Cyclohexanecarboxamide, N-8-quinolinyl- (9CI)

Base Information

• Chemical Name: Cyclohexanecarboxamide, N-8-quinolinyl- (9CI)
• CAS No.: 666212-75-5
• Molecular Formula: C₁₆H₁₈N₂O
• Molecular Weight: 254.332
• Mol file: 666212-75-5.mol

Synonyms:Cyclohexanecarboxamide, N-8-quinolinyl- (9CI)

Chemical Property of Cyclohexanecarboxamide, N-8-quinolinyl- (9CI)

Chemical Property:

• Boiling Point: 492.1±18.0 °C(Predicted)
• PKA: 13.03±0.20(Predicted)
• Density: 1 +-.0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanecarboxamide, N-8-quinolinyl- (9CI)

There total 6 articles about Cyclohexanecarboxamide, N-8-quinolinyl- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

8-amino quinoline (578-66-5) + cyclohexanylcarbonyl chloride (2719-27-9) → N-(quinolin-8-yl)-cyclohexanecarboxamide (666212-75-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/ja054549f

Reference yield: 65.0%

8-amino quinoline (578-66-5) + tert-butyl 2-(cyclohexanecarboxamido)nicotinate → N-(quinolin-8-yl)-cyclohexanecarboxamide (666212-75-5)

Guidance literature:

With t-butyl nicotinate; zinc diacetate; at 80 ℃; for 48h;

DOI:10.1021/acscatal.7b02599

Reference yield: 62.0%

1-methyl-N-(quinolin-8-yl)cyclohexane-1-carboxamide (1429896-59-2) → N-(quinolin-8-yl)-cyclohexanecarboxamide (666212-75-5)

Guidance literature:

With trimethylsilyl acetate; oxygen; copper diacetate; sodium carbonate; potassium carbonate; In dimethyl sulfoxide; at 150 ℃; for 16h; regioselective reaction; Schlenk technique; Molecular sieve;

DOI:10.1039/c5cc08393a

upstream raw materials:

8-amino quinoline

cyclohexanylcarbonyl chloride

Cyclohexanecarboxylic acid

1-methyl-N-(quinolin-8-yl)cyclohexane-1-carboxamide

Refernces

• 1、 Zhang, Peng,Zeng, Jia,Pan, Ping,Zhang, Xue-Jing,Yan, Ming. "Palladium-Catalyzed Migratory Insertion of Carbenes and C-C Cleavage of Cycloalkanecarboxamides". supporting information. p. 536 - 541. Retrieved 2022/01/20.
• 2、 Fang, Ping,Huang, Yan,Mei, Tian-Sheng,Wang, Xiang-Yang,Xu, Hao-Han,Yang, Qi-Liang,Yang, Xiang. "Copper-Catalyzed Electrochemical Selective Bromination of 8-Aminoquinoline Amide Using NH4Br as the Brominating Reagent". . p. 3497 - 3507. Retrieved 2020/03/23.