Synthesis of Polynuclear Heterocyclic Compounds Derived from 1-Biphenyl-4-yl-4-(1-methyl-1H-benzimidazol-2-yl)- but-2-en-1-one with expected Biological Activity
(2017). Synthesis of Polynuclear Heterocyclic Compounds Derived from 1-Biphenyl-4-yl-4-(1-methyl-1H-benzimidazol-2-yl)- but-2-en-1-one with expected Biological Activity. EKB Journal Management System, 60(4), 711-722. doi: 10.21608/ejchem.2017.4171
. "Synthesis of Polynuclear Heterocyclic Compounds Derived from 1-Biphenyl-4-yl-4-(1-methyl-1H-benzimidazol-2-yl)- but-2-en-1-one with expected Biological Activity". EKB Journal Management System, 60, 4, 2017, 711-722. doi: 10.21608/ejchem.2017.4171
(2017). 'Synthesis of Polynuclear Heterocyclic Compounds Derived from 1-Biphenyl-4-yl-4-(1-methyl-1H-benzimidazol-2-yl)- but-2-en-1-one with expected Biological Activity', EKB Journal Management System, 60(4), pp. 711-722. doi: 10.21608/ejchem.2017.4171
Synthesis of Polynuclear Heterocyclic Compounds Derived from 1-Biphenyl-4-yl-4-(1-methyl-1H-benzimidazol-2-yl)- but-2-en-1-one with expected Biological Activity. EKB Journal Management System, 2017; 60(4): 711-722. doi: 10.21608/ejchem.2017.4171

Synthesis of Polynuclear Heterocyclic Compounds Derived from 1-Biphenyl-4-yl-4-(1-methyl-1H-benzimidazol-2-yl)- but-2-en-1-one with expected Biological Activity

Egyptian Journal of Chemistry
Article 20, Volume 60, Issue 4, August 2017, Page 711-722  XML PDF (971.18 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2017.4171
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Abstract
N ucleophilic addition of barbituric acid, thioglycolic acid with malononitrile and 3-Amino-5-pyrazolinone with 1-Biphenyl-4-yl-4-(1-methyl-1H-benzimidazol-2-yl)- but-2-en-1-one (1) gives pyrimidine, Thiazol and pyrazolinone derivatives (2-4) , repectively.
Compound (4) which reacted with Arylidene malononitrile in ethanol to gives pyrano derivatives (5).
Cyclocondensation of chalcone (1) with thiourea under reflux in ethanolic NaOH lead to thiazine derivative (6) and by treatment of (6) with bromine – acetic acid mixture afforded compound (7) similarly, cyclization of chalcone (1) with orthophenylinediamine in Dimethylformamide (DMF) gives diazepine derivatives (8).
Also, chalcone (1) reacted with 3-Amino-5-pyrazolinone in ethanol to give pyrazolinone derivative (9). (Scheme 1).
The condensation of compound (1) with 2- cyanoacetohydrazide through the acid-catalyzed reaction to form the Schiff base (10) by heating in 96% acetic acid give the diazetidine derivative (11) which upon reaction with phosphorous oxychloride gave the chlorodiazetidine derivative (12), the latter compound reacted with 2ry amines and yielded the substitueted amino diazetidine derivatives (13 a-c).
On the other hand, the Schiff bases (14) produced from condensed compound (1) with 2-Amino-2-(hydroxy methyl) propane-1,3-diol in ethyl alcohol which reacted with phosphorous oxychloride give the propanol derivatives (15).
Finally, the cyclization reaction of compound (1) with 2-aminophenol and 2-aminothiophenol in dry benzene formed compounds (16, 17) , repectively.(Scheme 2).
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