الفهرس 
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Abstract
This thesis aims to the synthesis of new chemical construction of betaenaminoester derivatives with expected biological activity, it consists of two
parts:
Scheme 1
Part One: Synthesis of some derivatives of ethyl 5-amino-1-(2,4-
dinitrophenyl)-1H-pyrzole-4-carboxylate.(ENC)
In the first part, the main compound ethyl 5-amino-1-(2,4-
dinitrophenyl)-1H-pyrzole-4-carboxylate )1( was prepared from the reaction
of 2,4-dinitrophenylhydrazine with the compound ethyl(methoxyethylene)
cyanoacetate in the presence of ethanol as their organic solvent (Scheme 1).
CO2Et
NH.NH2
N
NO2
CO2Et N NH2
+
EtO EtOH
Reflux
NO2
CN
NO2
NO2
1
English summary
II
Cl CO2Et
English summary
N
N N
CHO
NO2
Cl
CO2Et
OH NO2
2
CO2Et
N
N NH2
NO2
CHO
N
N N
NO2
OH
NO2
1
NO2
O
3
O
CO2Et
N O
N N
NO2
NO2
4
Scheme 2
Compound 1 also reacted with different compounds under different
reaction conditions. It reacted with ethyl chloroacetate in the presence of
dimethyl formamide as a solvent and anhydrous potassium carbonate to give
compound 5. It was also heated with acetic anhydride to give compound 6
III
and was reacted with trimethyl orthoformate in the presence of acetic
anhydride was used as a solvent and gave compound 7 (Scheme 3).
Scheme 3
English summary
IV
CO2Et CO2Et CO2Et
N
N N
NO2
CHNHCH2CH2OH
HOCH2CH2NH2
N
N N
NO2
CHOMe N
N
CH
3NH2
N
NO2
CHNHCH3
NH2
NO2
10
CO2Et
NO2
7
H2N
NO2
8
CO2Et
N CHNH
N N
N CHNHCH2CH3
N N
NO2 NO2
F
NO2
11
CO2Et
N CHNH
N N
NO2
9
NO2
NO2
F
12
Scheme 4
English summary
Compound 7 was then reacted with different aliphatic amines
(methylamine, ethylamine, ethanolamine, cyclohexylamine, and
parafluorobenzylamine) by stirring for an hour in the presence of ethanol as
a solvent at room temperature to give compounds 9, 10, 11, 12 and 13,
respectively. (Scheme 4).
V
O
CO2Et CO2H
O
N
N NH2
NO2
NaOH
N
N NH2
NO2
AC2O
-H2O
N
N N Me
NO2
NO2
1
NO2
13
Scheme 5
NO2
14
Scheme 6
At the end of part 1 of the thesis, compound 15 was prepared from
the reaction of carbon disulfide in the presence of a solution of potassium
hydroxide and dimethyl sulfate with ethyl 5-amino-1-(2,4-dinitrophenyl)-
1H-pyrzole-4-carboxylate )1(. Ethyl iodide was then added, and the resulting
compound was cyclized to compound 16 by adding hydrazine hydrate to it
(Scheme 6).
O
CO2Et CO2Et NH2
N
N
NO2
i-CS
2
ii-KOH/DMSO
iii- CH3CH2I
N N
N NH2 N NHCSSCH2CH3 N N
H
S
NO2
NH2.NH2
Dioxane NO2
NO2
1
NO2
15
NO2
16
English summary
Compound 1 was hydrolyzed with sodium hydroxide dissolved in
water, then the product was cyclized in acetic anhydride by distillation for
three hours to obtain compound 14 (Scheme 5).
VI
All new compounds were confirmed by analytical and spectroscopic
features [TLC, IR, 1H-NMR, 13C-NMR and MS and microanaly