Sodium Hydroxide → 4-Bromo-7-chloro-3-(4-chloro-benzenesulfonyl)-quinoline

HRID 561045ノート

反応式

HRID 561045 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](O)=[C:7]([S:12]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)(=[O:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.O(Br)[Br:24].[P+5].[OH-].[Na+]>C(Cl)(Cl)Cl.C(N(CC)CC)C.O>[Br:24][C:6]1[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:9]=[CH:8][C:7]=1[S:12]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13]

参加物

7

反応物 3

HCID 14798Sodium HydroxideHCID 178419731HCID 178419731、化合物HCID 178527342HCID 178527342、化合物

生成物 1

HCID 670001544-Bromo-7-chloro-3-(4-chloro-benzenesulfonyl)-quinoline収率 77%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

A mixture of 7-chloro-3-(4-chloro-benzenesulfonyl)-quinolin-4-ol (0.5 g, 1.41 mmol) and phosphorus(V) oxybromide (1.2 g, 4.2 mmol) in chloroform (30 ml) and triethylamine (1 ml) was refluxed for 6 hours. The reaction mixture was diluted with water (30 ml) and the pH was adjusted to 10 with aqueous sodium hydroxide solution. The organic layer was separated, dried over sodium sulfate, filtered, and concentrated in vacuo. The obtained crude product was purified by crystallization from diethyl ether to obtain 0.45 g of the title compound in 77% yield.

後処理

  1. temperaturewas refluxed for 6 hours
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe obtained crude product
  7. customwas purified by crystallization from diethyl ether

出典と根拠

ORDレコード
ord-04010ee87e9b40d597c275db2c18b120
出典データセット
uspto-grants-2011_11
特許番号
US08063220B2

反応ノート

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