Reaction of alkyl- and arylamines with 2-(hydroxyimino)-3-oxobutanal

A. A. Yarofeeva; O. A. Tsutsura; T. A. Frolenko; E. S. Semichenko; A. A. Kondrasenko; G. A. Suboch

doi:10.1134/S1070428017010018

Reaction of alkyl- and arylamines with 2-(hydroxyimino)-3-oxobutanal

Authors: Yarofeeva A.A.¹, Tsutsura O.A.¹, Frolenko T.A.¹, Semichenko E.S.¹, Kondrasenko A.A.², Suboch G.A.¹
Affiliations:
1. Siberian State Technological University
2. Institute of Chemistry and Chemical Technology, Siberian Branch
Issue: Vol 53, No 1 (2017)
Pages: 1-5
Section: Article
URL: https://journals.rcsi.science/1070-4280/article/view/215577
DOI: https://doi.org/10.1134/S1070428017010018
ID: 215577

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Abstract

The condensation of 2-(hydroxyimino)-3-oxobutanal with primary aliphatic amines, cyclohexanamine, and amines containing an adamantane fragment afforded 4-(alkylamino)- and 4-(cyclohexylamino)-3- nitrosobut-3-en-2-ones. Analogous reaction with substituted anilines RC₆H₄NH₂ (R = H, 4-Me, 4-OMe, 4-NH₂, 4-Br, 4-I, 3-NO₂) led to the formation of 4-aryl-3-hydroxyiminobutan-2-ones.