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

HRID 229936

반응식

HRID 229936 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-60568919defe4ae49f601bc989e84393
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563921B2

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