p-Toluenesulfonic acid → 3,4-Dihydro-2H,6H-[1,3]thiazino[3,2-b]isoquinolin-6-one

HRID 1065492Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1065492
[SH:1][CH2:2][CH2:3][CH2:4][N:5]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[CH2:7][C:6]1=O.C1(C)C=CC(S(O)(=O)=O)=CC=1>ClC1C=CC=CC=1Cl>[O:11]=[C:10]1[C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[CH:7]=[C:6]2[S:1][CH2:2][CH2:3][CH2:4][N:5]12

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 12593121HCID 12593121, Verbindung

Produkt 1

HCID 1718613,4-Dihydro-2H,6H-[1,3]thiazino[3,2-b]isoquinolin-6-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Versuchsvorschrift

A mixture of 112 mg. of N-(3-mercaptopropyl)homophthalimide, 172 mg. of p-toluenesulfonic acid, and 4 ml. of o-dichlorobenzene was heated to 120° C. for 30 minutes. After cooling the reaction mixture, the solvent was distilled off from the reaction mixture under reduced pressure and the residue obtained was extracted with 50 ml. of benzene. The extract was washed with water, dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. By recrystallizing the residue thus obtained from isopropyl alcohol, 70 mg. of 6-oxo-3,4-dihydro-2H,6H-1,3-thiazino[3,2-b]isoquinoline was obtained.

Aufarbeitung

  1. additionA mixture of 112 mg
  2. temperatureAfter cooling the reaction mixture
  3. distillationthe solvent was distilled off from the reaction mixture under reduced pressure
  4. customthe residue obtained
  5. extractionwas extracted with 50 ml
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customBy recrystallizing the residue
  10. customthus obtained from isopropyl alcohol, 70 mg

Quellen und Nachweise

ORD-Eintrag
ord-8ae1093b21bc4c648540f48e1e8b4544
Quelldatensatz
uspto-grants-1982_05
Patentnummer
US04329455

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