2-chloro-N-quinolin-8-ylbenzamide

Base Information

• Chemical Name: 2-chloro-N-quinolin-8-ylbenzamide
• CAS No.: 444112-59-8
• Molecular Formula: C₁₆H₁₁ClN₂O
• Molecular Weight: 282.729
• DSSTox Substance ID: DTXSID301324490
• Nikkaji Number: J3.201.049K
• Pharos Ligand ID: 33VQ1PTVYDD2
• ChEMBL ID: CHEMBL1269634
• Mol file: 444112-59-8.mol

Synonyms:2-chloro-N-quinolin-8-ylbenzamide;2-chloro-N-(quinolin-8-yl)benzamide;444112-59-8;CHEMBL1269634;2-chloro-N-(8-quinolinyl)benzamide;MLS001180702;DTXSID301324490;HMS2803K05;BDBM50330203;STL072167;AKOS000476954;NCGC00291679-01;SMR000476250;AB00895150-04;AG-690/10007026;EN300-24994382;Z28487278

Chemical Property of 2-chloro-N-quinolin-8-ylbenzamide

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 282.0559907
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-chloro-N-quinolin-8-ylbenzamide

There total 9 articles about 2-chloro-N-quinolin-8-ylbenzamide 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: 83.0%

8-amino quinoline (578-66-5) + ortho-chlorobenzoic acid (118-91-2) → 2-chloro-N-(quinolin-8-yl)benzamide (444112-59-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 40 ℃; for 8h;

DOI:10.1016/j.bmcl.2010.09.014

Reference yield: 77.0%

8-amino quinoline (578-66-5) + o-chlorobenzoyl chloride (609-65-4) → 2-chloro-N-(quinolin-8-yl)benzamide (444112-59-8)

Guidance literature:

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

DOI:10.1021/ol902497k

Reference yield: 41.2%

N-quinolin-8-yl-benzamide (33757-48-1) → 2-chloro-N-(quinolin-8-yl)benzamide (444112-59-8)

Guidance literature:

With methanol; oxygen; sodium carbonate; copper dichloride; at 50 ℃; for 17h; under 760.051 Torr;

DOI:10.1021/ja4026424

upstream raw materials:

8-amino quinoline

o-chlorobenzoyl chloride

ortho-chlorobenzoic acid

methanol

Downstream raw materials:

3-chloro-2-(quinolin-8-ylcarbamoyl)phenyl acetate

2-chloro-6-nitro-N-(quinolin-8-yl)benzamide

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