p-Toluenesulfonic acid → HCID 86674240, Verbindung

HRID 707731

Reaktionsgleichung

Reaktionsgleichung von HRID 707731
[C:1]([C:4]1[N:9]=[C:8]([C:10](=O)[CH3:11])[CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH:13]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:17]=1[NH2:23])([CH3:15])[CH3:14].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)CC>[CH:13]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:17]=1[N:23]=[C:10]([C:8]1[N:9]=[C:4]([C:1](=[O:3])[CH3:2])[CH:5]=[CH:6][CH:7]=1)[CH3:11])([CH3:15])[CH3:14]

Komponenten

5

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 707902,6-DiacetylpyridineHCID 789206-Isopropyl-o-toluidine

Produkt 1

HCID 86674240HCID 86674240, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10311-PropanolLösungsmittel

Versuchsvorschrift

1-(6-Acetyl-pyridin-2-yl)-ethanone 2 (35.54 g, 0.22 mol), 25.0 g (0.168 mol) of 2-Isopropyl-6-methyl-phenylamine 14, 350 ml of n-propanol, and a few crystals of p-toluenesulfonic acid were stirred at room temperature for 36 h in a 500 ml flask under a flow of the nitrogen. The resultant yellow precipitate was filtered and washed by 20 ml of methanol. It was then dried at 1-mm vacuum overnight. The yield of 1-{6-[1-(2-Isopropyl-6-methyl-phenylimino)-ethyl]-pyridin-2-yl}-ethanone 15 was 13.35 g (27%) as a yellow solid.

Aufarbeitung

  1. filtrationThe resultant yellow precipitate was filtered
  2. washwashed by 20 ml of methanol
  3. dry with materialIt was then dried at 1-mm vacuum overnight

Quellen und Nachweise

ORD-Eintrag
ord-fe2da5511576423d8abec7f0d5365048
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09175104B2

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