海萝胶 → 4-Bromo-2-(4,5-dihydroisoxazol-3-yl)-3-methylbenzenesulfonyl chloride

HRID 1444926

反应方程式

HRID 1444926 反应方程式
[Br:1][C:2]1[CH:8]=[CH:7][C:5](N)=[C:4]([C:9]2[CH2:13][CH2:12][O:11][N:10]=2)[C:3]=1[CH3:14].[ClH:15].N([O-])=O.[Na+].[S:20](=[O:22])=[O:21]>C(O)(=O)C.O.[Cu](Cl)Cl>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([S:20]([Cl:15])(=[O:22])=[O:21])=[C:4]([C:9]2[CH2:13][CH2:12][O:11][N:10]=2)[C:3]=1[CH3:14]

参与物

8

反应物 4

HCID 313海萝胶HCID 1119二氧化硫HCID 9813747Benzenamine, 4-bromo-2-(4,5-dihydro-3-isoxazolyl)-3-methyl-HCID 23668193亚硝酸钠

产物 1

HCID 187572534-Bromo-2-(4,5-dihydroisoxazol-3-yl)-3-methylbenzenesulfonyl chloride

试剂、催化剂与溶剂 3

HCID 24014氯化铜催化剂HCID 176醋酸溶剂2 次HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂2 次

反应条件

温度
5 °C

实验过程

At 15° C., a solution of 9 g (35 mmol) of 4-bromo-2-(4,5-dihydro-isoxazol-3-yl)-3-methylaniline in 50 ml of glacial acetic acid is added to 15 ml of conc. hydrochloric acid. At 5-10° C., a solution of 2.44 g (35 mmol) of sodium nitrite in 10 ml of water is then added dropwise, and the mixture is stirred at 5° C. for 1 hour. This solution is then added dropwise at room temperature to a mixture of a solution of 47 g (0.74 mol) of sulfur dioxide in 100 ml of glacial acetic acid and a solution of 2.23 g (13 mmol) of copper(II) chloride in 5 ml of water. The mixture is stirred at room temperature for 1 hour and then poured onto 300 ml of ice-water and extracted with methylene chloride. The organic phase is washed with water, dried with magnesium sulfate and concentrated.

后处理

  1. stirringThe mixture is stirred at room temperature for 1 hour
  2. extractionextracted with methylene chloride
  3. washThe organic phase is washed with water
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated

来源与证据

ORD记录
ord-c90adab67499449aad0e4b8b78d5d4c3
来源数据集
uspto-grants-2010_02
专利号
US07663001B2

关联笔记

加载中…