Phenol → 2-Hydroxy-9H-thioxanthen-9-one

HRID 41112

Reaktionsgleichung

Reaktionsgleichung von HRID 41112
[C:1]([OH:10])(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].S(=O)(=O)(O)O.[C:16]1([OH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[OH:22][C:16]1[CH:21]=[CH:20][C:19]2[S:4][C:3]3[C:2](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:1](=[O:10])[C:18]=2[CH:17]=1

Komponenten

5

Edukt 3

HCID 996PhenolHCID 1118Sulfuric AcidHCID 54432-Mercaptobenzoic Acid

Produkt 1

HCID 97945682-Hydroxy-9H-thioxanthen-9-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

16 g (103 mmol) thiosalicylic acid was slowly added to 150 mL concentrated sulfuric acid. The mixture is stirred for 5 minutes and 60 g (440 mmol) phenol was added over 30 minutes. The temperature rose to 60° C. The reaction was allowed to continue for 2 hours at 80° C. The reaction was allowed to cool down to room temperature and was added slowly to 3 l boiling water. The mixture was kept at the boiling point for 5 minutes. The mixture was allowed to cool down to room temperature. The precipitated 2-hydroxy-thioxanthen-9-on was isolated by filtration and dried. 14.1 g (63%) of 2-hydroxy-thioxanthen-9-on was isolated (m.p. 232-241° C.).

Aufarbeitung

  1. customrose to 60° C
  2. waitto continue for 2 hours at 80° C
  3. additionwas added slowly to 3 l
  4. waitThe mixture was kept at the boiling point for 5 minutes
  5. temperatureto cool down to room temperature

Quellen und Nachweise

ORD-Eintrag
ord-15f0e2379c1649a9a368f2866cef7f5d
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530510B2

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