Phthalic Anhydride → 5-[2-[2-(Carboxy)benzoylamino]ethylthio]imidazo[1,2-a]pyridine

HRID 5444

Reaktionsgleichung

Reaktionsgleichung von HRID 5444
[NH2:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1.[C:14]1(=[O:24])[O:19][C:17](=[O:18])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12>C(Cl)(Cl)Cl>[C:17]([C:16]1[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=1[C:14]([NH:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1)=[O:24])([OH:19])=[O:18]

Komponenten

4

Edukt 2

HCID 6811Phthalic AnhydrideHCID 152293695-[2-(Amino)ethylthio]imidazo[1,2-a]pyridine

Produkt 1

HCID 233628395-[2-[2-(Carboxy)benzoylamino]ethylthio]imidazo[1,2-a]pyridineAusbeute 84,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine (1.12 g, 5.8 mmoles) in chloroform (58 ml) was added phthalic anhydride (1.12 g, 7.56 mmoles) and the mixture was stirred at room temperature for 14 hours and then heated at reflux for 5 hours. The reaction mixture was cooled by standing. The crystals precipitated were filtered off, washed with chloroform and dried to obtain 1.68 g of the desired product (84.8%, colorless crystals).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. temperatureThe reaction mixture was cooled
  4. customThe crystals precipitated
  5. filtrationwere filtered off
  6. washwashed with chloroform
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-201221c47b48468e8dcff804deda74d1
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05244908

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