반응 #640633

반응 방정식

o-phenylenediamine

ethyl thiophene-2-glyoxylate

→

3(2-thienyl)quinoxalin-2(1 H)-one

수율 70.1%

용매

methanol

반응 조건

후처리

1. 1
   기타The precipitate formed during this time
2. 2
   기타was collected
3. 3
   세척washed with methanol
4. 4
   기타to give a crude yellow solid, which
5. 5
   기타was recrystallized from ethanol

실험 절차

A mixture of o-phenylenediamine (2.16 g, 20 mmol) and ethyl thiophene-2-glyoxylate (3.68 g, 20 mmol.) in anhydrous methanol (60 mL) was stirred at room temperature for 12 hours under nitrogen atmosphere. The precipitate formed during this time was collected and washed with methanol to give a crude yellow solid, which was recrystallized from ethanol to give pure 3(2-thienyl)quinoxalin-2(1 H)-one (3.2 g, 70%). 1 H NMR (400 MHz, DMSO-d6) δ 12.7 (s, 1 H), 8.39 (d, J=4.4 Hz, 1 H), 7.83 (d, J=5.2 Hz, 1 H), 7.77 (d, J=8.0 Hz, 1H), 7.50 (t, J=7.6 Hz, 1H), 7.35˜7.29 (m, 1 H), 7.22 (t, J=4.8 Hz, 1 H).

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