2-Isopropylaniline → HCID 86674238, compound

HRID 1406595Notes

Reaction equation

HRID 1406595 reaction equation
[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].[CH:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[NH2:30])([CH3:23])[CH3:22]>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:30][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[CH:21]([CH3:23])[CH3:22])[CH3:19])[N:17]=1)[CH3:11]

Participants

4

Reactant 2

HCID 125612-IsopropylanilineHCID 220656241-{6-[(1E)-N-(2,6-Dimethylphenyl)ethanimidoyl]pyridin-2-yl}ethan-1-one

Product 1

HCID 86674238HCID 86674238, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1-{6-[1-(2,6-Dimethyl-phenylimino)-ethyl]-pyridin-2-yl}-ethanone 1 (5.0 g, 0.0188 mol), 3.30 g (0.0244 mol) of 2-isopropyl-phenylamine 9, 100 g of fresh molecular sieves, and 100 ml of toluene were kept at 100° C. for 3 days under a 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-(2-isopropyl-phenylimino)-ethyl]-pyridin-2-yl}-ethylidene)-amine 8 was 4.90 g (68%) as a yellow solid.

Workup

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

Sources & evidence

ORD record
ord-e520ac297f9744999cb67c527d4791ba
Source dataset
uspto-grants-2014_12
Patent number
US08916664B2

Reaction notes

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