Potassium Carbonate → 7-Nitro-1,3-benzothiazol-2-amine

HRID 2235498Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2235498
[N+:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH2:13])=[S:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].BrBr.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)(Cl)Cl.O>[N+:1]([C:4]1[C:5]2[S:12][C:11]([NH2:13])=[N:10][C:6]=2[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 24408BromineHCID 2754758(3-Nitrophenyl)thiourea

Produkt 1

HCID 43257247-Nitro-1,3-benzothiazol-2-amineAusbeute 51,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 5943Carbon TetrachlorideLösungsmittel2×

Versuchsvorschrift

To 0.60 g (3.0 mmol) of (3-nitrophenyl)thiourea in 25 mL of carbon tetrachloride was added 0.17 mL (3.4 mmol) of bromine in 10 mL of carbon tetrachloride dropwise over 1 h. The mixture was heated to reflux for 18 h, cooled to room temperature and the precipitate that formed was collected by filtration. The precipitate was slurried in glacial acetic acid and the solids were collected by filtration. The solids thus obtained were slurried in water and saturated potassium carbonate was added until the pH was about 9. The free base was collected by filtration to give 0.30 g (51%) of the title compound as a light orange solid.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 18 h
  3. customthe precipitate that formed
  4. filtrationwas collected by filtration
  5. filtrationthe solids were collected by filtration
  6. customThe solids thus obtained
  7. filtrationThe free base was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-50d2f6438b6149d9a13e9cc78b5d1609
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07714009B2

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