HCID 19068775, compound → HCID 19068778, compound

HRID 1957257Notes

Reaction equation

HRID 1957257 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([S:19](Cl)(=[O:21])=[O:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Cl.[NH2:24][C:25]1[CH:29]=[C:28]([Cl:30])[S:27][C:26]=1[Cl:31]>C1(C)C=CC=CC=1.N1C=CC=CC=1>[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([S:19]([NH:24][C:25]3[CH:29]=[C:28]([Cl:30])[S:27][C:26]=3[Cl:31])(=[O:21])=[O:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

5

Reactant 2

HCID 19068775HCID 19068775, compoundHCID 19068779HCID 19068779, compound

Product 1

HCID 19068778HCID 19068778, compoundYield 15%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 1140TolueneSolvent

Procedure

3.0 g of 3-chloro-2-(4-chloro-3-chlorosulfonylphenyl)-5-trifluoromethylpyridine and 1.7 g of 3-amino-2,5-dichlorothiophene hydrochloride in a mixture of 100 ml of toluene and 100 ml of pyridine were refluxed for 6 hours. The residue after concentration was dissolved in 100 ml of ethyl acetate. The solution was extracted with 50 ml of dilute hydrochloric acid and 50 ml of water, dried over sodium sulfate and concentrated. Chromatography on silica gel with methylene chloride resulted in 0.6 g of colorless crystals. Yield: 15%, melting point: 106°-108° C.

Workup

  1. temperaturewere refluxed for 6 hours
  2. concentrationThe residue after concentration
  3. dissolutionwas dissolved in 100 ml of ethyl acetate
  4. extractionThe solution was extracted with 50 ml of dilute hydrochloric acid and 50 ml of water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-f8a6a19cd35d42b3a04b3955a6aebd7b
Source dataset
uspto-grants-1998_07
Patent number
US05783522

Reaction notes

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