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Note | Regular issue | Vol 78, No. 12, 2009, pp.3073-3080
Published online, 11th September, 2009
DOI: 10.3987/COM-09-11816
Thermolysis of N-Arylenamino-N-arylimine Hydrochloride Derivatives: A Short and Improved Synthesis of 2-Methylthieno[2,3-c]acridine Derivatives

Tuhin B. Maiti and Gandhi K. Kar*

*Department of Chemistry and Biochemistry, Presidency College, 86/1 College Street, Kolkata-700073, India


A short and high yielding synthesis of 2-methylthieno[2,3-c]acridine derivatives 5(a-h) is described using thermal cyclization of anil hydrochloride derivatives. The anil hydrochlorides 4(a-i) were obtained by reaction of various aryl amines and 4-chloro-2-methyl-6,7-dihydrobenzo[b]thiophene-5-carbaldehyde (2) which in turn was synthesized via Villsmeir-Haack reaction of 2-methyl-6,7-dihydrobenzo[b]thiophen-4(5H)-one (1).