Triethylamine → N-cyclopropyl-3-trifluoromethylbenzylsulfonamide

HRID 476522

Reaktionsgleichung

Reaktionsgleichung von HRID 476522
[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

Komponenten

5

Edukt 3

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

Produkt 1

HCID 15615994N-cyclopropyl-3-trifluoromethylbenzylsulfonamideAusbeute 92,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-8c78722a0a994ec08124fa80042d3719
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04885027

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