Water → HCID 14281448、化合物

HRID 2231225ノート

反応式

HRID 2231225 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:16])[NH:7][C:8](=[O:15])[C:9]3[C:14]=2[C:13]=1[CH:12]=[CH:11][CH:10]=3.[H-].[Na+].[Br:19][CH2:20][CH2:21][CH2:22][CH2:23]Br.O>CN(C)C=O>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:16])[N:7]([CH2:23][CH2:22][CH2:21][CH2:20][Br:19])[C:8](=[O:15])[C:9]3[C:14]=2[C:13]=1[CH:12]=[CH:11][CH:10]=3

参加物

6

反応物 4

HCID 962WaterHCID 17204-Amino-1,8-naphthalimideHCID 80561,4-DibromobutaneHCID 24758Sodium hydride

生成物 1

HCID 14281448HCID 14281448、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A suspension of 10.6 g of 6-amino-1H-benz[de]-isoquinoline-1,3(2H)-dione in 250 ml of dimetnylformamide was stirred as 2.6 g of 50% sodium hydride in mineral oil was added. The initial orange suspension turned deep red in color. After ten minutes, a solution of 27 g of 1,4-dibromobutane in 50 ml of dimethylformamide was added. A slightly exothermic reaction was noted, and a deep red solution resulted. The mixture was then stirred at room temperature for sixteen hours, and drowned into 600 ml of cold water. A tarry brown precipitate was obtained, and on standing, bright yellow crystals developed in the supernatant. These were collected and recrystallized from aqueous alcohol to yield the pure title compound mp 175°-176° C. The brown precipitate required several recrystallizations from aqueous alcohol to afford more of the pure title compound.

後処理

  1. additionwas added
  2. waitAfter ten minutes
  3. customA slightly exothermic reaction
  4. customa deep red solution resulted
  5. customA tarry brown precipitate was obtained
  6. customThese were collected
  7. customrecrystallized from aqueous alcohol

出典と根拠

ORDレコード
ord-d4445d5846c54ad0b9e034338fae60ea
出典データセット
uspto-grants-1988_11
特許番号
US04782064

反応ノート

読み込み中…