Potassium Carbonate → HCID 66777200, compound

HRID 253326Notes

Reaction equation

HRID 253326 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:6]([SH:10])=[CH:5][C:3]=1[NH2:4].[F:11][C:12]([F:16])([F:15])[CH2:13]I.C(=O)([O-])[O-].[K+].[K+].C(S([O-])=O)O.[Na+]>O.CN(C)C=O>[F:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10][CH2:13][C:12]([F:16])([F:15])[F:11])=[CH:5][C:3]=1[NH2:4]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 677091,1,1-Trifluoro-2-iodoethaneHCID 23689980Sodium Formaldehyde SulfoxylateHCID 42629164HCID 42629164, compound

Product 1

HCID 66777200HCID 66777200, compoundYield 92.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To 1,000 ml of a N,N-dimethylformamide solution of 129 g of 2-fluoro-4-methyl-5-mercaptoaniline, 250 g of 2,2,2-trifluoroethyl iodide and 125 g of potassium carbonate were added, and 10 g of Rongalit was further added, followed by stirring at room temperature for 8 hours. The reaction liquid was poured into water, the mixture was extracted with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 182 g of 2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)aniline.

Workup

  1. customThe reaction liquid
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-21ded9feb3fa41648d42ee440516eefa
Source dataset
uspto-grants-2011_01
Patent number
US07872036B2

Reaction notes

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