-f1e12a109f824f61b3600d45cd17cfd6
Source dataset
uspto-grants-2015_05
Patent number
US09040693B2

Reaction notes

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