An Efficient and Green Synthesis of Highly Substituted N-Amino-2-oxo-nicotinonitriles and Their Sulfonamide Derivatives under Ultrasonic and Microwave Irradiation
被引:12
作者:
El-sayed, Hassan A.
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机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig 44519, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig 44519, Egypt
El-sayed, Hassan A.
[1
]
Assy, Mohamed G.
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机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig 44519, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig 44519, Egypt
Assy, Mohamed G.
[1
]
Mohamed, Asaad S.
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机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig 44519, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig 44519, Egypt
Mohamed, Asaad S.
[1
]
机构:
[1] Zagazig Univ, Fac Sci, Dept Chem, Zagazig 44519, Egypt
Microwave;
One pot reaction;
2-Oxonicotinonitrile;
Sulfonamide;
Ultrasonic;
D O I:
10.1002/slct.201903180
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
An efficient and facile approach has been described for the synthesis of a new series of 1-amino-2-oxo-nicotinonitriles and their sulfonamides under microwave and ultrasonic irradiation. The desired compounds 4 a-l were obtained via condensation of p-chlorobenzaldehyde, aryl or heteroaryl methyl ketone and cyanoacetohydrazide in the presence of catalytic piperidine under three synthetic methodologies (namely, conventional method, ultrasonic and microwave irradiation), the best results (short reaction times, pure products, high yield) were obtained by ultrasonic irradiation. Sulfonamides 5 a-f resulted via reaction of amines 4 a-e and 4 j with benzene sulfonyl chloride in the presence of pyridine. The synthesized compounds give no significant results when investigated against Gm (+ve) and Gm (-ve) bacteria, and fungi strains.
机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
El-Sayed, Hassan A.
;
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h-index:
机构:
Moustafa, Ahmed H.
;
Said, Said A.
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机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
Said, Said A.
;
Assy, M. G.
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机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
Assy, M. G.
;
Amr, Abd El-Galil E.
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机构:
King Saud Univ, Coll Pharm, Drug Explorat & Dev Chair, Pharmaceut Chem Dept, Riyadh, Saudi Arabia
Natl Res Ctr, Appl Organ Chem Dept, Cairo, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
El-Sayed, Hassan A.
;
论文数: 引用数:
h-index:
机构:
Moustafa, Ahmed H.
;
Said, Said A.
论文数: 0引用数: 0
h-index: 0
机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
Said, Said A.
;
Assy, M. G.
论文数: 0引用数: 0
h-index: 0
机构:
Zagazig Univ, Fac Sci, Dept Chem, Zagazig, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
Assy, M. G.
;
Amr, Abd El-Galil E.
论文数: 0引用数: 0
h-index: 0
机构:
King Saud Univ, Coll Pharm, Drug Explorat & Dev Chair, Pharmaceut Chem Dept, Riyadh, Saudi Arabia
Natl Res Ctr, Appl Organ Chem Dept, Cairo, EgyptZagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt