2-(2-Arylvinyl)-7-substituted-quinazolin-4(3<i>H</i>)-ones: Synthesis, reactions and antimicrobial activity
IR@NISCAIR: CSIR-NISCAIR, New Delhi - ONLINE PERIODICALS REPOSITORY (NOPR)
View Archive Info| Field | Value | |
| Creator |
El-Meligie, S.
El-Ansary, A K Said, M M Hussein, M M M |
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| Date |
2013-10-17T09:23:52Z
2013-10-17T09:23:52Z 2001-01 |
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| Identifier |
0975-0983(Online); 0376-4699(Print)
http://hdl.handle.net/123456789/22152 |
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| Description |
62-69
7-Chloro-3-(4-hydroxyphenyl)-2-methylquinazolin-4(3<i>H</i>)-one <b>3a</b> on condensation with ethyl chloroformate, epichlorhydrin and isocyanates gives 7-chloro-3-[4-ethoxyearbonyloxy) phenyl]-2-methylquinazolin-4(3<i>H</i>)-one <b>4a,</b> 7-chloro-3-[4-(2,3-epoxypropoxy)phenyl]-2-methylquinazolin -4(3<i>H</i>)-ones <b>5a</b> and 7-chloro-3-[4-(substituted amino carbonyloxy) phenyl] -2-methylquinazolin-4-(3<i>H</i>-ones) <b>6a,b</b>, respectively which on condensation with the appropri ate aldehyde yield 2-(2-arylvinyl)-7-chloro (or nitro)-3-[4-ethoxycarbonyloxy)phenyl]quina zolin-4(3<i>H</i>)-ones <b>4b,c</b>, 2-(2-arylvinyl)-7-chloro-3-[4-(2,3-epoxypropoxy)phenyl]quinazolin-4 (3<i>H</i>)-ones <b>5b,c</b> and 7-chloro-2-[2-(4-chlorophenyl)vinyl]-3-[4-substituted aminocarbonyloxy ) phenyl]quinazolin-4(3<i>H</i>)-ones <b>6c,d</b>, respectively. Also the compounds <b>4b-d</b> and <b>5b-d</b> have been synthesized by reacting 2-(2-arylvinyl)-7-chloro (or nitro)-3-(4-hydroxyphenyl) quinazolin-4(3<i>H</i>)-ones <b>3b-d</b> with ethyl chloroformate and epichlorohydrin, respectively. 7-Chloro-2-[2-(4-chlorophenyl)vinyl ]-3-[4-(substituted aminocarbonyloxy)-phenyl] quinazolin-4(3<i>H</i>)-ones <b>6c,e</b> have also been obtained from <b>3b</b> by refluxing with isocyanates. Further, 4,7-dichloroquinazolines <b>10,b</b> are obtained from 2-styrylquinazolinones <b>9a,b</b> on treatment with POCl<sub>3</sub>. Compounds <b>10a,b</b> on condensation with glycine in the presence of pyridine yield 2-(2-arylvinyl)-7-chloro-4-carboxymethylaminoguinazolines <b>11a,b</b> which on fusion with Ac<sub>2</sub>O/NaOAc<i> </i>afford 5-(2-arylvinyl)-8-chloro-imidazo[1,2-<i>c</i>]quinazolin-3-(2<i>H</i>)- ones <b>12a,b</b>. Several compounds have been tested for their antimicrobial activity. |
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en_US
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| Publisher |
NISCAIR-CSIR, India
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| Rights |
<img src='http://nopr.niscair.res.in/image/cc-license-sml.png'> <a href='http://creativecommons.org/licenses/by-nc-nd/2.5/in' target='_blank'>CC Attribution-Noncommercial-No Derivative Works 2.5 India</a>
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| Source |
IJC-B Vol.40B(01) [January 2001]
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| Title |
2-(2-Arylvinyl)-7-substituted-quinazolin-4(3<i>H</i>)-ones: Synthesis, reactions and antimicrobial activity
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| Type |
Article
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