2,3-Diaminopyridine → 2-(2'-Methoxy-4'-chlorosulfonyl-phenyl)-imidazo[4,5-b]pyridine hydrochloride

HRID 2309860

Reaktionsgleichung

Reaktionsgleichung von HRID 2309860
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([S:12]([Cl:15])(=[O:14])=[O:13])[CH:9]=[CH:8][C:4]=1[C:5](O)=O.NC1C=CC(C(O)=O)=C(OC)C=1.[NH2:28][C:29]1[C:34]([NH2:35])=[CH:33][CH:32]=[CH:31][N:30]=1>P(Cl)(Cl)(Cl)=O>[ClH:15].[CH3:1][O:2][C:3]1[CH:11]=[C:10]([S:12]([Cl:15])(=[O:14])=[O:13])[CH:9]=[CH:8][C:4]=1[C:5]1[NH:35][C:34]2[C:29]([N:28]=1)=[N:30][CH:31]=[CH:32][CH:33]=2

Komponenten

5

Edukt 3

HCID 99562,3-DiaminopyridineHCID 755994-Amino-o-anisic acidHCID 201845804-(Chlorosulfonyl)-2-methoxybenzoic acid

Produkt 1

HCID 201845172-(2'-Methoxy-4'-chlorosulfonyl-phenyl)-imidazo[4,5-b]pyridine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24813Phosphorus oxychlorideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Five grams of 2-methoxy-4-chlorosulfonyl-benzoic acid (prepared from 4-amino-2-methoxy-benzoic acid via the corresponding diazonium compound) were dissolved in 400 ml of phosphorus oxychloride and heated to 80° C. for 30 minutes. Then, 3.6 mg of 2,3-diaminopyridine were added, and the mixture was refluxed for four hours. The reaction mixture was concentrated by evaporation in vacuo and re-evaporated with toluene, and the solid residue was processed further without any other purification.

Aufarbeitung

  1. temperaturethe mixture was refluxed for four hours
  2. concentrationThe reaction mixture was concentrated by evaporation in vacuo
  3. customre-evaporated with toluene
  4. customthe solid residue was processed further without any other purification

Quellen und Nachweise

ORD-Eintrag
ord-5f3989f4c3714807afddf293f35354b6
Quelldatensatz
uspto-grants-1987_09
Patentnummer
US04696931

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