Hydrochloric Acid → 2-(4-chlorophenyl)-N'-(4-fluorophenyl)sulfonyl-3-phenyl-3,4-dihydropyrazole-5-carboximidamide

HRID 19760Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 19760
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:11][C:10]([C:19]([NH2:21])=[NH:20])=[N:9]2)=[CH:4][CH:3]=1.Cl.[F:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1.C(N(CC)CC)C>C(#N)C>[F:23][C:24]1[CH:29]=[CH:28][C:27]([S:30]([NH:20][C:19]([C:10]2[CH2:11][CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[N:9]=2)=[NH:21])(=[O:32])=[O:31])=[CH:26][CH:25]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 116594121-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamidine

Produkt 1

HCID 1785134592-(4-chlorophenyl)-N'-(4-fluorophenyl)sulfonyl-3-phenyl-3,4-dihydropyrazole-5-carboximidamideAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Part B: To a stirred solution of 1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamidine.HCl (1.87 gram, 5 mmol) and 4-fluorophenylsulfonyl chloride (0.97 g, 5 mmol) in anhydrous acetonitrile (20 ml) is added triethylamine (2.1 ml, 15 mmol) and the resulting mixture is stirred at room temperature for 16 hours. After concentration in vacuo, the residue is dissolved in a mixture of Ethyl acetate and water. The Ethyl acetate layer is collected, dried over MgSO4, filtered and concentrated in vacuo. The resulting residue is recrystallised from methyl-t-butyl ether to give N-[(4-fluorophenyl)sulfonyl]-1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamidine (1.22 gram, 54% yield). Melting point: 200-203.5° C.

Aufarbeitung

  1. concentrationAfter concentration in vacuo
  2. dissolutionthe residue is dissolved in a mixture of Ethyl acetate and water
  3. customThe Ethyl acetate layer is collected
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting residue is recrystallised from methyl-t-butyl ether

Quellen und Nachweise

ORD-Eintrag
ord-a069822636bd4ee6823d7935e6bad9f4
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745476B2

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