109334-75-0

Upstream product

• 18450-24-3 ethyl N-methylindole-2-carboxylate 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 124814-54-6 (3aS,8bR)-4-Methyl-1,3-diphenyl-4,8b-dihydro-1H-pyrazolo[4,3-b]indole-3a-carboxylic acid ethyl ester 
• 89522-18-9 1H-3,5-diphenylpyrazolo<4,3-c>-1H-quinolin-2-one 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 73281-64-8 3-benzoyl-4-hydroxy-1-methylquinolin-2(1H)-one 
• 100-63-0 phenylhydrazine 
• 39228-29-0 (E)-methyl 2-nitrocinnamate 
• 109334-61-4 ethyl (2-nitrobenzoyl)benzoylacetate 
• 956111-58-3 3-benzoyl-4-methoxy-1-methylquinolin-2(1H)-one 
• 59-88-1 phenylhydrazine hydrochloride 
• 1046810-24-5 C₂₃H₁₈ClN₃O 
• 4845-49-2 1,3-diphenyl-5-oxo-4,5-dihydro-1H-pyrazole 

Downstream Products

• 1062228-09-4 C₂₄H₂₀N₃O⁽¹⁺⁾ 

Relevant academic research and scientific papers

Synthesis of pyrazolo[4,3-c]quinolin-4-ones and indolo[3,2-c]quinolin-6- ones by the photocyclization of N-aryl-o-chloroheteroarenecarboxamides

An efficient synthesis of pyrazolo[4,3-c]quinolin-4-ones and indolo[3,2-c]quinolin-6-ones has been achieved by the photocyclization of 5-chloro-N-phenyl-1H-pyrazole-4-carboxamides and 2-chloro-N-phenyl-1H-indole-3- carboxamides in acetone. Georg Thieme Ve

Regioselective synthesis of 2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-ones by the cyclization of 3-acyl-4-methoxy-1-methylquinolinones with hydrazines

Reaction of 3-acyl-4-methoxy-1-methylquinolinones 2 and 5 with hydrazines has been investigated under different experimental conditions. Compound 2 always gave rise selectively and exclusively to the regioisomeric 1,3-disubstituted- or 2,3-disubstituted-pyrazolo[4,3-c]quinolin-4(5H)one (compounds 3a,b or 4a,b, respectively), while reaction of 5 with N-methylhydrazine led to a mixture of pyrazoles 7a and 8a. With N-phenylhydrazine, compounds 7b or 8b were regioselectively obtained. Compound 8a could be selectively synthesized working in solventless conditions. Structural elucidation of all products was independently achieved by NMR spectroscopy.

Ring closure reactions of 3-arylhydrazonoalkyl-quinolin-2-ones to 1-aryl-pyrazolo[4,3-c]quinolin-2-ones

4-Hydroxy-3-arylhydrazonoalkyl-2-quinolones 6 or reactive derivatives such as 3-arylhydrazonoalkyl-4-tosyloxy-2-quinolones 7 or 4-chloro-3- arylhydrazonoalkyl-2-quinolones 14, which are obtained via 3-acyl-4- hydroxyquinolones 4, 10 or 3-phenylaminomethylene-quinoline-2,4-diones 12, cyclize in excellent yields to 1-aryl-pyrazolo[4,3-c]quinolin-4-ones (11). The cyclization conditions were investigated by differential scanning calorimetry (DSC).

NOUVELLE VOIE DE SYNTHESE D'ARYLPYRAZOLO - - QUINOLEINES VIA LA CYCLOADDITION DIPOLAIRE -1,3

The regiospecificity of the diarylnitrilimines (D.A.N.I) action on the heterocycles such as the benzofuranne and N-methylindole has been demonstrated spectroscopically and chemically.With the N-alkylindoles having an alkoxycarbonyle function in the positi