Reaktion #448508

Reaktionsgleichung

4-amino-3-pyridinol

N,N-diisopropylformamide dimethyl acetal

→

product

4-[[(Diisopropylamino)methylene]amino]-3-pyridinol

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated to 60°-70° C
2. 2
   workup.WAITAfter 90 minutes
3. 3
   Temperaturthe mixture was cooled to room temperature
4. 4
   Einengenconcentrated in vacuo
5. 5
   Sonstigechromatographed on silica using 10:90 CH3OH/ethyl acetate as an eluent
6. 6
   workup.ADDITIONThe fractions containing the desired product
7. 7
   Einengenconcentrated to a thick oil, which
8. 8
   SonstigeThis solid (5.3 g) was triturated with hexane three times

Vorschrift

A mixture of 4-amino-3-pyridinol (3.0 g), N,N-diisopropylformamide dimethyl acetal (9.54 g) and 15 ml dry toluene was stirred at room temperature for 18 hours and thereafter heated to 60°-70° C. After 90 minutes, the mixture was cooled to room temperature, concentrated in vacuo and chromatographed on silica using 10:90 CH3OH/ethyl acetate as an eluent. The fractions containing the desired product were combined and concentrated to a thick oil, which solidified on refrigeration. This solid (5.3 g) was triturated with hexane three times to provide the product as a white solid, m.p. 77°-79° C.

Quelle