Synthetic applications of benzothiazole containing cyanoacetyl group

Synthesis, biological evaluation, and docking studies of various β‐substituted porphyrin conjugates embedded with N‐containing heterocycles

“…As a continuation of our interest in the chemistry of cyanoacetamide [20–22,31–37], N , N ′, N ″, N ‴‐(5,10,15,20‐tetraphenylporphyrin‐2,7,12,17‐tetrayl)tetrakis(2‐cyanoacetamide) ( 8 ) was achieved by heating compound 7 with cyanoacetic acid in presence of drops of acetic anhydride. The structure of 8 was elucidated by spectroscopic data.…”

Synthesis, biological evaluation, and docking studies of various β‐substituted porphyrin conjugates embedded with N‐containing heterocycles

“…As a continuation of our interest in the chemistry of cyanoacetamide [20–22,31–37], N , N ′, N ″, N ‴‐(5,10,15,20‐tetraphenylporphyrin‐2,7,12,17‐tetrayl)tetrakis(2‐cyanoacetamide) ( 8 ) was achieved by heating compound 7 with cyanoacetic acid in presence of drops of acetic anhydride. The structure of 8 was elucidated by spectroscopic data.…”

Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3‐b]pyridine

“…3‐Oxopentanedinitrile derivative 14 was utilized for preparation of various substituted five‐, six‐, and seven‐membered rings attached to the pyridothienopyrimidine nucleus via its treatment with hydroxylamine hydrochloride in N , N ‐dimethylformamide containing a catalytic amount of triethylamine, salicylaldehyde in ethanol and piperidine as a catalyst, and hydrazine hydrate in ethanol containing freshly fused sodium acetate to yield the corresponding 2(5‐aminoisoxazol‐3‐yl)acetonitrile 15 , 4 H ‐chromeno[2,3‐ b ]pyridin‐4‐one 16 , and 3,7‐diamino‐4 H ‐1,2‐diazepin‐5(6 H )one 17 derivatives, respectively. Spectroscopic data and elemental analyses of compounds 15 to 17 were in agreement with the predicted structures (see Section ).…”

“…Compound 2 was cyclized upon heating under reflux in glacial acetic acid to afford the target fused (pyrimidin‐2‐yl)acetonitrile derivative 13 that was subjected to cyanoacetylation using cyanoacetic acid/acetic anhydride to yield the corresponding 3‐oxopentanedinitrile derivative 14 as depicted in Scheme . Elemental analyses, IR, 1 H NMR, and 13 C NMR spectra supported the structure confirmation of compounds 13 and 14 .…”

Synthesis of Some New 1,2,3,4-Tetrahydropyrimidine-2-thione and Their Thiazolo[3,2-a]pyrimidine, Thiazino and Benzothiazepine Derivatives

“…Figure 1 We have now developed a novel, versatile and convenient approach to fused thiazolopyrimidine derivatives to which the third ring is attached bridging the N-3 and S-2 positions. Also, the present work is an extension of our ongoing efforts [30][31][32][33][34][35] towards the development and identification of new molecules via aimed to synthesized some novel thiazolo, thiazino, benzothiazepen, thiazepen derivatives and screen them for antimicrobial activities. Compound 4 was used as a key compound for this study and for further synthesis of other fused heterocycles.…”

Synthesis, biological evaluation, and docking studies of various β‐substituted porphyrin conjugates embedded with N‐containing heterocycles

“…As a continuation of our interest in the chemistry of cyanoacetamide [20–22,31–37], N , N ′, N ″, N ‴‐(5,10,15,20‐tetraphenylporphyrin‐2,7,12,17‐tetrayl)tetrakis(2‐cyanoacetamide) ( 8 ) was achieved by heating compound 7 with cyanoacetic acid in presence of drops of acetic anhydride. The structure of 8 was elucidated by spectroscopic data.…”

Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3‐b]pyridine

“…3‐Oxopentanedinitrile derivative 14 was utilized for preparation of various substituted five‐, six‐, and seven‐membered rings attached to the pyridothienopyrimidine nucleus via its treatment with hydroxylamine hydrochloride in N , N ‐dimethylformamide containing a catalytic amount of triethylamine, salicylaldehyde in ethanol and piperidine as a catalyst, and hydrazine hydrate in ethanol containing freshly fused sodium acetate to yield the corresponding 2(5‐aminoisoxazol‐3‐yl)acetonitrile 15 , 4 H ‐chromeno[2,3‐ b ]pyridin‐4‐one 16 , and 3,7‐diamino‐4 H ‐1,2‐diazepin‐5(6 H )one 17 derivatives, respectively. Spectroscopic data and elemental analyses of compounds 15 to 17 were in agreement with the predicted structures (see Section ).…”

“…Compound 2 was cyclized upon heating under reflux in glacial acetic acid to afford the target fused (pyrimidin‐2‐yl)acetonitrile derivative 13 that was subjected to cyanoacetylation using cyanoacetic acid/acetic anhydride to yield the corresponding 3‐oxopentanedinitrile derivative 14 as depicted in Scheme . Elemental analyses, IR, 1 H NMR, and 13 C NMR spectra supported the structure confirmation of compounds 13 and 14 .…”

Synthesis of Some New 1,2,3,4-Tetrahydropyrimidine-2-thione and Their Thiazolo[3,2-a]pyrimidine, Thiazino and Benzothiazepine Derivatives

“…Figure 1 We have now developed a novel, versatile and convenient approach to fused thiazolopyrimidine derivatives to which the third ring is attached bridging the N-3 and S-2 positions. Also, the present work is an extension of our ongoing efforts [30][31][32][33][34][35] towards the development and identification of new molecules via aimed to synthesized some novel thiazolo, thiazino, benzothiazepen, thiazepen derivatives and screen them for antimicrobial activities. Compound 4 was used as a key compound for this study and for further synthesis of other fused heterocycles.…”

Synthesis, biological evaluation, and docking studies of various β‐substituted porphyrin conjugates embedded with N‐containing heterocycles

“…As a continuation of our interest in the chemistry of cyanoacetamide [20–22,31–37], N , N ′, N ″, N ‴‐(5,10,15,20‐tetraphenylporphyrin‐2,7,12,17‐tetrayl)tetrakis(2‐cyanoacetamide) ( 8 ) was achieved by heating compound 7 with cyanoacetic acid in presence of drops of acetic anhydride. The structure of 8 was elucidated by spectroscopic data.…”

Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3‐b]pyridine

“…3‐Oxopentanedinitrile derivative 14 was utilized for preparation of various substituted five‐, six‐, and seven‐membered rings attached to the pyridothienopyrimidine nucleus via its treatment with hydroxylamine hydrochloride in N , N ‐dimethylformamide containing a catalytic amount of triethylamine, salicylaldehyde in ethanol and piperidine as a catalyst, and hydrazine hydrate in ethanol containing freshly fused sodium acetate to yield the corresponding 2(5‐aminoisoxazol‐3‐yl)acetonitrile 15 , 4 H ‐chromeno[2,3‐ b ]pyridin‐4‐one 16 , and 3,7‐diamino‐4 H ‐1,2‐diazepin‐5(6 H )one 17 derivatives, respectively. Spectroscopic data and elemental analyses of compounds 15 to 17 were in agreement with the predicted structures (see Section ).…”

“…Compound 2 was cyclized upon heating under reflux in glacial acetic acid to afford the target fused (pyrimidin‐2‐yl)acetonitrile derivative 13 that was subjected to cyanoacetylation using cyanoacetic acid/acetic anhydride to yield the corresponding 3‐oxopentanedinitrile derivative 14 as depicted in Scheme . Elemental analyses, IR, 1 H NMR, and 13 C NMR spectra supported the structure confirmation of compounds 13 and 14 .…”

Synthesis of Some New 1,2,3,4-Tetrahydropyrimidine-2-thione and Their Thiazolo[3,2-a]pyrimidine, Thiazino and Benzothiazepine Derivatives

“…Figure 1 We have now developed a novel, versatile and convenient approach to fused thiazolopyrimidine derivatives to which the third ring is attached bridging the N-3 and S-2 positions. Also, the present work is an extension of our ongoing efforts [30][31][32][33][34][35] towards the development and identification of new molecules via aimed to synthesized some novel thiazolo, thiazino, benzothiazepen, thiazepen derivatives and screen them for antimicrobial activities. Compound 4 was used as a key compound for this study and for further synthesis of other fused heterocycles.…”