Azobisisobutyronitrile → 5-(Bromomethyl)-2,1,3-benzothiadiazole

HRID 1357748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1357748
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][S:7][N:8]=[C:4]2[CH:3]=1.[Br:11]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)Cl>[Br:11][CH2:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][S:7][N:8]=[C:4]2[CH:3]=1

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 27812495-Methyl-2,1,3-benzothiadiazole

Produkt 1

HCID 5910045-(Bromomethyl)-2,1,3-benzothiadiazoleAusbeute 63,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

5-Methylbenzo-2,1,3-thiadiazole (5.0 g, 33 mmol), N-bromosuccinimide (5.92g, 33.3 mmol) and catalytic 2,2′-azobisisobutyronitrile were heated at reflux for 16 hours in chloroform (75 mL). The reaction mixture was cooled and the resulting precipitate was filtered off and discarded. The filtrate was′evaporated and recrystallized from ethanol to provide 4.8 g of the title compound.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe resulting precipitate was filtered off
  3. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a040c9d7aa57420a8211166b2407305f
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06593335B1

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