Methyl 3-(2-quinolinylmethoxy)benzeneacetohydroxamate

Base Information

• Chemical Name: Methyl 3-(2-quinolinylmethoxy)benzeneacetohydroxamate
• CAS No.: 118308-94-4
• Molecular Formula: C19H18 N2 O3
• Molecular Weight: 322.364
• DSSTox Substance ID: DTXSID20152095
• Nikkaji Number: J265.038J
• Wikidata: Q83018690
• ChEMBL ID: CHEMBL79453
• Mol file: 118308-94-4.mol

Synonyms:methyl 3-(2-quinolinylmethoxy)benzeneacetohydroxamate;WY 48422;Wy-48,422

Chemical Property of Methyl 3-(2-quinolinylmethoxy)benzeneacetohydroxamate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 63.94000
• Density: 1.225g/cm³
• LogP: 3.87420
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 322.13174244
• Heavy Atom Count: 24
• Complexity: 404

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CONC(=O)CC1=CC(=CC=C1)OCC2=NC3=CC=CC=C3C=C2

Technology Process of Methyl 3-(2-quinolinylmethoxy)benzeneacetohydroxamate

There total 4 articles about Methyl 3-(2-quinolinylmethoxy)benzeneacetohydroxamate 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: 29.0%

3-[(2-Quinolinyl)methoxy]benzeneacetic acid (104325-55-5) + N-methoxylamine hydrochloride (593-56-6) → Wy 48,422 (118308-94-4)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; Ambient temperature; overnight;

DOI:10.1021/jm00163a039

Reference yield:

3-hydroxy-benzeneacetic acid, methyl ester (42058-59-3) → Wy 48,422 (118308-94-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / cesium carbonate, potassium iodide / acetone / 40 h / Heating

2: 94 percent / 1 N NaOH / tetrahydrofuran / 3 h / Heating

3: 29 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide, Et₃N / tetrahydrofuran / Ambient temperature; overnight

With sodium hydroxide; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; potassium iodide; In tetrahydrofuran; acetone;

DOI:10.1021/jm00163a039

Reference yield:

2-Chloromethylquinoline (4377-41-7) → Wy 48,422 (118308-94-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / cesium carbonate, potassium iodide / acetone / 40 h / Heating

2: 94 percent / 1 N NaOH / tetrahydrofuran / 3 h / Heating

3: 29 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide, Et₃N / tetrahydrofuran / Ambient temperature; overnight

With sodium hydroxide; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; potassium iodide; In tetrahydrofuran; acetone;

DOI:10.1021/jm00163a039

upstream raw materials:

3-[(2-Quinolinyl)methoxy]benzeneacetic acid

N-methoxylamine hydrochloride

2-Chloromethylquinoline

3-hydroxy-benzeneacetic acid, methyl ester

Refernces