Реакция #1162706

Уравнение реакции

diethyl 1-[5-(N-ethylaminocarbonylmethyl)-1-oxoindan-2-yl]imidazole-2,4-dicarboxylate

ammonium acetate

→

ethyl 8-(N-ethylaminocarbonylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate

Выход 63.4%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Температураis heated
2. 2
   Температураat reflux for 3 hours
3. 3
   ДругоеThe reaction mixture is evaporated on a rotary evaporator, 250 ml of distilled water
4. 4
   workup.ADDITIONare added to the evaporation residue
5. 5
   Фильтрацияthe residue is filtered
6. 6
   ДругоеThe solid obtained
7. 7
   Промывкаis washed with distilled water a number of times
8. 8
   Другоеdried in an oven

Методика

A mixture of 3.9 g of diethyl 1-[5-(N-ethylaminocarbonylmethyl)-1-oxoindan-2-yl]imidazole-2,4-dicarboxylate, 33.4 g of ammonium acetate and 200 ml of acetic acid is heated at reflux for 3 hours. The reaction mixture is evaporated on a rotary evaporator, 250 ml of distilled water are added to the evaporation residue and the residue is filtered. The solid obtained is washed with distilled water a number of times and dried in an oven. 2.2 g of ethyl 8-(N-ethylaminocarbonylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate are obtained in the form of a light-brown solid melting above 300° C. (1H NMR spectrum in d6-DMSO, T=300K, δ in ppm (300 MHz): 1.05 (3H, t, J=6 Hz, CH3), 1.40 (3H, t, J=6 Hz, CH3), 3.12 (2H, m, NCH2), 3.48 (2H, s, CH2CO), 4.05 (2H, s, CH2), 4.40 (2H, q, J=6 Hz, CH2O), 7.32 (1H, d, J=8 Hz, arom. CH), 7.42 (1H, s, arom. CH), 7.83 (1H, d, J=8 Hz, arom. CH), 8.10 (1H, t, J=5 Hz, NH), 8.60 (1H, s, imidazole H)).

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