Acetic Anhydride → 5,14-Dihydro-7-methylbenz[5,6]isoindolo[2,1-b]isoquinoline-8,13-dione

HRID 1762808ノート

反応式

HRID 1762808 の反応式
Cl.[CH2:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH:4]([C:12](O)=O)[NH:3]1.[C:15]1(=[O:26])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18](=[O:25])[CH:17]=[CH:16]1.[C:27](OC(=O)C)(=O)C>>[CH3:27][C:16]1[N:3]2[CH2:2][C:11]3[C:6]([CH2:5][C:4]2=[C:12]2[C:17]=1[C:18](=[O:25])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=1[C:15]2=[O:26])=[CH:7][CH:8]=[CH:9][CH:10]=3

参加物

4

反応物 3

HCID 7918Acetic AnhydrideHCID 85301,4-NaphthoquinoneHCID 27241351,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid hydrochloride

生成物 1

HCID 200397275,14-Dihydro-7-methylbenz[5,6]isoindolo[2,1-b]isoquinoline-8,13-dione

反応条件

温度
100 °C

実験手順

A mixture of 1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid hydrochloride (4.0 g) and 1,4-naphthoquinone (5.5 g) in acetic anhydride (115 ml) was heated at 100° C. with stirring for 5.5 hours. The reaction mixture was cooled and the green crystalline solid was collected by filtration, washed with acetic anhydride and ether and dried. Recrystallisation from acetic anhydride afforded the title compound (3.5 g), decomposes 240°-245° C. (cap.) without loss of crystalline form λmax (in ethanol) 245 (ε60,470), 265.5 (ε15,270) and 386 nm (ε7706).

後処理

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe green crystalline solid was collected by filtration
  3. washwashed with acetic anhydride and ether
  4. customdried
  5. customRecrystallisation from acetic anhydride

出典と根拠

ORDレコード
ord-b00a817c3405470cb6ad58123cfd598d
出典データセット
uspto-grants-1989_05
特許番号
US04835158

反応ノート

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