N-bromobutanimide → HCID 22625625, Verbindung

HRID 1600554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1600554
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]2[N:15]([CH:16]=1)[CH2:14][CH2:13][S:12]2.[Br:17]N1C(=O)CCC1=O>CN(C)C=O.O>[Br:17][C:16]1[N:15]2[C:11]([S:12][CH2:13][CH2:14]2)=[N:10][C:9]=1[C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1]

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 141451006-(2,4-Dichlorophenyl)-2,3-dihydroimidazo[2,1-b]thiazole

Produkt 1

HCID 22625625HCID 22625625, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The 6-(2,4-dichlorophenyl)-2,3-dihydroimidazo[2,1-b]thiazole (0.6 g) prepared above and N-bromosuccinimide (0.45 g) were dissolved in dimethylformamide (5 ml). The mixture was heated to reflux and stirred for 18 h at room temperature. The mixture was diluted with water (60 ml) and allowed to crystallize. The liquid was decanted and the residue was dissolved in methylene chloride and dried with magnesium sulfate. The organic residue was chromatographed on silica gel with hexanes/ethyl acetate (3:1) as eluent to give the desired product as a solid (m.p. 200-202° C.); NMR (CDCl3, 200 MHz) δ: 7.4-7.2 (3H), 4.2 (m, 2H), 3.9 (m, 2H).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. customto crystallize
  4. customThe liquid was decanted
  5. dissolutionthe residue was dissolved in methylene chloride
  6. dry with materialdried with magnesium sulfate
  7. customThe organic residue was chromatographed on silica gel with hexanes/ethyl acetate (3:1) as eluent

Quellen und Nachweise

ORD-Eintrag
ord-12f4d8c9499f4b8895314806b25bd23b
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05977028

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