Thionyl Chloride → HCID 59436266, Verbindung

HRID 1895089Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1895089
[O:1]=[C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[N:4]=[C:3]1[C:18]([NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=O.[NH:27]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[N:29]=[N:28]1.S(Cl)(Cl)=O>C(Cl)Cl>[N:27]1([C:18](=[N:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:3]2[C:2](=[O:1])[CH:7]=[CH:6][N:5]([C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:15])[F:16])[CH:9]=3)[N:4]=2)[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[N:29]=[N:28]1

Komponenten

5

Edukt 3

HCID 24386Thionyl ChlorideHCID 1481283HCID 1481283, VerbindungHCID 178418385HCID 178418385, Verbindung

Produkt 1

HCID 59436266HCID 59436266, VerbindungAusbeute 58,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-oxo-N-phenyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydropyridazine-3-carboxamide (0.153 g, 0.426 mmol), 1H-benzo[d][1,2,3]triazole (0.201 g, 1.69 mmol) and thionyl chloride (0.06 mL, 0.82 mmol) in methylene chloride (2 mL) was heated under microwave heating conditions at 80 watts of power for 10 min. After that time, the reaction was concentrated and the crude product purified by flash column chromatography (silica gel, hexanes to ethyl acetate) to give 0.114 g (58%) of 3-[1H-benzotriazol-1-yl(phenylimino)methyl]-1-[3-(trifluoromethyl)phenyl]pyridazin-4(1H)-one as a pale red solid that was used without further characterization.

Aufarbeitung

  1. temperatureheating conditions at 80 watts of power for 10 min
  2. concentrationAfter that time, the reaction was concentrated
  3. customthe crude product purified by flash column chromatography (silica gel, hexanes to ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-41ab349bc7ed430d826ca4a6d5e6f10c
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513251B2

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