Water → HCID 14459219, compound

HRID 1197013Notes

Reaction equation

HRID 1197013 reaction equation
[Cl:1][C:2]1[C:3]([SH:10])=[CH:4][C:5]([F:9])=[C:6]([CH:8]=1)[NH2:7].[Cl:11][C:12]1[CH:13]=[C:14]([C:19]([F:22])([F:21])[F:20])[CH:15]=[CH:16][C:17]=1Cl.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Cl:1][C:2]1[C:3]([S:10][C:17]2[CH:16]=[CH:15][C:14]([C:19]([F:22])([F:21])[F:20])=[CH:13][C:12]=2[Cl:11])=[CH:4][C:5]([F:9])=[C:6]([CH:8]=1)[NH2:7]

Participants

6

Reactant 4

HCID 962WaterHCID 94813,4-DichlorobenzotrifluorideHCID 11430Potassium CarbonateHCID 14459218HCID 14459218, compound

Product 1

HCID 14459219HCID 14459219, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.00 Grams of 5-chloro-2-fluoro-4-mercaptoaniline, 12.2 g of 3,4-dichlorobenzotrifluoride and 4.31 g of potassium carbonate were dissolved in 30 ml of dimethylformamide, and the resulting solution was stirred for 2 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 200-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 6.57 g of 5-chloro-2-fluoro-4-[2-chloro-4-(trifluoromethyl)phenylthio]aniline.

Workup

  1. extractionextracted with three 200-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-d110ccb06894416aa292346af7462711
Source dataset
uspto-grants-1992_05
Patent number
US05116875

Reaction notes

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