Ethanol → 5,7-Dimethyl-2,1,3-benzothiadiazol-4-amine

HRID 353698Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 353698
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2=[N:6][S:7][N:8]=[C:4]2[C:3]=1[N+:12]([O-])=O.C(O)C.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:12][C:3]1[C:4]2[C:5](=[N:6][S:7][N:8]=2)[C:9]([CH3:11])=[CH:10][C:2]=1[CH3:1]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 24489Sodium DithioniteHCID 235115395,7-Dimethyl-4-nitro-2,1,3-benzothiadiazole

Produkt 1

HCID 120599585,7-Dimethyl-2,1,3-benzothiadiazol-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

5,7-Dimethyl-4-nitro-2,1,3-benzothiadiazole (20 g) is warmed to ebullition in water (2.2 l) and ethanol (2.2 l) and sodium dithionite is added portionwise (strongly exothermic reaction). The reaction mixture is immediately cooled in an ice bath and extracted with ethyl acetate. The organic phase is concentrated by evaporation and the residue recrystallised in water to give 4-amino-5,7-dimethyl-2,1,3-benzothiadiazole. Mp=113-114°.

Aufarbeitung

  1. customstrongly exothermic reaction)
  2. temperatureThe reaction mixture is immediately cooled in an ice bath
  3. extractionextracted with ethyl acetate
  4. concentrationThe organic phase is concentrated by evaporation
  5. customthe residue recrystallised in water

Quellen und Nachweise

ORD-Eintrag
ord-e5e7b9d1e022410698d2ae555157909d
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06756367B2

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