Diphenyl Ether → ETHYL 4-OXO-1,4-DIHYDROPYRROLO[1,2-B]PYRIDAZINE-3-CARBOXYLATE

HRID 347471노트

반응식

HRID 347471 반응식
C1(OC2C=CC=CC=2)C=CC=CC=1.[N:14]1([NH:19][CH:20]=[C:21]([C:27]([O:29]CC)=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:18]=[CH:17][CH:16]=[CH:15]1>>[O:29]=[C:27]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][NH:19][N:14]2[CH:15]=[CH:16][CH:17]=[C:18]12

참가 물질

3

반응물 2

HCID 7583Diphenyl EtherHCID 10015075HCID 10015075, 화합물

생성물 1

HCID 10104421ETHYL 4-OXO-1,4-DIHYDROPYRROLO[1,2-B]PYRIDAZINE-3-CARBOXYLATE수율 71%

반응 조건

온도
220 °C

실험 절차

A mixture of N-aminopyrrole (575 mg, 7.0 mmol, commercially available) and diethyl ethoxymethylenemalonate (1.82 g, 8.4 mmol) was heated at 125° C. for 2 hours to give crude diethyl 2-((1H-pyrrol-1-ylamino)methylene)malonate. To this intermediate was added diphenyl ether (2 mL). The reaction was put under nitrogen and heated at 220° C. for 2 hours, while allowing the ethanol formed in the reaction to be distilled off. The reaction was cooled to room temperature and purified by silica gel flash chromatography (eluted with 100% CH2Cl2) to give the title compound (1.03 g, 71%) as a yellow solid.

후처리

  1. customformed in the reaction
  2. distillationto be distilled off
  3. temperatureThe reaction was cooled to room temperature
  4. custompurified by silica gel flash chromatography (eluted with 100% CH2Cl2)

출처 및 근거

ORD 기록
ord-99fa87e0afcc4304a34620f75f7eb290
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173031B2

반응 노트

불러오는 중…