N-(quinolin-8-yl)benzamide

Base Information

• Chemical Name: N-(quinolin-8-yl)benzamide
• CAS No.: 33757-48-1
• Molecular Formula: C16H12 N2 O
• Molecular Weight: 248.284
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90356886
• Nikkaji Number: J3.189.292I
• Wikidata: Q82136514
• ChEMBL ID: CHEMBL1169656
• Mol file: 33757-48-1.mol

Synonyms:N-(quinolin-8-yl)benzamide;33757-48-1;N-quinolin-8-ylbenzamide;N-(8-quinolinyl)benzamide;8-BENZOYLAMINOQUINOLINE;CHEMBL1169656;N-8-Quinolinylbenzamide;N-Quinolin-8-yl-benzamide;SCHEMBL6260903;DTXSID90356886;BDBM50330200;AKOS008489102;NCGC00161752-01;FT-0621504;AN-652/40093920;CU-00000000178-1;Z28487340

Chemical Property of N-(quinolin-8-yl)benzamide

Chemical Property:

• Vapor Pressure: 3.17E-05mmHg at 25°C
• Melting Point: 82-83 °C(Solv: tetrahydrofuran (109-99-9); water (7732-18-5))
• Refractive Index: 1.713
• Boiling Point: 355.3°C at 760 mmHg
• PKA: 11.77±0.43(Predicted)
• Flash Point: 168.7°C
• PSA: 41.99000
• Density: 1.269g/cm³
• LogP: 3.56010
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 248.094963011
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

98%Min ^*data from raw suppliers

8-BENZOYLAMINOQUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC3=C2N=CC=C3

Technology Process of N-(quinolin-8-yl)benzamide

There total 26 articles about N-(quinolin-8-yl)benzamide 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: 99.0%

8-amino quinoline (578-66-5) + benzoyl chloride (98-88-4) → N-quinolin-8-yl-benzamide (33757-48-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01986

Reference yield: 94.0%

8-amino quinoline (578-66-5) + benzoic acid (65-85-0,8013-63-6) → N-quinolin-8-yl-benzamide (33757-48-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0037-1610212

Reference yield: 88.0%

8-benzamidoquinoline N-oxide + p-toluenesulfonyl chloride (98-59-9) → N-quinolin-8-yl-benzamide (33757-48-1) + N-[5-(toluene-4-sulfonyl)-quinolin-8-yl]benzamide

Guidance literature:

With copper(l) iodide; potassium carbonate; at 100 ℃; for 24h;

DOI:10.1021/acs.orglett.5b03114

upstream raw materials:

8-amino quinoline

benzoyl chloride

benzoic acid

2-aminoquinoline

Downstream raw materials:

2,4,6-Trimethyl-benzenesulfonate1-amino-8-benzoylamino-quinolinium;

2-(quinolin-8-ylcarbamoyl)-1,3-phenylene diacetate

N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)benzamide

N-(quinolin-8-ylyl)-2,6-bis((triisopropylsilyl)ethynyl)benzamide