2,2,3-Tribromopropanal → 3-Bromo-8-iodo-6-nitro-quinoline

HRID 2421533ノート

反応式

HRID 2421533 の反応式
[I:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[Br:12][C:13](Br)([CH2:16]Br)[CH:14]=O>C(O)(=O)C>[Br:12][C:13]1[CH:14]=[N:4][C:3]2[C:5]([CH:16]=1)=[CH:6][C:7]([N+:9]([O-:11])=[O:10])=[CH:8][C:2]=2[I:1]

参加物

4

反応物 2

HCID 931082,2,3-TribromopropanalHCID 2226292-Iodo-4-nitroaniline

生成物 1

HCID 672145383-Bromo-8-iodo-6-nitro-quinoline

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
110 °C

実験手順

2-Iodo-4-nitroaniline (5.3 g) in acetic acid (40 ml) was treated with 2,2,3 tribromopropanal (5.9 g) and the mixture was heated at 110° C. for 2 h after which it was cooled to room temperature and filtered. The filtered solid was washed with diethyl ether, suspended in water and treated with saturated sodium hydrogen carbonate. Extraction with ethyl acetate, drying over sodium sulphate, filtration and evaporation under reduced pressure gave the desired product, 3-bromo-8-iodo-6-nitro-quinoline, as a yellow solid after chromatography (silica; hexane/ethyl acetate) (M+379).

後処理

  1. temperaturewas cooled to room temperature
  2. filtrationfiltered
  3. washThe filtered solid was washed with diethyl ether
  4. additiontreated with saturated sodium hydrogen carbonate
  5. extractionExtraction with ethyl acetate
  6. dry with materialdrying over sodium sulphate, filtration and evaporation under reduced pressure

出典と根拠

ORDレコード
ord-08471c38a077483687d36395e1161e86
出典データセット
uspto-grants-2011_06
特許番号
US07956188B2

反応ノート

読み込み中…