海萝胶 → N,N-Dimethyl-2-cyano-3-difluoromethoxyphenylsulfonamide

HRID 1983985

反应方程式

HRID 1983985 反应方程式
[C:1]([C:3]1[C:8]([O:9][CH:10]([F:12])[F:11])=[CH:7][CH:6]=[CH:5][C:4]=1[S:13](Cl)(=[O:15])=[O:14])#[N:2].[CH3:17][NH:18][CH3:19].C(=O)([O-])[O-].[Na+].[Na+].Cl>O1CCCC1.O>[CH3:17][N:18]([CH3:19])[S:13]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([O:9][CH:10]([F:12])[F:11])[C:3]=1[C:1]#[N:2])(=[O:15])=[O:14]

参与物

7

反应物 4

HCID 313海萝胶HCID 674二甲胺HCID 10340Carbonic acid sodium salt (1:2)HCID 581007672-Cyano-3-difluoromethoxyphenylsulfonyl chloride

产物 1

HCID 11492812N,N-Dimethyl-2-cyano-3-difluoromethoxyphenylsulfonamide

试剂、催化剂与溶剂 2

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HCID 8028四氢呋喃溶剂

实验过程

To a solution of 0.65 g (2.4 mmol) of purified 2-cyano-3-difluoromethoxyphenylsulfonyl chloride in 20 ml of tetrahydrofuran a solution of 274 mg (2.4 mmol) of dimethylamine and 510 mg of sodium carbonate in 15 ml of water was added at room temperature. The reaction mixture was stirred at room temperature for 5 minutes before water was added. The aqueous phase was acidified to pH=1 using hydrochloric acid (10% strength by weight, aqueous solution). The aqueous phase was then extracted three times with dichloromethane. The combined organic extracts were dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo and the resulting residue was triturated with methyl tert-butyl ether. Yield: 0.53 g (79% of theory) of the title compound having a melting point of 100-102° C.

后处理

  1. additionwas added
  2. extractionThe aqueous phase was then extracted three times with dichloromethane
  3. dry with materialThe combined organic extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe resulting residue was triturated with methyl tert-butyl ether

来源与证据

ORD记录
ord-e6bb020b71574b2384e27235b85943e0
来源数据集
uspto-grants-2009_06
专利号
US07544637B2

关联笔记

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