Triethylamine → N-cyclopropyl-3-trifluoromethylbenzylsulfonamide

HRID 476522

반응식

HRID 476522 반응식
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.C(N(CC)CC)C.[F:12][C:13]([F:26])([F:25])[C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=1)[CH2:17][S:18](Cl)(=[O:20])=[O:19]>C(Cl)Cl>[CH:1]1([NH:4][S:18]([CH2:17][C:16]2[CH:22]=[CH:23][CH:24]=[C:14]([C:13]([F:12])([F:25])[F:26])[CH:15]=2)(=[O:20])=[O:19])[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 69828CyclopropylamineHCID 27946463-(Trifluoromethyl)phenylmethanesulfonyl chloride

생성물 1

HCID 15615994N-cyclopropyl-3-trifluoromethylbenzylsulfonamide수율 92.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In this example, 5.3 g of cyclopropylamine is mixed with 9.4 g of triethylamine and then added dropwise to a solution containing 20 g of 3-trifluoromethylbenzylsulfonyl chloride in methylene chloride at 0° C. The resulting reaction mixture is stirred at room temperature (i.e., about 20°-25° C.) for 3 hours. The reaction mixture is washed with saturated aqueous ammonium chloride and then with aqueous 1 wt.% hydrochloric acid until it was neutral. The organic layer is separated, washed twice with 50 ml of aqueous saturated sodium chloride solution, dried over magnesium sulfate and then evaporated to dryness affording 20 g of N-cyclopropyl-3-trifluoromethylbenzylsulfonamide.

후처리

  1. additionadded dropwise to a solution
  2. customThe resulting reaction mixture
  3. washThe reaction mixture is washed with saturated aqueous ammonium chloride
  4. customThe organic layer is separated
  5. washwashed twice with 50 ml of aqueous saturated sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-8c78722a0a994ec08124fa80042d3719
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04885027

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