A study on the double Mannich reaction with 1,3-diphenylacetone

E. M. Afsah; M. Hammouda; M. M. Abou-Elzahab

doi:10.1007/BF00799166

A study on the double Mannich reaction with 1,3-diphenylacetone

E. M. Afsah
, M. Hammouda
, M. M. Abou-Elzahab

Mansoura University

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

15 Scopus citations

Abstract

Double Mannich reaction of the title compound 1 with morpholine acetate in ethanol gave the symmetrical bis-base 2, whereas such reaction in acetic acid afforded the vinyl-ketonic base 3. Reactions of 3 with morpholine, piperidine, thiophenol and dimethyl phosphite were investigated. Mannich reaction of 2 with primary amines gave di-basically substituted γ-piperidones 6a-b. Compound 1 reacts with ethylenediamine and formaldehyde to give the diazatricyclic system 7.

Original language	English
Pages (from-to)	581-585
Number of pages	5
Journal	Monatshefte fur Chemie
Volume	115
Issue number	5
DOIs	https://doi.org/10.1007/BF00799166
State	Published - May 1984
Externally published	Yes

Keywords

3,6-Diazatricyclo[4.3.1.1]undecanone
Bis(morpholinomethyl-γ-piperidones
Nitrogen heterocycles
Symmetrical bis-Mannich bases

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10.1007/BF00799166

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title = "A study on the double Mannich reaction with 1,3-diphenylacetone",

abstract = "Double Mannich reaction of the title compound 1 with morpholine acetate in ethanol gave the symmetrical bis-base 2, whereas such reaction in acetic acid afforded the vinyl-ketonic base 3. Reactions of 3 with morpholine, piperidine, thiophenol and dimethyl phosphite were investigated. Mannich reaction of 2 with primary amines gave di-basically substituted γ-piperidones 6a-b. Compound 1 reacts with ethylenediamine and formaldehyde to give the diazatricyclic system 7.",

keywords = "3,6-Diazatricyclo[4.3.1.1]undecanone, Bis(morpholinomethyl-γ-piperidones, Nitrogen heterocycles, Symmetrical bis-Mannich bases",

author = "Afsah, \{E. M.\} and M. Hammouda and Abou-Elzahab, \{M. M.\}",

year = "1984",

month = may,

doi = "10.1007/BF00799166",

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journal = "Monatshefte fur Chemie",

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T1 - A study on the double Mannich reaction with 1,3-diphenylacetone

AU - Afsah, E. M.

AU - Hammouda, M.

AU - Abou-Elzahab, M. M.

PY - 1984/5

Y1 - 1984/5

N2 - Double Mannich reaction of the title compound 1 with morpholine acetate in ethanol gave the symmetrical bis-base 2, whereas such reaction in acetic acid afforded the vinyl-ketonic base 3. Reactions of 3 with morpholine, piperidine, thiophenol and dimethyl phosphite were investigated. Mannich reaction of 2 with primary amines gave di-basically substituted γ-piperidones 6a-b. Compound 1 reacts with ethylenediamine and formaldehyde to give the diazatricyclic system 7.

AB - Double Mannich reaction of the title compound 1 with morpholine acetate in ethanol gave the symmetrical bis-base 2, whereas such reaction in acetic acid afforded the vinyl-ketonic base 3. Reactions of 3 with morpholine, piperidine, thiophenol and dimethyl phosphite were investigated. Mannich reaction of 2 with primary amines gave di-basically substituted γ-piperidones 6a-b. Compound 1 reacts with ethylenediamine and formaldehyde to give the diazatricyclic system 7.

KW - 3,6-Diazatricyclo[4.3.1.1]undecanone

KW - Bis(morpholinomethyl-γ-piperidones

KW - Nitrogen heterocycles

KW - Symmetrical bis-Mannich bases

UR - https://www.scopus.com/pages/publications/0008813523

U2 - 10.1007/BF00799166

DO - 10.1007/BF00799166

M3 - Article

AN - SCOPUS:0008813523

SN - 0026-9247

VL - 115

SP - 581

EP - 585

JO - Monatshefte fur Chemie

JF - Monatshefte fur Chemie

IS - 5

ER -

A study on the double Mannich reaction with 1,3-diphenylacetone

Abstract

Keywords

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