2-(Cyclohexylthio)-1H-isoindole-1,3(2H)-dione → Phthalimide

HRID 435729

Reaktionsgleichung

Reaktionsgleichung von HRID 435729
C1(S[N:8]2[C:12](=[O:13])[C:11]3=[CH:14][CH:15]=[CH:16][CH:17]=[C:10]3[C:9]2=[O:18])CCCCC1>CCCCCCC>[C:12]1(=[O:13])[NH:8][C:9](=[O:18])[C:10]2=[CH:17][CH:16]=[CH:15][CH:14]=[C:11]12

Komponenten

3

Edukt 1

HCID 287772-(Cyclohexylthio)-1H-isoindole-1,3(2H)-dione

Produkt 1

HCID 6809Phthalimide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8900HeptaneLösungsmittel

Versuchsvorschrift

13.1 Grams (0.05 mole) of N-(cyclohexylthio)phthalimide and 6.9 grams (0.05 mole) of benzoyl thiol(thiobenzoic acid) in 150 ml of heptane are stirred overnight at room temperature. The precipitate is recovered by filtration, washed with carbon tetrachloride and dried. 7.3 Grams of phthalimide (m.p. 234° C) are obtained. The solvent is removed from the filtrate by evaporation under reduced pressure. 12 Grams (95% yield) of product, a light brown liquid, are obtained. The identity of the benzoylcyclohexyl disulfide is confirmed by GLC and NMR analyses. Analysis gives 25.51% sulfur compared to 25.45% sulfur calculated for C13H16OS2. Similarly, except N-(2-benzothiazolylthio)phthalimide is one reactant, there is obtained benzoyl-2-benzothiazolyl disulfide.

Aufarbeitung

  1. filtrationThe precipitate is recovered by filtration
  2. washwashed with carbon tetrachloride
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1f3f968f02cf4a27bffac25feb1237a1
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04006155

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