Hydrochloric Acid → HCID 67046796, Verbindung

HRID 1438388Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1438388
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].N1C=C[CH:12]=[CH:11][CH:10]=1.[CH3:15][S:16](Cl)(=[O:18])=[O:17].[Cl-].[Cl-].[Cl-].[Al+3].C(Cl)(=[O:26])C.Cl>C(Cl)Cl.C1(C)C=CC=CC=1.O>[CH3:1][C:2]1[CH:8]=[C:7]([C:10](=[O:26])[CH2:11][CH3:12])[CH:6]=[CH:5][C:3]=1[NH:4][S:16]([CH3:15])(=[O:18])=[O:17]

Komponenten

10

Edukt 6

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6367Acetyl chlorideHCID 7242O-ToluidineHCID 31297Methanesulfonyl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 67046796HCID 67046796, VerbindungAusbeute 43,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-methylaniline (2.2 g, 20 mmol, purchased from TCl) in pyridine (1.7 ml. 1.7 g, 21.4 mmol) and DCM (85 ml), methanesulfonyl chloride (1.6 ml, 2.3 g, 20 mmol) was added dropwise over 10 minutes at 0° C. The reaction mixture was stirred at room temperature for 1 hour. After cooling to 0° C., aluminum trichloride (6.8 g, 51 mmol) was added to the reaction mixture carefully. Then acetyl chloride (1.9 g, 20 mmol) was added dropwise over 15 minutes. The reaction mixture was diluted with toluene (25 ml) and poured into 2 M HCl aqueous solution (500 ml) with stirring at 0° C. The precipitates were filtered,washed with water and dried in vacuo to afford the title compound (2.1 g, 43%) as yellow solids.

Aufarbeitung

  1. temperatureAfter cooling to 0° C.
  2. stirringwith stirring at 0° C
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a2aa513e62a8444a9972517ce52a7586
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07622589B2

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