تفاعل #3594

معادلة التفاعل

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

1,1'-carbonyldiimidazole

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

→

desired product

المردود 34.4%

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

المردود 34.4%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةby heating
2. 2
   درجة الحرارةat reflux for 60 hours
3. 3
   تركيزThe volatiles are concentrated in vacuo to a residue which
4. 4
   workup.DISSOLUTIONis dissolved in ethyl acetate
5. 5
   غسيلThe organic layer is washed with 1N HCl, 1M NaHCO3, brine
6. 6
   تجفيفdried with Na2SO4
7. 7
   ترشيحfiltered through hydrous magnesium silicate
8. 8
   تركيزThe volatiles are concentrated in vacuo to a residue which
9. 9
   أخرىis chromatographed by elution with 1:2 ethyl acetate-hexanes

الإجراء التجريبي

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.;

المصدر