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

HRID 1097149

反応式

HRID 1097149 の反応式
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

参加物

7

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9a05a958f06647c7959095b46887e3d9
出典データセット
uspto-grants-2012_03
特許番号
US08142909B2

関連ノート

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