Synthesis and tautomeric studies of enamines from 1-(n-Hexyl)-3-methyl-2- pyrazolin-5-one

Julio Belmar; Fredy R. Pérez; Joel Alderete; Celia Zúñiga

doi:10.1590/S0103-50532005000200009

Synthesis and tautomeric studies of enamines from 1-(n-Hexyl)-3-methyl-2- pyrazolin-5-one

Julio Belmar, Fredy R. Pérez, Joel Alderete, Celia Zúñiga

Research output: Contribution to journal › Article in an indexed scientific journal › peer-review

12 Scopus citations

Abstract

1-(n-Hexyl)-3-methyl-2-pyrazolin-5-one was acylated with acid chlorides. Condensation of acyl derivatives with primary amines afforded enamines. According to the ¹H and ¹³C NMR data, the acyl derivatives have mainly a 4-acylpyrazol-5-ol structure with intramolecular hydrogen bond, and the 4-aminomethylene derivatives exist predominantly in the enamine form stabilized by the same type of interaction.

Original language	English
Pages (from-to)	179-189
Number of pages	11
Journal	Journal of the Brazilian Chemical Society
Volume	16
Issue number	2
DOIs	https://doi.org/10.1590/S0103-50532005000200009
State	Published - 2005
Externally published	Yes

Keywords

Acylation
Acylpyrazolones
Alkylpyrazolones
Enamines
Pyrazolones

Access to Document

10.1590/S0103-50532005000200009

Cite this

@article{47838e664dbb44dfad3fdee432fe40c0,

title = "Synthesis and tautomeric studies of enamines from 1-(n-Hexyl)-3-methyl-2- pyrazolin-5-one",

abstract = "1-(n-Hexyl)-3-methyl-2-pyrazolin-5-one was acylated with acid chlorides. Condensation of acyl derivatives with primary amines afforded enamines. According to the 1H and 13C NMR data, the acyl derivatives have mainly a 4-acylpyrazol-5-ol structure with intramolecular hydrogen bond, and the 4-aminomethylene derivatives exist predominantly in the enamine form stabilized by the same type of interaction.",

keywords = "Acylation, Acylpyrazolones, Alkylpyrazolones, Enamines, Pyrazolones",

author = "Julio Belmar and P{\'e}rez, {Fredy R.} and Joel Alderete and Celia Z{\'u}{\~n}iga",

year = "2005",

doi = "10.1590/S0103-50532005000200009",

language = "Ingl{\'e}s",

volume = "16",

pages = "179--189",

journal = "Journal of the Brazilian Chemical Society",

issn = "0103-5053",

publisher = "Sociedade Brasileira de Quimica",

number = "2",

}

TY - JOUR

T1 - Synthesis and tautomeric studies of enamines from 1-(n-Hexyl)-3-methyl-2- pyrazolin-5-one

AU - Belmar, Julio

AU - Pérez, Fredy R.

AU - Alderete, Joel

AU - Zúñiga, Celia

PY - 2005

Y1 - 2005

N2 - 1-(n-Hexyl)-3-methyl-2-pyrazolin-5-one was acylated with acid chlorides. Condensation of acyl derivatives with primary amines afforded enamines. According to the 1H and 13C NMR data, the acyl derivatives have mainly a 4-acylpyrazol-5-ol structure with intramolecular hydrogen bond, and the 4-aminomethylene derivatives exist predominantly in the enamine form stabilized by the same type of interaction.

AB - 1-(n-Hexyl)-3-methyl-2-pyrazolin-5-one was acylated with acid chlorides. Condensation of acyl derivatives with primary amines afforded enamines. According to the 1H and 13C NMR data, the acyl derivatives have mainly a 4-acylpyrazol-5-ol structure with intramolecular hydrogen bond, and the 4-aminomethylene derivatives exist predominantly in the enamine form stabilized by the same type of interaction.

KW - Acylation

KW - Acylpyrazolones

KW - Alkylpyrazolones

KW - Enamines

KW - Pyrazolones

UR - http://www.scopus.com/inward/record.url?scp=20444418115&partnerID=8YFLogxK

U2 - 10.1590/S0103-50532005000200009

DO - 10.1590/S0103-50532005000200009

M3 - Artículo en revista científica indexada

AN - SCOPUS:20444418115

SN - 0103-5053

VL - 16

SP - 179

EP - 189

JO - Journal of the Brazilian Chemical Society

JF - Journal of the Brazilian Chemical Society

IS - 2

ER -

Synthesis and tautomeric studies of enamines from 1-(n-Hexyl)-3-methyl-2- pyrazolin-5-one

Abstract

Keywords

Access to Document

Fingerprint

Cite this