443638-87-7

Basic information

• Product Name: 3-methyl-N-(8-quinolinyl)benzamide
• Synonyms: 3-methyl-N-(8-quinolinyl)benzamide
• CAS NO: 443638-87-7
• Molecular Formula: C₁₇H₁₄N₂O
• Molecular Weight: 262.30586
• Mol File: 443638-87-7.mol
• Article Data: 53

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-methyl-N-(8-quinolinyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-N-(8-quinolinyl)benzamide(443638-87-7)
• EPA Substance Registry System: 3-methyl-N-(8-quinolinyl)benzamide(443638-87-7)

Safety Data

• Hazardous Substances Data: 443638-87-7(Hazardous Substances Data)

Upstream product

• 578-66-5 8-amino quinoline 
• 129476-63-7 2,2,2-trifluoro-N-(quinolin-8-yl)acetamide 
• 28987-79-3 m-tolylmagnesium bromide 
• 312503-18-7 2-hydroxy-N-(quinolin-8-yl)benzamide 
• 99-04-7 m-Toluic acid 
• 33757-48-1 N-quinolin-8-yl-benzamide 
• 1711-06-4 3-Methylbenzoyl chloride 

Downstream Products

• 1200444-73-0 C₂₁H₁₈N₂O₅ 
• 1351066-91-5 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide 
• 1436849-24-9 4-methyl-N-(quinolin-8-yl)-[1,1'-biphenyl]-2-carboxamide 
• 1436849-51-2 4'-(dimethylamino)-4-methyl-N-(quinolin-8-yl)[1,1'-biphenyl]-2-carboxamide 
• 1436849-55-6 C₂₅H₂₀N₂O₃ 
• 1443144-30-6 2,6-difluoro-3-methyl-N-(quinolin-8-yl)benzamide 
• 1581308-44-2 N-(quinolin-8-yl)-5-methyl-2-(trimethylsilyl)benzamide 
• 1620466-23-0 (E)-2-cinnamyl-5-methyl-N-(quinolin-8-yl)benzamide 

Relevant articles and documents

Transition Metal-Free Regioselective Remote C?H Bond 2,2,2-Trifluoroethoxylation of 8-Aminoquinoline Derivatives at the C5 Position

The regioselective 2,2,2-trifluoroethoxylation at the C5 position of amides derived from the 8-aminoquinoline has been developed. In the presence of PIDA, an unprecedented and undirected transition metal-free transformation was achieved using the readily available and appealing 2,2,2-trifluoroethanol as the fluorinated source. The selective distal 2,2,2-trifluoroethoxylation of an array of amides was achieved in moderate to good yields (12 examples, up to 61 % yield). This approach provided efficient access to high-value added fluorinated quinoline derivatives, key building blocks for bulk and fine chemical industry.

Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C?H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids

The Rh-catalyzed ortho-C(sp2)?H functionalization of 8-aminoquinoline-derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated with 8-aminoquinoline-directed ortho-C(sp2)?H acylation, which was accompanied by subsequent intramolecular nucleophilic acyl substitution of amide group to produce alkylidene phthalides This approach exhibits high stereo-selectivity for Z-isomer products, and tolerates a variety of functional groups as well as aliphatic carboxylic acids with diverse structural scaffolds.

C-5 selective chlorination of 8-aminoquinoline amides using dichloromethane

An oxidant-free electrochemical regioselective chlorination of 8-aminoquinoline amides at ambient temperature in batch and continuous-flow was achieved. Inert DCM was used as the chlorinating reagent. Owing to the continuous-flow setup, the reaction scale