SYNTHESIS OF SOME NEW 2-AZETIDINONE DERIVATIVES AND RELATED SCHIFF BASES FROM 3-PHENYL-2, 3, 6, 7-TETRAHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE

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JABERI HAMID REZA; FATTAHI HANIF; HASHEM MOHSEN; FARASATI NADIA; SHABANZADEH MINAEE SHIMA

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Seminar Paper

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Seminar: IRANIAN SEMINAR OF ORGANIC CHEMISTRY
Year:2012 | Issue:19

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Title

SYNTHESIS OF SOME NEW 2-AZETIDINONE DERIVATIVES AND RELATED SCHIFF BASES FROM 3-PHENYL-2, 3, 6, 7-TETRAHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE

Author(s)

JABERI HAMID REZA | FATTAHI HANIF | HASHEM MOHSEN | FARASATI NADIA | SHABANZADEH MINAEE SHIMA

Keywords

Not Registered.

Abstract

2-AZETIDINONES, COMMONLY KNOWN AS B-LACTAMS, ARE WELLKNOWN HETEROCYCLIC COMPOUNDS. A LARGE NUMBER OF 3-CHLORO MONOCYCLIC B -LACTAMS HAVING SUBSTITUTION AT POSITIONS 1 AND 4 POSSESS POWERFUL ANTI-BACTERIAL, ANTI-MICROBIAL, SEDATIVE, ANTI-FUNGAL AND ANTI-TUBERCULAR ACTIVITY. HEREIN WE DESCRIBED THE SYNTHESIS OF A SERIES OF NOVEL B -LACTAMS. THE EFFICIENT AND RAPID SYNTHESIS OF NOVEL B-LACTAMS HAS BEEN ESTABLISHED IN GOOD YIELDS STARTING FROM 3-PHENYL-2, 3, 6, 7-TETRAHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE1 THAT HAS BEEN SYNTHESIZED IN RECENT LITERATURE. IN THE FIRST, 3-PHENYL-2, 3, 6, 7-TETRAHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE1 ON CONDENSATION WITH ETHYLCHLORO ACETATE YIELDED ETHYL 2- (3-PHENYL-3, 6, 7-TRIHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE-2 (3H) -YL) ACETATE2, WHICH ON AMINATION WITH HYDRAZINE HYDRATE YIELDED 2- (3-PHENYL-3, 6, 7-TRIHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOL -2 (3H) -YL) ACETOHYDRAZIDE3. THEN COMPOUND 3, ON CONDENSATION WITH VARIOUS AROMATIC ALDEHYDES WAS CONVERTED TO SCHIFF BASE DERIVATIVES 4A-J, WHICH UPON DEHYDRATIVE ANNULATION IN THE PRESENCE OF CHLOROACETYL CHLORIDE AND TRIETHYLAMINE YIELDED 3-CHLORO-4- (ARYL) -1- (2-OXO-2- (3-PHENYL-5, 6-DIHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOL -2 (3H) -YL) ETHYLAMINO) AZETIDIN-2-ONE5A-J, ACCORDING TO THE LITERATURE [4-5]. ALL SYNTHESIZED COMPOUNDS WERE CHARACTERIZED BY ELEMENTAL ANALYSES, IR, 1H-NMR AND 13C-NMR DATA.

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APA: Copy

JABERI, HAMID REZA, FATTAHI, HANIF, HASHEM, MOHSEN, FARASATI, NADIA, & SHABANZADEH MINAEE, SHIMA. (2012). SYNTHESIS OF SOME NEW 2-AZETIDINONE DERIVATIVES AND RELATED SCHIFF BASES FROM 3-PHENYL-2, 3, 6, 7-TETRAHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE. IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/909483/en

Vancouver: Copy

JABERI HAMID REZA, FATTAHI HANIF, HASHEM MOHSEN, FARASATI NADIA, SHABANZADEH MINAEE SHIMA. SYNTHESIS OF SOME NEW 2-AZETIDINONE DERIVATIVES AND RELATED SCHIFF BASES FROM 3-PHENYL-2, 3, 6, 7-TETRAHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE. 2012. Available from: https://sid.ir/paper/909483/en

IEEE: Copy

HAMID REZA JABERI, HANIF FATTAHI, MOHSEN HASHEM, NADIA FARASATI, and SHIMA SHABANZADEH MINAEE, “SYNTHESIS OF SOME NEW 2-AZETIDINONE DERIVATIVES AND RELATED SCHIFF BASES FROM 3-PHENYL-2, 3, 6, 7-TETRAHYDROIMIDAZO [2, 1-B] THIAZOLO [5, 4-D] ISOXAZOLE,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2012, [Online]. Available: https://sid.ir/paper/909483/en

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