Sulfuryl chloride → 6-[4-(3,4-Dichloro-phenylsulfinyl)-butoxy]-4,4-dimethyl-4H-3,1-benzoxazin-2-one
Reaktionsgleichung
S(Cl)(Cl)(=O)=[O:2].[Cl:6][C:7]1[CH:8]=[C:9]([S:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:21]=[CH:22][C:23]3[NH:28][C:27](=[O:29])[O:26][C:25]([CH3:31])([CH3:30])[C:24]=3[CH:32]=2)[CH:10]=[CH:11][C:12]=1[Cl:13]>C(Cl)Cl>[Cl:6][C:7]1[CH:8]=[C:9]([S:14]([CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:21]=[CH:22][C:23]3[NH:28][C:27](=[O:29])[O:26][C:25]([CH3:30])([CH3:31])[C:24]=3[CH:32]=2)=[O:2])[CH:10]=[CH:11][C:12]=1[Cl:13]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 1 gm (0.0085 mol) of sulfurylchloride in 5 ml of methylene chloride is added dropwise, at -70° C., to a solution of 3.2 gm (0.0075 mol) of 6-[4-(3,4-dichloro-phenylmercapto)-butoxy]-4,4-dimethyl-4H-3,1-benzoxazin-2-one in 50 ml of methylene chloride, under stirring, and after it has all been added, stirring is continued at -70° C. for 15 hours. After heating to ambient temperature, aqueous soda solution is added, under vigorous stirring, and the organic phase is separated from the aqueous phase, washed with water, and dried with sodium sulfate. The residue remaining after the methylene chloride has been distilled off is recrystallized from isopropanol/diisopropyl ether.