Synthesis of N-benzothiazole derivative imide on polymeric chain, have possible biological activity

: In this reserch Some new substituted and unsubstituted poly imides compounds. were synthesized by reaction of acrylol chloride with different amides (aliphatic and aromatic) in a suitable solvent in the presence amount triethyl amine (Et 3 N) with heating. The Structure confirmation of all polymers were confirmed using FT-IR, 1 H-NMR, 13 C-NMR and UV spectroscopy. Thermal analysis (TG) for some polymers showed their thermal stabilities. Other physical properties including softening points, melting point and solubility of the polymers were also measured


Introduction
A heterocyclic compound is one which possesses a cyclic structure with at least two different kinds of hetero atoms in the ring.Nitrogen, oxygen and sulphur are the most common hetero atoms.Benzothiazole is a heterocyclic compound, weak base, having varied biological activities and still of great Scientific interest nowa days.They are widely found in bioorganic and medicinal chemistry with application in drug discovery [1].Benzothiazole moieties are part of compounds showing numbering biological activities such as antimicrobial [2-6], anticancer [7][8][9][10][11], antilmintic and anti-diabetic activities.
Polyimides have been widely used as high temperature insulators and dielectrics, coatings, adhesives and materials in a variety of advanced technologies related to microelectronics, where miniaturization and large-scal integration are important technical issues [13][14].Then high thermal stability and balanced mechanical and electrical properties [15][16][17].Polyimides are mainly used in the aerospace and electronics industries in the form of film and mouldings, but high melting point and insolubility in organic solvent limited their [18][19][20], application.
furthermore,few successful attempts have been made to convert or modify some specific Nsubstituted imide to serve as ion exchange resins, such as cross linked poly[N-phenyl maleimide] which was prepared by free radical polymerization of the corresponding imide in benzene.The precipitated polyimides were hydrolyzed to obtain some pendant carboxylic groups on the polymeric chains.The last compounds were found to be useful cationic [21] exchange resins of good capacities.In a 250 ml round bottomed flask equipped with a magnetic bar stirrer and dropping funnel, a solution of bromine (1.2 ml) in glacial acetic acid (75 ml) was allowed to run through the dropping funnel drop wise during 30 min.To a mixture of Para substituted aromatic amine (0.03 mol) and ammonium thiocyanate (0.1 mol) in 150 ml glacial acetic acid with stirring.The mixture was stirred for 1 hr., then diluted with water and neutralized with solid sodium hydroxide.The precipitated substance was filtered, triturated and recrystallized from a suitable solvent to obtain 2-amino benzothiazole derivatives.The physical properties of the synthesized compounds are given in Table (1).

General Procedure Preparation of 2-[N-(sub or unsub benzoyl and sub or unsub acetyl)amidyl sub benzothiazole]
In a round bottom flask equipped with a magnetic bar stirrer and reflux condenser was placed a mixture of sub-benzoyl chloride (0.06 mol) and (0.06 mol) 6-sub-2aminobenzothiazole with (3) drops of triethyl amine (Et 3 N) in (25 ml) of suitable solvent (Benzene) and refluxed (1-3) hrs after the solvent was removed and recrystallized from ethanol.

General Procedure Preparation of Poly 2-(N-acryl-N-sub or unsub benzoyl) imidyl Substituted Benzothiazole
In a round bottom flask equipped with a magnetic bar stirrer was placed a mixture of poly (acryloyl chloride) (0.06 mol) and (0.06 mol) of 2-N-sub amidyl-sub benzothiazole with (1 ml) of triethyl amine (Et 3 N) in (25 ml) of suitable solvent (THF or DMF) and refluxed for (5-7) hrs.after cooling and removed the solvent.The solid separated was filtered and purified by dissolving at DMF or DMSO and re precipitating from water or acetone.This procedure was applied on compounds as shown in Table (  Structures confirmation of all prepared polymer proved using FT-IR, UV, 1 H-NMR, 13 C-NMR, TG and physical properties including softening point, solubility, Tg and percent conversion of the polymers.FT-IR spectrum of compounds showed the same bands appearance.Stretching band at 1670cm -1 (C=O), (2800-2920)cm -1 (C-H) aliphatic, (1590-1630)cm -1 (C ----C) and (3010-3100)cm -1 (C-H) aromatic as shown 3 (m,1H 1 , );