Reaktion #322768

Reaktionsgleichung

propargyl chloride

Sodium hydride

6-amino-2H-1,4-benzoxazin-3(4H)-one

Water

→

6-amino-4-(2-propynyl)-2H-1,4-benzoxazin-3(4H)-one

Ausbeute 58.5%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 6 hours
2. 2
   Extraktionwas then extracted with ethyl acetate
3. 3
   WaschenThe extract was washed with water
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated

Vorschrift

Sodium hydride (0.08 g) was suspended in dry N,N-dimethylformamide (3 ml), and the suspension was cooled to 0° C. While stirring, 6-amino-2H-1,4-benzoxazin-3(4H)-one (0.5 g) was portionwise added to the suspension at 0° C., and the resultant mixture was stirred at the same tempeature for 30 minutes. To the mixture, propargyl chloride (0.25 g) was dropwise added, and the mixture was stirred at room temperature for 6 hours. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The extract was washed with water, dried and concentrated to give 6-amino-4-(2-propynyl)-2H-1,4-benzoxazin-3(4H)-one (0.36 g). m.p., 260.1° C.

Quelle