A mechanistic study of the ammonolysis of alkyl acetoacetates in water. Formation of 1,5-dimethyl-2,6,9- triazabicyclo[3.3.1]nonane-3,7-dione as the main product

R. Paredes, R. Abonia, J. Cadavid, Rodolfo Moreno-Fuquen, A. Jaramillo, A. Hormaza, A. Ramirez, A.R. Kennedy

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Ammonolysis of alkyl acetoacetates with 15% NH3 in water at room temperature initially lead to formation of alkyl β-aminocrotonates which slowly converted into 1,5-dimethyl-2,6,9-triaza-bicyclo[3.3.1]nonane-3,7-dione as the main product.
LanguageEnglish
Pages55-60
Number of pages5
JournalTetrahedron
Volume58
Issue number1
DOIs
Publication statusPublished - 27 Nov 2001

Fingerprint

Acetoacetates
Temperature
Water
nonane
bicyclo(3.3.1)nonane

Keywords

  • Ammonolysis
  • alkyl acetoacetates
  • temperature
  • aminocrotonates

Cite this

Paredes, R. ; Abonia, R. ; Cadavid, J. ; Moreno-Fuquen, Rodolfo ; Jaramillo, A. ; Hormaza, A. ; Ramirez, A. ; Kennedy, A.R. / A mechanistic study of the ammonolysis of alkyl acetoacetates in water. Formation of 1,5-dimethyl-2,6,9- triazabicyclo[3.3.1]nonane-3,7-dione as the main product. In: Tetrahedron. 2001 ; Vol. 58, No. 1. pp. 55-60.
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abstract = "Ammonolysis of alkyl acetoacetates with 15{\%} NH3 in water at room temperature initially lead to formation of alkyl β-aminocrotonates which slowly converted into 1,5-dimethyl-2,6,9-triaza-bicyclo[3.3.1]nonane-3,7-dione as the main product.",
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A mechanistic study of the ammonolysis of alkyl acetoacetates in water. Formation of 1,5-dimethyl-2,6,9- triazabicyclo[3.3.1]nonane-3,7-dione as the main product. / Paredes, R.; Abonia, R.; Cadavid, J.; Moreno-Fuquen, Rodolfo; Jaramillo, A.; Hormaza, A.; Ramirez, A.; Kennedy, A.R.

In: Tetrahedron, Vol. 58, No. 1, 27.11.2001, p. 55-60.

Research output: Contribution to journalArticle

TY - JOUR

T1 - A mechanistic study of the ammonolysis of alkyl acetoacetates in water. Formation of 1,5-dimethyl-2,6,9- triazabicyclo[3.3.1]nonane-3,7-dione as the main product

AU - Paredes, R.

AU - Abonia, R.

AU - Cadavid, J.

AU - Moreno-Fuquen, Rodolfo

AU - Jaramillo, A.

AU - Hormaza, A.

AU - Ramirez, A.

AU - Kennedy, A.R.

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AB - Ammonolysis of alkyl acetoacetates with 15% NH3 in water at room temperature initially lead to formation of alkyl β-aminocrotonates which slowly converted into 1,5-dimethyl-2,6,9-triaza-bicyclo[3.3.1]nonane-3,7-dione as the main product.

KW - Ammonolysis

KW - alkyl acetoacetates

KW - temperature

KW - aminocrotonates

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U2 - 10.1016/S0040-4020(01)01127-9

DO - 10.1016/S0040-4020(01)01127-9

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