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DJPS

Diyala Journal For Pure Science

Scientific Refereed Journal Published By College of Science - University of Diyala

 

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djps.1403.421C

Diyala Journal For Pure Sciences DJPS

ISRA Impact Factor:3.715

P- ISSN:2222-8373, E-ISSN:2518-9255

Volume 14, Issue 3 , July . 2018

 

 

Synthesis and Characterization of Some New Dioxoisoindolin Compounds Containing Thiazine, Azetidine, Thiazolidine and Amide Moities

 

Ali Hamadi Samir, Ismaeel Yaseen Majeed , Sulaiman Mahhmoud Hasan

 

Year: 2018, Volume: 14, Issue: 3

 

Pages: 94 - 108, DOI: http://dx.doi.org/10.24237/djps.1403.421C 

 

Language: English

 

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Abstract


 

A compound (1) was done through thiosemicarbazide cyclization in presence of (CS2) and anhydrous of (Na2CO3) in ethylalcohol. Compound (1) was treated with substituted aromatic aldehydes to produced 2- [(subrogateed benzyliden) amino] 1,3,4-thiadiazole (2). Schiff bases prepared by reaction of 2-carboxy thiophenol with (Et3N) to give compound (4). Then the compound (4) was interact with chloro acetyl chloride in Et3N to collect the compound (3). Compound (5) 4- (1,3-dioxoisoindolin-2-yl) benzoic acid was prepared from reaction between p-amino benzoic acid and phthalic anhydride in acetic acid and then converted into the 4 - (1,3-dioxoisoindolin-2-yl) benzoyl chloride (6) by use thionyl chloride. The reaction of acyl chloride with appropriate primary amine gives amide derivatives (14a-i) while the reaction of acyl compound (6) with thiol derivatives gave compounds (7,8 and 9). Compound (12) was synthesized by the reaction of compound (6) with hydrazine hydrate. Then reacted with appropriate benzaldehyde to give compound (13). The reaction between 4- (1,3-dioxoisoindolin-2-yl) benzoic acid (5) and one mole of thiosemicarbazide in presence of phosphorousoxychloride give compound (10) which reacted with p-nitrobenzaldehyde to afford compound (11).

 

Keywords: thiazine, azetidine, thiazolidine, Schiff bases

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