反応 #3594

反応方程式

4-[(2-methylbenzoyl)amino]benzoyl chloride

1,1'-carbonyldiimidazole

4,5-dihydropyrrolo-[1,2-a]-quinoxaline

→

desired product

収率 34.4%

2-Methyl-N-[4-(pyrrolo[1,2-a]quinoxalin-5(4H)-ylcarbonyl)phenyl]benzamide

収率 34.4%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度by heating
2. 2
   温度at reflux for 60 hours
3. 3
   濃縮The volatiles are concentrated in vacuo to a residue which
4. 4
   workup.DISSOLUTIONis dissolved in ethyl acetate
5. 5
   洗浄The organic layer is washed with 1N HCl, 1M NaHCO3, brine
6. 6
   乾燥dried with Na2SO4
7. 7
   ろ過filtered through hydrous magnesium silicate
8. 8
   濃縮The volatiles are concentrated in vacuo to a residue which
9. 9
   その他is chromatographed by elution with 1:2 ethyl acetate-hexanes

実験手順

A mixture of 0.51 g of 4-[(2-methylbenzoyl)amino]benzoyl chloride and 0.36 g of 1,1'-carbonyldiimidazole in 6 ml of tetrahydrofuran is stirred at room temperature for 1 hour. To the reaction mixture is added 0.17 g of 4,5-dihydropyrrolo-[1,2-a]-quinoxaline followed by heating at reflux for 60 hours. The volatiles are concentrated in vacuo to a residue which is dissolved in ethyl acetate. The organic layer is washed with 1N HCl, 1M NaHCO3, brine, dried with Na2SO4 and filtered through hydrous magnesium silicate. The volatiles are concentrated in vacuo to a residue which is chromatographed by elution with 1:2 ethyl acetate-hexanes to give 0.14 g of the desired product as a white solid, m.p. 206°-207° C.;

出典