Water → HCID 14459221, compound

HRID 1197015Notes

Reaction equation

HRID 1197015 reaction equation
Cl.[F:2][C:3]1[CH:9]=[C:8]([SH:10])[C:7]([CH3:11])=[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]([CH3:11])=[CH:6][C:4]=1[NH2:5]

Participants

6

Reactant 4

HCID 962WaterHCID 94813,4-DichlorobenzotrifluorideHCID 11430Potassium CarbonateHCID 19897208HCID 19897208, compound

Product 1

HCID 14459221HCID 14459221, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.00 Gram of 2-fluoro-5-methyl-4-mercaptoaniline hydrochloride, 2.24 g of 3,4-dichlorobenzotrifluoride and 1.59 g of potassium carbonate were dissolved in 10 ml of dimethylformamide, and the resulting solution was stirred for 6 hours at a temperature of from 110° to 120° C. in an oil bath. Thereafter, the reaction solution was poured into water and extracted with two 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 1.27 g of 2-fluoro-5-methyl-4-[2-chloro-4-(trifluoromethyl)phenylthio]aniline.

Workup

  1. extractionextracted with two 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-fe1b7af309c841fa9f5e055c5b5904e0
Source dataset
uspto-grants-1992_05
Patent number
US05116875

Reaction notes

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