A convenient synthesis of dithieno[2,3-b] [2,3-h]quinolines and pyrimido [4′,5′:4,5]thieno [2,3-b]thieno[2,3-h]quinolines

Article abstract of DOI:10.1080/10426509908037011

6,7-Dihydrobenz[b]thiophen-4(5H)one (1) was condensed with 4- chlorobenzaldehyde to yield the benzylidene derivative 2 which underwent Michael addition reacting with cyanothioacetamide in methanolic sodium methoxide solution to give the thienoquinoline 3. Compound 3 was reacted with α- halo compounds to obtain the substituted thio intermediates 4a-f, which upon treatment with sodium ethoxide produce the dithienoquinoline derivatives 5a-f. Thienopyrimidothienoquinoline e.g. 9 was obtained from the reaction of ?- aminocarboxamide derivative 5d with triethyl orthoformate.

Full text of DOI:10.1080/10426509908037011

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Phosphorus, Sulfur, and Silicon
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A CONVENIENT SYNTHESIS
OF DITHIENO[2,3-b] [2,3-
h]QUINOLINES AND PYRIMIDO
[4′,5′:4,5]THIENO [2,3-
b]THIENO[2,3-h]QUINOLINES
Ahmed A. Geies a
a Chemistry Department, Faculty of Science , Assiut
University , Assiut, 71516, Egypt
Published online: 24 Sep 2006.
To cite this article: Ahmed A. Geies (1999) A CONVENIENT SYNTHESIS OF
DITHIENO[2,3-b] [2,3-h]QUINOLINES AND PYRIMIDO [4′,5′:4,5]THIENO [2,3-
b]THIENO[2,3-h]QUINOLINES, Phosphorus, Sulfur, and Silicon and the Related
Elements, 148:1, 201-214, DOI: 10.1080/10426509908037011
To link to this article: http://dx.doi.org/10.1080/10426509908037011
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