903178-41-6

Upstream product

• 5382-44-5 quinoline-2-carboxylic acid hydrazide 
• 622-78-6 Benzyl isothiocyanate 
• 93-10-7 quinoline-2-carboxylic acid 
• 4491-33-2 ethyl quinoline-2-carboxylate 

Downstream Products

• 676154-53-3 C₁₈H₁₄N₄S 
• 1125771-75-6 C₁₈H₁₄N₄O 
• 1125771-92-7 C₁₈H₁₄N₄S 
• 1125771-80-3 C₂₀H₁₆N₄O₂S 
• 1125771-88-1 C₂₁H₁₈N₄OS 
• 1125771-84-7 C₂₁H₁₈N₄O₂S 
• 676154-53-3 4-benzyl-5-(quinolin-2-yl)-4H-1,2,4-triazol-3-thiol 
• 1383551-00-5 4-benzyl-2-(morpholin-4-ylmethyl)-5-(quinolin-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-thione 
• 1383551-01-6 4-benzyl-2-[(4-methylpiperazin-1-yl)methyl]-5-(quinolin-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-thione 

Relevant academic research and scientific papers

Preparation and antimicrobial activity evaluation of some quinoline derivatives containing an azole nucleus

Quinoline-2-carbohydrazide (2) obtained from quinaldic acid (1) was converted to the corresponding carbothioamide 3 and carboxamide 6 by treatment with benzyliso(thio)cyanate. The basic treatment of 3 and 6 yielded the corresponding 1,2,4-triazole derivatives 4 and 7. The synthesis of 5-(quinolin-2-yl)-1,3,4- oxadiazol-2-thiol (9) was performed from the reaction of 1 with CS2 in basic media. The Mannich reaction of compounds 4, 7, and 9 resulted in the formation of aminoalkylated derivatives 5a-c, 8, and 10a,b. The condensation of 1 with thiosemicarbazide, carbohydrazide, or thiocarbohydrazide gave the corresponding 1,2,4-triazole derivatives (11-13). The treatment of 4-amino-5-(quinolin-2-yl)-4H -1,2,4-triazole-3-thiol (13) with 4-chlorophenacyl bromide caused the formation of fused triazolothiadiazine 14. The condensation of 13 with 4-methoxybenzaldehyde generated the corresponding Schiff base 15. The newly synthesized compounds were characterized by elemental analyses, IR, 1H-NMR, 13C-NMR, and mass spectra. The antimicrobial activity study revealed that some of the newly synthesized compounds showed good to moderate activity against a variety of microorganisms.

Synthesis and reactions of some new quinoline thiosemicarbazide derivatives of potential biological activity

Quinoline-2-carbohydrazide (3) was reacted with aryl or alkyl isothiocyanates to give the corresponding quinoline thiosemicarbazides (4a-e). Cyclization of the substituted thiosemicarbazides with sodium hydroxide led to the formation of 5-(quinolin-2-yl)-2H-1, 2, 4-triazole-3(4H)-thiones (5a-e). Desulfurization of thiosemicarbazides by mercuric oxide gave 5-(quinolin-2-yl)-1, 3, 4-oxadiazol- 2-amines (6a-e). Treatment of thiosemicarbazides with ethyl bromoacetate or α -bromopropionic acid yielded (Z)-N′-(3-substituted thiazolidin-4-oxo-2-ylidene) quinoline-2-carbohydrazides (7a-d), (8a-d), respectively. Treatment of thiosemicarbazides with chloroacetone furnished (Z)-N′-(4-methyl-3- substituted-thiazol-2(3H)-ylidene) quinoline-2-carbohydrazides (9a-d). Furthermore, the reaction of thiosemicarbazides with phosphorus oxychloride gave N-substituted-5-(quinolin-2-yl)-1,3,4-thiadiazol-2-amines (10a-e). All newly synthesized compounds were tested and evaluated for antimicrobial activity. Copyright Taylor & Francis Group, LLC.