O-Xylene → 7-Thia-2,4,5-triazatricyclo(6.4.0.0,2,6)dodeca-1(12),3,5,8,10-pentaene

HRID 461845

Reaktionsgleichung

Reaktionsgleichung von HRID 461845
[NH:1]([C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1)[NH2:2].[CH:12]([O-])([O-])OCC.C1(C)C(C)=CC=CC=1>C(O)C>[N:1]1[N:2]=[CH:12][N:7]2[C:6]3[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=3[S:4][C:3]=12

Komponenten

5

Edukt 3

HCID 7237O-XyleneHCID 119882-Benzothiazolinone, hydrazoneHCID 53630039Ethylorthoformate

Produkt 1

HCID 2545687-Thia-2,4,5-triazatricyclo(6.4.0.0,2,6)dodeca-1(12),3,5,8,10-pentaene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

2-Hydrazinobenzothiazole (125 grams; 0.76 mole), ethyl orthoformate (112.4 grams, 0.76 mole), and 2 liters of xylene were heated together with stirring in a three-necked 5-liter flask. An 8-inch column with a condenser was placed in one neck. The reaction was heated to 105° C. and soon all the solid had gone into solution and the solution turned red. Ethanol began to distill from the reaction and about 125 milliliters of it was collected before the reaction was stopped and allowed to cool to room temperature. The yellow precipitate was collected and triturated with diethyl ether. The s-triazolo(3,4-b)benzothiazole product thus obtained was recrystallized from chloroform, m.p. 174.5°-7° C.

Aufarbeitung

  1. customAn 8-inch column with a condenser was placed in one neck
  2. distillationto distill from the reaction and about 125 milliliters of it
  3. customwas collected before the reaction
  4. temperatureto cool to room temperature
  5. customThe yellow precipitate was collected
  6. customtriturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-32565a56ae524afb9e1860d1f9acf36f
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04064261

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