Water → 2,1,3-Benzothiadiazol-5-amine

HRID 987850

Reaktionsgleichung

Reaktionsgleichung von HRID 987850
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]2=[N:8][S:9][N:10]=[C:6]2[CH:5]=1)([O-])=O.Cl[Sn]Cl.O>O1CCOCC1.C(O)C>[NH2:1][C:4]1[CH:12]=[CH:11][C:7]2=[N:8][S:9][N:10]=[C:6]2[CH:5]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 24479Stannous ChlorideHCID 2978975-Nitro-2,1,3-benzothiadiazole

Produkt 1

HCID 3143132,1,3-Benzothiadiazol-5-amineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 5-nitrobenzo-2,1,3-thiadiazole in a mixture of dioxane (22 mL) and ethanol (22 mL) at RT added solid SnCl2 followed by addition of water (1 mL). The reaction mixture was warmed up to 50° C. and stirred for 10 min, cooled to RT, concentrated and partitioned between ethyl acetate/1 N NaOH. The organic layer was washed with 1N NaOH, water, brine, dried over MgSO4 and charcoal. Evaporation of the solvent gave 5-aminobenzo-2,1,3-thiadiazole as a yellow powder (3.0 g, 88%).

Aufarbeitung

  1. temperaturecooled to RT
  2. concentrationconcentrated
  3. custompartitioned between ethyl acetate/1 N NaOH
  4. washThe organic layer was washed with 1N NaOH, water, brine
  5. dry with materialdried over MgSO4 and charcoal
  6. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-906f34e5e0be4bb6a5f495b13d0279bb
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06632829B2

Verknüpfte Notizen

Wird geladen…