Hydrochloric Acid → N,N-Dimethyl-2-cyano-3-difluoromethoxyphenylsulfonamide

HRID 229936

反応式

HRID 229936 の反応式
[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]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 10340Sodium CarbonateHCID 581007672-Cyano-3-difluoromethoxyphenylsulfonyl chloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-60568919defe4ae49f601bc989e84393
出典データセット
uspto-grants-2009_07
特許番号
US07563921B2

関連ノート

読み込み中…