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

doi:10.1016/S0040-4020(01)01127-9

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

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

8 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.

Original language	English
Pages (from-to)	55-60
Number of pages	5
Journal	Tetrahedron
Volume	58
Issue number	1
DOIs	https://doi.org/10.1016/S0040-4020(01)01127-9
Publication status	Published - 27 Nov 2001

Keywords

Ammonolysis
alkyl acetoacetates
temperature
aminocrotonates

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10.1016/S0040-4020(01)01127-9

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title = "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",

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.",

keywords = "Ammonolysis, alkyl acetoacetates, temperature, aminocrotonates",

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

year = "2001",

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doi = "10.1016/S0040-4020(01)01127-9",

language = "English",

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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.

PY - 2001/11/27

Y1 - 2001/11/27

N2 - 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.

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

UR - http://dx.doi.org/10.1016/S0040-4020(01)01127-9

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

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

M3 - Article

SN - 0040-4020

VL - 58

SP - 55

EP - 60

JO - Tetrahedron

JF - Tetrahedron

IS - 1

ER -

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

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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

Abstract

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