Water → HCID 14459220, compound

HRID 1197014Notes

Reaction equation

HRID 1197014 reaction equation
Cl.[F:2][C:3]1[CH:9]=[C:8]([SH:10])[C:7]([F:11])=[CH:6][C:4]=1[NH2:5].[Cl:12][C:13]1[CH:14]=[C:15]([C:20]([F:23])([F:22])[F:21])[CH:16]=[CH:17][C:18]=1Cl.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[F:2][C:3]1[CH:9]=[C:8]([S:10][C:18]2[CH:17]=[CH:16][C:15]([C:20]([F:23])([F:22])[F:21])=[CH:14][C:13]=2[Cl:12])[C:7]([F:11])=[CH:6][C:4]=1[NH2:5]

Participants

6

Reactant 4

HCID 962WaterHCID 94813,4-DichlorobenzotrifluorideHCID 11430Potassium CarbonateHCID 14517532HCID 14517532, compound

Product 1

HCID 14459220HCID 14459220, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.00 Grams of 2,5-difluoro-4-mercaptoaniline hydrochloride, 6.60 g of 3,4-dichlorobenzotrifluoride and 4.90 g of potassium carbonate were dissolved in 30 ml of dimethylformamide, and the resulting solution was stirred for 6 hours at a temperature of from 100° to 110° C. in an oil bath. Thereafter, the reaction solution was poured into water and extracted with three 100-ml portions of diethyl ether. The extract obtained was washed with water, dried, filtered and concentrated. The residue obtained was subjected to chromatography on silica gel to obtain 3.60 g of 2,5-difluoro-4-[2-chloro-4-(trifluoromethyl)phenylthio]aniline.

Workup

  1. extractionextracted with three 100-ml portions of diethyl ether
  2. customThe extract obtained
  3. washwas washed with water
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue obtained

Sources & evidence

ORD record
ord-54c3fa392d154ffcb358303874c6525f
Source dataset
uspto-grants-1992_05
Patent number
US05116875

Reaction notes

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