1201080-09-2

Basic information

• Product Name: N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide
• Synonyms: N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide;Intermediate 1;Intermediate 1(KK-04-01)
• CAS NO: 1201080-09-2
• Molecular Formula: C₁₄H₁₃N₃O₃
• Molecular Weight: 271.27132
• Mol File: 1201080-09-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide(1201080-09-2)
• EPA Substance Registry System: N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide(1201080-09-2)

Safety Data

• Hazardous Substances Data: 1201080-09-2(Hazardous Substances Data)

Usage

General Description

N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide is a chemical compound with the molecular formula C15H14N4O3. It is an acetamide derivative with a substituted quinoline ring structure. N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide may possess pharmacological properties due to its structural similarities to other bioactive molecules. Its cyano, ethoxy, and oxo functional groups contribute to its reactivity and potential biological activity. Further research into the properties and potential applications of N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide is needed to fully understand its chemical and biological significance.

Upstream product

• 1201079-53-9 5-acetamido-2-amino-4-ethoxybenzoylacetonitrile 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1201079-07-3 1-(3-acetamido-4-ethoxyphenyl)ethanone 
• 1201079-10-8 1-(5-acetamido-4-ethoxy-2-nitrophenyl)ethanone 
• 1201079-13-1 1-(5-acetamido-4-ethoxy-2-nitrophenyl)-2-bromoethanone 
• 544-92-3 copper(I) cyanide 
• 74896-30-3 1-<3-(acetylamino)-4-hydroxyphenyl>ethanone 
• 54255-50-4 3-amino-4-hydroxyacetophenone 
• 16323-09-4 N-(4-chloro-2-hydroxyphenyl)acetamide 
• 860742-51-4 N-(4-chloro-2-ethoxyphenyl)acetamide 
• 28443-50-7 2-amino-5-chlorophenol 
• 1222172-50-0 methyl 5-acetamido-2-[(2-cyanovinyl)amino]-4-ethoxybenzoate 
• 1222172-49-7 methyl 5-acetamido-2-amino-4-ethoxybenzoate 
• 1201080-23-0 methyl 5-acetamido-4-ethoxy-2-nitrobenzoate 

Downstream Products

• 848133-76-6 7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile 
• 361162-95-0 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile 
• 915941-95-6 N-(4-[3-chloro-4-(pyridin-2-ylmethoxy)phenylamino]-3-cyano-7-ethoxyquinoline-6-yl)acetamide 
• 1233953-82-6 3-chloro-N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide 
• 848139-78-6 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile 
• 1360430-68-7 N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-morpholinopropanamide 
• 1233953-83-7 N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-piperidin-1-ylpropanamide 
• 1233953-81-5 N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-(dimethylamino)propanamide 
• 1360430-67-6 N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide 
• 1360430-66-5 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-morpholinopropanamide 
• 1360430-65-4 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-piperidin-1-ylpropanamide 
• 1360430-72-3 3-chloro-N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide 
• 1360430-64-3 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-(dimethylamino)propanamide 
• 1360430-63-2 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide 

Relevant articles and documents

New synthesis of N-(4-chloro-3-cyano-7-ethoxyquinolin- 6-yl)acetamide

New synthetic route of N-(4-chloro-3-cyano-7-ethoxyquinolin-6-yl)- acetamide (1) is described on a hectogram scale. The key steps include the intramolecular cyclization of 3-amino-2-(2-chlorobenzoyl)acrylonitrile 22 to give the 3-cyano-4-quinolone 7, which was chlorinated by POCl3 to give the final product 1 in 36.9% yield over 9 steps and 98.9% purity (HPLC). Purification methods of 7 and 1 were also given.

New and practical synthesis of N-(3-Cyano-7-ethoxy-4-oxo-1,4- dihydroquinolin-6-yl)acetamide

New and practical synthetic route of N-(3-cyano-7-ethoxy-4-oxo-1,4- dihydroquinolin-6-yl)acetamide (1) is described, through the cyclization of 2-aminophenyl-ethanone (12) with N,N-dimethylformamide dimethylacetal. The overall yield of 1 obtained from this process is 46% (five steps) with a purity of >99% (HPLC).

A new and improved process for N -(4-chloro-3-cyano-7-ethoxyquinolin-6-yl) acetamide

A new and improved synthetic route to N-(4-chloro-3-cyano-7-ethoxyquinolin- 6-yl)acetamide (1) is described on a kilogram scale. The key step is the basic cyclization of o-[(2-cyanovinyl)amino]benzoate (14) in tBuONa/ tBuOH system to give the 3-cyano-4-hydroxyquinoline (7). The final product 1 is obtained with 49% overall yield (seven steps) and 98.9% purity (HPLC), which makes it a cost-effective and commercially friendly process for scale-up operations.