85460-36-2Relevant academic research and scientific papers
Nitriles in organic synthesis: Synthesis of new benzothiazole derivatives of biological interest
Fadda,Hammouda,Afsah,Hanash, Ahlam A.
experimental part, p. 433 - 446 (2010/07/03)
Cyanobenzothiazole (1) was utilized for the synthesis of several new fused and 2-heterylbenzothiazole derivatives such as pyrimido, pyridino, quinolino, pyrazolopyranyl, pyrimidinopyranyl, and cyclohexanopyranyl benzothiazole derivatives.
Some reactions of 2-cyanomethyl-1,3-benzothiazole with expected biological activity
Hassan
experimental part, p. 2856 - 2869 (2010/04/30)
New pyrido[2,1-b]benzothiazoles 2a,b, 3, 2-aminoquinoline 4, coumarin 5, cyclohexane 6a,b, and 2-(1,3-benzothiazol-2-yl) methylidene 7 derivatives have been prepared via the reaction of 2-cyanomethyl-1,3-benzothiazole 1 with ,-unsaturated nitriles, α-chloro ethyl acetoacetate, 2-amino benzaldehyde, 5-chlorosalicylaldehyde, α,β-unsaturated ketone, and 2-aminobenzothiol hydrochloride. 2-Thiazole derivatives 9a,b were prepared from compound 1, which was converted to thioamide derivative 8 by reaction with HCl and thioacetamide, and cyclization of this thioamide with α-halogenated ketone gave 9a,b. Reaction of compound 1 and ethylacetate to afford ketonitrile 10. Treatment of 10 with hydrazine hydrate afforded aminopyrazole derivative 11. Substituted 4-aminothiophene 13 has been synthesized by reaction of compound 1 with p-chlorophenyl isothiocyanate. The resulting product 12 was then alkylated with phenacylbromide. Phenyl-2-yl-carbonylhydroximoyl-chloride 15 was prepared by treatment of the corresponding sulfonium bromide with sodium nitrite and hydrochloric acid in dioxane. Compound 15 reacted with α-(1,3- benzothiazol-2-yl) cinnamonitrile 14 afforded the isoxazole derivatives 16. Reaction of coumarin derivative 5 with anthranilamide, pyrimidine diamine, thiosemicarbazide, acetylacetone, and hydrazine hydrate yielded quinazoline-2-one 17, purine 18, triazole 19, 2-acetyl naphthalene-2-one 20, and N-aminoquinoline-2-one 21 derivatives.
Nitriles in Heterocyclic Synthesis: Novel Synthesis of Pyridobenzothiazoles and 1,3-Benzothiazole Derivatives
Fathy, N. M.,Motti, F. M. Abdel,Elgemeie, G. E. H.
, p. 509 - 512 (2007/10/02)
Novel synthesis of pyridobenzothiazoles, pyridine, pyran, thiopyran, pyridazine and coumarin derivatives utilising benzothiazol-2-ylacetonitrile, as starting component are reported.
