3,5-Difluorophenylhydrazine hydrochloride → HCID 18951060, compound

HRID 2248267Notes

Reaction equation

HRID 2248267 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:9]N)[CH:5]=[C:6]([F:8])[CH:7]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:21][CH:22]2[CH2:27][CH2:26][C:25](=O)[CH2:24][CH2:23]2)(=[O:20])=[O:19])=[CH:14][CH:13]=1>C(O)C.S(=O)(=O)(O)O.O>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:21][CH:22]2[CH2:23][C:24]3[C:3]4[C:4](=[CH:5][C:6]([F:8])=[CH:7][C:2]=4[F:1])[NH:9][C:25]=3[CH2:26][CH2:27]2)(=[O:20])=[O:19])=[CH:14][CH:13]=1

Participants

6

Reactant 2

HCID 27742133,5-Difluorophenylhydrazine hydrochlorideHCID 14130443HCID 14130443, compound

Product 1

HCID 18951060HCID 18951060, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

14.0 g (97 mmol) of the compound of Example I and 27.95 g (97 mmol) of 4-chloro-N-(4-oxo-cyclohexyl)benzenesulphonamide are refluxed for 5 hours in 190 ml of ethanol and 36 ml of concentrated sulphuric acid, then the mixture is cooled and diluted with 300 ml of water. The mixture is extracted 4 times using 250 ml of ethyl acetate each time, and the organic phase is dried using sodium sulphate, filtered with suction over kieselguhr and evaporated. The residue is stirred with methylene chloride and dried in a high vacuum.

Workup

  1. extractionThe mixture is extracted 4 times
  2. customthe organic phase is dried
  3. filtrationfiltered with suction over kieselguhr
  4. customevaporated
  5. customdried in a high vacuum

Sources & evidence

ORD record
ord-b16b6b12cb1a418e82a3669b5656097f
Source dataset
uspto-grants-1991_08
Patent number
US05039670

Reaction notes

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