HCID 21256507, Verbindung → HCID 21256465, Verbindung

HRID 635867Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 635867
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]2[N:7]3[C:12]([CH2:13][OH:14])=[CH:11][N:10]=[C:8]3[S:9][C:5]=2[CH:4]=1>CN(C=O)C.C1(C)C=CC=CC=1.O=[Mn]=O>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]2[N:7]3[C:12]([CH:13]=[O:14])=[CH:11][N:10]=[C:8]3[S:9][C:5]=2[CH:4]=1

Komponenten

5

Edukt 1

HCID 21256507HCID 21256507, Verbindung

Produkt 1

HCID 21256465HCID 21256465, VerbindungAusbeute 95,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 14801Manganese dioxideKatalysatorHCID 1140TolueneLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 7-Methoxy-imidazo[2,1-b]benzothiazole-3-methanol (Formula M-2) (4.0 g) in DMF (25 mL) was diluted with toluene (200 mL) and the warm solution was treated with MnO2 (8.84 g). The suspension was azeotropically distilled for 4 hours, cooled to 50°, and filtered. The combined filtrate and toluene washes were concentrated and the concentrate was diluted with water. Precipitated 7-Methoxy-imidazo[2,1-b]benzothiazole-3-carboxaldehyde (Formula M-3) (3.8 g) was filtered and recrystallized from acetonitrile to yield pure 7-Methoxy-imidazo [2,1-b]benzothiazole-3-carboxaldehyde (Formula M-3) (3.79 g), m.p. 168-169°.

Aufarbeitung

  1. distillationThe suspension was azeotropically distilled for 4 hours
  2. temperaturecooled to 50°
  3. filtrationfiltered
  4. concentrationThe combined filtrate and toluene washes were concentrated
  5. additionthe concentrate was diluted with water
  6. filtrationPrecipitated 7-Methoxy-imidazo[2,1-b]benzothiazole-3-carboxaldehyde (Formula M-3) (3.8 g) was filtered
  7. customrecrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-48770c2edb9f48eb91e30ec5cd6ab74e
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06191124B1

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