SYNTHESIS OF NAPHTHO[2',3':4,5]IMIDAZO[2,1-<i>b</i>][1,3]THIAZOLE-5,10-DIONE AND NAPHTHO[2',3':4,5]IMIDAZO[2,1-<i>b</i>][1,3]BENZOTHIAZOLE-7,12-DIONE
DOI:
https://doi.org/10.1007/2983Keywords:
2, 3-dibromo-1, 4-naphthoquinone, naphtho[2', 3', 4, 5]imidazo[2, 1-b][1, 3]benzothiazole-7, 12-dione, 3]thiazole-5, 10-dione, ring cyclizationAbstract
Reaction of 2,3-dibromo-1,4-naphthoquinone with 2-aminothiazole in MeONa/MeOH at 60°C for 3 h gave naphtho[2',3':4,5]imidazo[2,1-b][1,3]thiazole-5,10-dione in 64% yield. Reaction of 2,3-dibromo-1,4-naphtoquinone with 2-amino- benzothiazole under the above mentioned conditions gave 2-(benzo[d]thiazol-2-ylamino)-3-bromonaphtalene-1,4-dione in 64% yield which on treatment with Na/THF or NaN3/acetone under reflux conditions gave naphtho[2',3':4,5]imidazo[2,1-b][1,3]- benzothiazole-7,12-dione in 69 and 56% yields, respectively.
How to Cite
Khalafy, J.; Ghezelbash, Z. D.; Mahmoody, M. Chem. Heterocycl. Compd. 2010, 46, 613. [Khim. Geterotsikl. Soedin. 2010, 679.]
For this article in the English edition see DOI 10.1007/s10593-010-0554-6
