Hydrochloric Acid → HCID 40787308, Verbindung

HRID 1091901Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1091901
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH2:9].N1C=CC=CC=1.[F:16][C:17]([F:29])([F:28])[C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1.Cl>ClCCl.C(OCC)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][S:24]([C:21]1[CH:20]=[CH:19][C:18]([C:17]([F:16])([F:28])[F:29])=[CH:23][CH:22]=1)(=[O:26])=[O:25]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 97092,4-DifluoroanilineHCID 27773994-(Trifluoromethyl)benzenesulfonyl chloride

Produkt 1

HCID 40787308HCID 40787308, VerbindungAusbeute 34,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 2,4-difluoro-phenylamine (1, 2.09 mL, 20.7 mmol) in 13.04 mL of dichloromethane, pyridine (0.522 mL, 6.45 mmol) was added and the mixture was stirred under nitrogen for 20 minutes. 4-Trifluoromethyl-benzenesulfonyl chloride (2, 5.00 g, 20.4 mmol) was added slowly and the reaction was stirred overnight. The reaction mixture was treated with 2 mL of 1 M hydrochloric acid in diethyl ether and allowed to sit for 1 hour. The solid precipitate was filtered off, and the filtrate was extracted with 1 N aqueous hydrochloric acid followed by brine. The organic portion was dried over magnesium sulfate, filtered and the filtrate was concentrated under vacuum. The resulting solid was treated with dichloromethane, and the solid was collected and dried to provide the desired compound as a white solid (3, 2.383 g).

Aufarbeitung

  1. stirringthe reaction was stirred overnight
  2. waitto sit for 1 hour
  3. filtrationThe solid precipitate was filtered off
  4. extractionthe filtrate was extracted with 1 N aqueous hydrochloric acid
  5. dry with materialThe organic portion was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated under vacuum
  8. additionThe resulting solid was treated with dichloromethane
  9. customthe solid was collected
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b60114c823324ef28cdc2e160449991d
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08129404B2

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