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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707730Generated: October 25, 2026

o-Butyl-aniline → (1-{6-[1-(2-Butyl-phenylimino)-ethyl]-pyridin-2-yl}-ethylidene)-(2,6-dimethyl-phenyl)-amine

https://huagongshe.com/reaction/707730

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-Butyl-anilineHCID 75909—
Reactant1-{6-[(1E)-N-(2,6-Dimethylphenyl)ethanimidoyl]pyridin-2-yl}ethan-1-oneHCID 22065624—
SolventTolueneHCID 1140—
Product(1-{6-[1-(2-Butyl-phenylimino)-ethyl]-pyridin-2-yl}-ethylidene)-(2,6-dimethyl-phenyl)-amineHCID 86674616—

Reaction Steps

1-{6-[1-(2,6-Dimethyl-phenylimino)-ethyl]-pyridin-2-yl}-ethanone 1 (2.3 g, 0.0088 mol), 1.68 g (0.0244 mol) of 2-n-Butyl-phenylamine 12, 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 5 ml of ethanol. The yield of (1-{6-[1-(2-n-butyl-phenylimino)-ethyl]-pyridin-2-yl}-ethylidene)-(2,6-dimethyl-phenyl)-amine 11 was 2.60 g (76%) as a yellow solid. 13C NMR (500 MHz, CD2Cl2, TMS (selected signals)): δ 166.8 (C═N), 166.1 (C═N).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09175104B2
Source datasetuspto-grants-2015_11
ORD IDord-0d1f451836774c14ad0a14300d8f37d4
Source noteuspto-grants-2015_11