2-Aminothiophenol → 5-(2H-1,4-benzothiazin-3-yl)-3-nitropyrocatechol

HRID 274472

Reaktionsgleichung

Reaktionsgleichung von HRID 274472
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([OH:14])=[C:7]([OH:15])[CH:6]=1)=O.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[SH:23]>C(O)C>[S:23]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N:16]=[C:3]([C:5]2[CH:6]=[C:7]([OH:15])[C:8]([OH:14])=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=2)[CH2:2]1

Komponenten

4

Edukt 2

HCID 87132-AminothiophenolHCID 218455962-Bromo-1-(3,4-dihydroxy-5-nitro-phenyl)-ethanone

Produkt 1

HCID 1356653215-(2H-1,4-benzothiazin-3-yl)-3-nitropyrocatechol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2.78 g of 2-bromo-3',4'-dihydroxy-5'-nitroacetophenone, 1.51 g of 2-aminothiophenol and 50 ml of ethanol is heated to boiling under reflux for 1 hour. The reaction mixture is then cooled to room temperature, whereupon the crystals are removed by filtration under suction. There is obtained 5-(2H-1,4-benzothiazin-3-yl)-3-nitropyrocatechol of m.p. 302'-304° (from N,N-dimethylformamide/methanol).

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 1 hour
  3. customare removed by filtration under suction

Quellen und Nachweise

ORD-Eintrag
ord-02a3eab13ea74001bf3f545a1f30be11
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05389653

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