2-Amino-4-methylpyridine → 2-(4-Methylpyridin-2-yl)-3-oxo-3h-benzo[d]isothiazole

HRID 53681

Reaktionsgleichung

Reaktionsgleichung von HRID 53681
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.Cl[S:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13](Cl)=[O:14]>N1C=CC=CC=1>[CH3:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:1]2[C:13](=[O:14])[C:12]3[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=3[S:10]2)[CH:7]=1

Komponenten

4

Edukt 2

HCID 15332-Amino-4-methylpyridineHCID 109107152-(Chlorothio)-benzoyl chloride

Produkt 1

HCID 158713272-(4-Methylpyridin-2-yl)-3-oxo-3h-benzo[d]isothiazoleAusbeute 37,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Using the method of Fischer and Hurni (Arzneimittel Forsch., 1964;14:1301) 5.4 g (0.05 mol) of 2-amino-4-methylpyridine in 50 mL of pyridine at 10° C. was reacted with 10.3 g (0.05 mol) of 2-chlorosulfenylbenzoyl chloride. The mixture was heated to 50° C. and maintained at that temperature for 2 hours. The mixture was cooled to 25° C. and filtered. The solid was recrystallized from benzene to give 4.5 g of the title compound, mp 195°-196.5° C.

Aufarbeitung

  1. customat 10° C.
  2. temperaturemaintained at that temperature for 2 hours
  3. temperatureThe mixture was cooled to 25° C.
  4. filtrationfiltered
  5. customThe solid was recrystallized from benzene

Quellen und Nachweise

ORD-Eintrag
ord-8f4611026b47474397984ac5a0b55c1e
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620997

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