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

HRID 561045노트

반응식

HRID 561045 반응식
[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]

참가 물질

7

반응물 3

HCID 14798Sodium HydroxideHCID 178419731HCID 178419731, 화합물HCID 178527342HCID 178527342, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 6212Chloroform용매HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-04010ee87e9b40d597c275db2c18b120
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063220B2

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