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Synthesis of Novel Pyrimido Pyrimidine and Their Derivatives
Author(s) -
Sirsat Shivraj Balajirao,
Jadhav Anilkumar Govindrao,
Nilesh B Chavhan
Publication year - 2020
Publication title -
international journal of pharmacy and chemistry
Language(s) - English
Resource type - Journals
eISSN - 2575-5749
pISSN - 2575-5730
DOI - 10.11648/j.ijpc.20200601.11
Subject(s) - chemistry , malononitrile , guanidine , potassium carbonate , methylene , chalcone , pyrimidine , medicinal chemistry , amine gas treating , nucleophile , organic chemistry , catalysis , stereochemistry
Chalcone derivatives were synthesis by the reaction of some 4-nitrobenzaldehyde derivatives with acotophenone then the product obtained E-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one. This product is chalcone is another react with guanidine nitrate. The hetrocyclic derivatives of guanidine nitrate respectively the final product have been characterized by elemental analysis. the product obtained is 1,6 dihydro 6(4-nitrophenyl) 4-phenylpyridine 2-amine. In present report novel pyrimidines were prepared from starting materials chalcone and guanidine nitrate. The resulting compound 1,6-dihydro-6-(4-nitrophenyl)-4 phenylpyrimidin 2 amine (2) was further reacted with 2 bis(methylthio)methylene malononitrile in the presence of catalytic amount of potassium carbonate in DMF under reflux condition that offered novel 4,6,9,9a-tetrahydro-4-imino-2-(methylthio)-8-(4-nitrophenyl) 6 phenyl 1H pyrimido[1,2 a]pyrimidine 3 carbonitrile (3). The synthesized compounds were characterized by spectral methods. The compound (3) possesses replaceable methylthio (-SCH3) group at 2 position. The compound (3) react with various nucleophiles like substituted aromatic amines, aromatic phenols, hetryl amines and active methylene compounds to give 4,6,9,9a-tetrahydro-4-imino-2-(methylthio)-8-(4-nitrophenyl)-6-phenyl-1H-pyrimido[1,2-a]pyrimidine-3-carbonitrile –carbonitrile in good yields.

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