2-Bromo-1-indanone → 2-phthalimidomethyl-8H-indeno[1,2-d]thiazole

HRID 356109

Reaktionsgleichung

Reaktionsgleichung von HRID 356109
Br[CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=O.[C:12]1(=[O:26])[N:16]([CH2:17][C:18]([NH2:20])=[S:19])[C:15](=[O:21])[C:14]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:13]12>C(O)(C)C>[C:15]1(=[O:21])[N:16]([CH2:17][C:18]2[S:19][C:2]3[CH2:10][C:9]4[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=4[C:3]=3[N:20]=2)[C:12](=[O:26])[C:13]2=[CH:25][CH:24]=[CH:23][CH:22]=[C:14]12

Komponenten

4

Edukt 2

HCID 1372032-Bromo-1-indanoneHCID 246961282-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide

Produkt 1

HCID 189409622-phthalimidomethyl-8H-indeno[1,2-d]thiazoleAusbeute 50,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

In 100 ml of isopropanol, 1.64 g of 2-bromo-1-indanone was dissolved. Then, 2.0 g of phthalimidothioacetamide was added, followed by heating under reflux for 6 hours. The precipitate thus formed was collected by filtration and then distributed between chloroform and a saturated aqueous solution of sodium bicarbonate. The organic layer was separated, washed successively with water and a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate. The solvent was then evaporated, whereby 1.3 g of 2-phthalimidomethyl-8H-indeno[1,2-d]thiazole was obtained.

Aufarbeitung

  1. temperatureby heating
  2. temperatureunder reflux for 6 hours
  3. customThe precipitate thus formed
  4. filtrationwas collected by filtration
  5. customThe organic layer was separated
  6. washwashed successively with water
  7. dry with materiala saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate
  8. customThe solvent was then evaporated

Quellen und Nachweise

ORD-Eintrag
ord-579db616259141bf9d77890262f0c176
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05834499

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