2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide

Base Information

• Chemical Name: 2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide
• CAS No.: 183613-11-8
• Molecular Formula: C₁₂H₁₁ClN₂O₂
• Molecular Weight: 250.685
• DSSTox Substance ID: DTXSID50443165
• Mol file: 183613-11-8.mol

Synonyms:183613-11-8;Carbostyril 124 N-Carboxymethyl Chloride;2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide;2-chloro-N-(4-methyl-2-oxo-1H-quinolin-7-yl)acetamide;SCHEMBL23130687;DTXSID50443165;USRUAYVEQRYSTQ-UHFFFAOYSA-N;AKOS024786286;FT-0664278

Chemical Property of 2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide

Chemical Property:

• Boiling Point: 519.3±50.0 °C(Predicted)
• PKA: 11.15±0.70(Predicted)
• PSA: 61.96000
• Density: 1.358±0.06 g/cm3(Predicted)
• LogP: 2.08680
• Solubility.: DMF
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 250.0509053
• Heavy Atom Count: 17
• Complexity: 368

Purity/Quality:

99% ^*data from raw suppliers

Carbostyril124N-CarboxymethylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)NC2=C1C=CC(=C2)NC(=O)CCl
• Uses: Carbostyril 124 N-Carboxymethyl Chloride (cas# 183613-11-8) is a compound useful in organic synthesis.

Technology Process of 2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide

There total 2 articles about 2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide 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: 76.0%

carbostyril 124 (19840-99-4) + chloroacetyl chloride (79-04-9) → 2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide (183613-11-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

DOI:10.1021/ol200328p

Reference yield:

m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → 2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide (183613-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / Reflux

2: triethylamine / N,N-dimethyl-formamide / 0 - 20 °C

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/acs.bioconjchem.6b00473

Reference yield:

tert-butyl 2,2’-(2-((1S,2S)-2-((2-(bis(2-tert-butoxy-2-oxoethyl)amino)ethyl)(2-tert-butoxy-2-oxoethyl)amino)cyclohexylamino)ethylazanediyl)diacetate + 2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide (183613-11-8) → tert-butyl 2,2‘-(2-(((1S,2S)-2-((2-(bis(2-tert-butoxy-2-oxoethyl)amino)ethyl)(2-(4-methyl-2-oxo-1,2-dihydroquinolin-7-ylamino)-2-oxoethyl)amino)cyclohexyl)(2-tert-butoxy-2-oxoethyl)amino)ethylazanediyl)diacetate

Guidance literature:

With sodium carbonate; In acetonitrile; at 60 ℃;

DOI:10.1021/acs.bioconjchem.6b00473

upstream raw materials:

carbostyril 124

chloroacetyl chloride

m-phenylenediamine

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