Bromine → 2-Amino-1,3-benzothiazole-7-carboxylic acid

HRID 1959792Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1959792
[NH:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])[C:2]([NH2:4])=[S:3].BrBr>C(Cl)(Cl)Cl>[NH2:4][C:2]1[S:3][C:6]2[C:7]([C:8]([OH:10])=[O:9])=[CH:11][CH:12]=[CH:13][C:5]=2[N:1]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 8205751-(3-Carboxyphenyl)-2-thiourea

Produkt 1

HCID 202855902-Amino-1,3-benzothiazole-7-carboxylic acidAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a suspension of 3-thioureidobenzoic acid (1.06 g, 5.41 mmol) in chloroform (25 mL) was added a solution of bromine (0.4 mL, 8.0 mmol) dropwise at room temperature. The resulting mixture was heated under reflux for 3 hrs and allowed to stir at room temperature for 60 hrs. The solvent was evaporated, water was added and the resulting solids were isolated by filtration. The crude product was washed with water and dried to yield 1.03 g (98%) of the title compound as a gray solid.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 3 hrs
  3. customThe solvent was evaporated
  4. additionwater was added
  5. customthe resulting solids were isolated by filtration
  6. washThe crude product was washed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d3edf496817045ab9b044d97f53fa9e3
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410272B2

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