O-Toluidine → (2,6-Dimethyl-phenyl)-{1-[6-(1-o-tolylimino-ethyl)-pyridin-2-yl]-ethylidene}-amine

HRID 707727Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 707727
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]=[C:10]([C:12]1[N:17]=[C:16]([C:18](=O)[CH3:19])[CH:15]=[CH:14][CH:13]=1)[CH3:11].[C:21]1([CH3:28])[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[NH2:27]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]=[C:10]([C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([C:18](=[N:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[CH3:28])[CH3:19])[N:17]=1)[CH3:11]

Komponenten

4

Edukt 2

HCID 7242O-ToluidineHCID 220656241-{6-[(1E)-N-(2,6-Dimethylphenyl)ethanimidoyl]pyridin-2-yl}ethan-1-one

Produkt 1

HCID 58602339(2,6-Dimethyl-phenyl)-{1-[6-(1-o-tolylimino-ethyl)-pyridin-2-yl]-ethylidene}-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

5.0 g (0.0188 mol) of 1-{6-[1-(2,6-Dimethyl-phenylimino)-ethyl]-pyridin-2-yl}-ethanone 1 (5.0 g, 0.0188 mol), 2.62 g (0.02445 mol) of ortho-tolylamine 5, 100 g of fresh molecular sieves, and 100 ml of toluene were kept at 100° C. for 3 days under the flow of nitrogen. The solvent was removed in a rotary evaporator and the residue was recrystallized from 20 ml of ethanol. The yield of (2,6-dimethyl-phenyl)-{1-[6-(1-o-tolylimino-ethyl)-pyridin-2-yl]-ethylidene}-amine 4 was 4.74 g (71%) as a yellow solid.

Aufarbeitung

  1. customThe solvent was removed in a rotary evaporator
  2. customthe residue was recrystallized from 20 ml of ethanol

Quellen und Nachweise

ORD-Eintrag
ord-e7ce282ea7ed4cbe9457167ee692de99
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09175104B2

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