Synthesis and characterization of derived imines from 4-imino-5,6,7,8-tetrahydro-1-benzothieno[2,3-d]pyrimidin-3(4H)-amine
Journal Title: Iranian Chemical Communication - Year 2014, Vol 2, Issue 3
Abstract
The synthesis and characterization of derived imines from 4-imino-5,6,7,8-tetrahydro-1-benzo thieno[2,3-d]pyrimidin-3(4H)-amine 3 have been developed in three steps through the reaction of heteroaromatic o-aminonitrile 1 with triethyl orthoformate. The process afforded the corresponding of imido ester 2 and was followed by cyclization with hydrazine hydrate to furnish iminothienopyrimidineamine 3 and, finally, the imination of 3 with aromatic aldehydes generated the corresponding imines (5a-5h). It is worth mentioning that the process was done at room temperature. The new products were obtained in high yield with an easy work-up in simple reaction along with the purification of products by non-chromatographic method. This general synthetic procedure which can be extended to the preparation of wide variety of imines using o-aminonitrile bifunctional derivatives can also be synthesized by Gewald reaction.
Authors and Affiliations
Mehd i Soleimany, Jalil Lari, Hooshang Vahedi
Keywords
Related Articles
- EP ID EP252865
- DOI -
- Views 167
- Downloads 0
One-pot, organocatalytic synthesis of spirooxindoles using citric acid in aqueous media
The development of multicomponent reactions designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. in this Manuscript, a f...
Green synthesis of nano polypyrrole using urea-hydrogen peroxide
Polypyrrole is one of the most useful conductive polymers, but green synthesis of this polymer has been restricted until now. The objective of the present paper is green synthesis of nano polypyrrole (PPy) by oxidative p...
One-pot and one-step novel N-methylation of 2,6-diaminopyridine
2,6-diaminopyridine is extensively used as a pharmaceutical intermediate and a hair dye coupler as oxidation formulations. It is soluble in protic solvents. Primary and secondary amines are N-methylated by various method...
pKa predictions of some aniline derivatives by ab initio calculations
: In this work, different levels of theory containing HF, B3LYP, and MP2 with different basis sets such as 6-31G, 6-31G*, 6-311G, 6-311+G, 6-31+G*, 6-31+G are used to predict relative acidity constants of some aniline de...
Melamine trisulfonic acid as a highly efficient catalyst for the synthesis of polyhydroquinolines under solvent-free conditions
A highly efficient, simple and clean solvent-free protocol for the synthesis of polyhydroquinolines is described. The one-pot multi-component condensation reaction between arylaldehydes, dimedone (5,5-dimethylcyclohexane...