Isopropanol → 5,7-Dimethyl-imidazo[1,2-f]phenanthridine

HRID 338198

반응식

HRID 338198 반응식
C[C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[C:11]([CH:12]([NH2:17])[N:13](C)[C:14]=2[CH:15]=1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[C:18](Cl)(=O)C.C(=O)(O)[O-].[Na+].C(Cl)Cl.[CH:30](O)([CH3:32])[CH3:31]>O>[CH3:31][C:30]1[C:32]2[N:13]3[CH:14]=[CH:15][N:17]=[C:12]3[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[C:5]=2[CH:4]=[C:3]([CH3:2])[CH:18]=1

참가 물질

7

반응물 5

HCID 3776IsopropanolHCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 574535493,5-Dimethyl-6-phenanthridinamine

생성물 1

HCID 581626885,7-Dimethyl-imidazo[1,2-f]phenanthridine수율 40%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3,5-Dimethyl-6-phenanthridinamine (8.6 g, 39 mmol), a 50% solution of acetyl chloride (4.6 g, 58 mmol) in water, sodium bicarbonate (6.5 g, 77.4 mmol) in 258 mL of isopropyl alcohol were heated to reflux for 40 hours. After cooling the crude product was dissolve into methylene chloride and vacuum filtered. The filtrate was concentrated and the crude product was crystallized in methylene chloride and ethyl acetate mixture. The pure product was collected by vacuum filtration to give 5,7-dimethyl-imidazo[1,2-f]phenanthridine) (3.8 g, 40% yield) as determined by NMR.

후처리

  1. temperatureto reflux for 40 hours
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated
  4. customthe crude product was crystallized in methylene chloride
  5. filtrationThe pure product was collected by vacuum filtration

출처 및 근거

ORD 기록
ord-c4ce273c0aec4a1da004829bdfde624c
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889864B2

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