Naphthalic anhydride, 3-nitro- → 2-Benzyloxy-5-nitro-benzo[de]isoquinoline-1,3-dione

HRID 278953ノート

反応式

HRID 278953 の反応式
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:11]1[CH:20]=[C:19]2[C:21]([O:23][C:24](=O)[C:17]3=[C:18]2[C:13](=[CH:14][C:15]([N+:26]([O-:28])=[O:27])=[CH:16]3)[CH:12]=1)=[O:22]>N1C=CC=CC=1>[CH2:2]([O:9][N:10]1[C:24](=[O:23])[C:17]2[CH:16]=[C:15]([N+:26]([O-:28])=[O:27])[CH:14]=[C:13]3[C:18]=2[C:19](=[CH:20][CH:11]=[CH:12]3)[C:21]1=[O:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 18194Naphthalic anhydride, 3-nitro-HCID 102312Benzyloxyamine hydrochloride

生成物 1

HCID 226240482-Benzyloxy-5-nitro-benzo[de]isoquinoline-1,3-dione収率 91%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

O-Benzyl hydroxylamine hydrochloride (0.8 g, 6.5 mmol) was added to a suspension of 3-nitro-1,8-naphthalic anhydride (1.0 g, 4.1 mmol) in pyridine (20 mL). The mixture was refluxed for 3 hours and concentrated in vacuo. The solid residue obtained was purified by column chromatography (silica gel using 2% methanol in chloroform). Fractions containing the target compound were combined, concentrated, and dried to give 1.3 g of the title compound, mp 239-241° C.;

後処理

  1. temperatureThe mixture was refluxed for 3 hours
  2. concentrationconcentrated in vacuo
  3. customThe solid residue obtained
  4. customwas purified by column chromatography (silica gel using 2% methanol in chloroform)
  5. additionFractions containing the target compound
  6. concentrationconcentrated
  7. customdried

出典と根拠

ORDレコード
ord-2fd14b6207ab401d88f06209aa77f59b
出典データセット
uspto-grants-2002_03
特許番号
US06362181B1

反応ノート

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