Sodium Hydroxide → 2-(2,5-Dimethylthien-3-yl)imidazo[2,1-b]benzothiazole-3-acetic acid

HRID 36911

Reaktionsgleichung

Reaktionsgleichung von HRID 36911
CN(C)[C:3](=[O:24])[CH2:4][C:5]1[N:12]2[C:8]([S:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=32)=[N:7][C:6]=1[C:17]1[CH:21]=[C:20]([CH3:22])[S:19][C:18]=1[CH3:23].[OH-:26].[Na+]>COCCO>[CH3:23][C:18]1[S:19][C:20]([CH3:22])=[CH:21][C:17]=1[C:6]1[N:7]=[C:8]2[N:12]([C:5]=1[CH2:4][C:3]([OH:24])=[O:26])[C:11]1[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=1[S:9]2

Komponenten

4

Edukt 2

HCID 14798Sodium Hydroxide3×HCID 19936717N,N-dimethyl-2-(2,5-dimethylthien-3-yl)imidazo[2,1-b]benzothiazole-3-acetamide

Produkt 1

HCID 199367062-(2,5-Dimethylthien-3-yl)imidazo[2,1-b]benzothiazole-3-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80192-MethoxyethanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

14 g (0.0379 mole) of N,N-dimethyl-2-(2,5-dimethylthien-3-yl)imidazo[2,1-b]benzothiazole-3-acetamide and 350 ml of 2-methoxyethanol are introduced into a 1000 ml round-bottomed flask, the solution is heated to 100° C., 25 ml of a solution at 30% sodium hydroxide (0.189 mole) are added, the mixture is heated at boiling temperature for 30 minutes, a further 25 ml of 30% sodium hydroxide are added and the heating is maintained for 4 h. 25 ml of a solution at 30% sodium hydroxide are again added and the mixture is heated for a further 3 h. The solvents are evaporated under reduced pressure, the residue is taken up in 500 ml of water, the insoluble matter is separated by filtration and the pH of the filtrate is adjusted to 4 with acetic acid. A yellow precipitate is obtained which is separated by filtration and it is washed with water and then with diethyl ether. After crystallization from methanol, 9 g of light yellow crystals are obtained. Melting point: 249°-250° C.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. customfor 30 minutes
  3. temperaturethe heating is maintained for 4 h
  4. temperaturethe mixture is heated for a further 3 h
  5. customThe solvents are evaporated under reduced pressure
  6. customthe insoluble matter is separated by filtration
  7. customA yellow precipitate is obtained which
  8. customis separated by filtration and it
  9. washis washed with water
  10. customAfter crystallization from methanol, 9 g of light yellow crystals
  11. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-61e7e2f4a650410bb1ec34167efbcfec
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05418248

Verknüpfte Notizen

Wird geladen…