3-Chloroformyl-7-methoxycoumarin

Base Information

• Chemical Name: 3-Chloroformyl-7-methoxycoumarin
• CAS No.: 51867-62-0
• Molecular Formula: C11H7 Cl O4
• Molecular Weight: 238.627
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID30199830
• Nikkaji Number: J486.454I
• Wikidata: Q83072834
• Mol file: 51867-62-0.mol

Synonyms:3-chloroformyl-7-methoxycoumarin;CFMOC

Chemical Property of 3-Chloroformyl-7-methoxycoumarin

Chemical Property:

• Vapor Pressure: 7.5E-07mmHg at 25°C
• Boiling Point: 407.5°Cat760mmHg
• Flash Point: 182.9°C
• PSA: 56.51000
• Density: 1.444g/cm³
• LogP: 2.18060
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 238.0032864
• Heavy Atom Count: 16
• Complexity: 350

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(C(=O)O2)C(=O)Cl

Technology Process of 3-Chloroformyl-7-methoxycoumarin

There total 5 articles about 3-Chloroformyl-7-methoxycoumarin 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:

7-methoxycoumarin-3-carboxylic acid (20300-59-8) → 7-methoxy-2-oxo-2H-chromene-3-carbonyl chloride (51867-62-0)

Guidance literature:

With thionyl chloride; chloroform;

Reference yield:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 7-methoxy-2-oxo-2H-chromene-3-carbonyl chloride (51867-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aniline / ethanol / 48 h / 20 °C

2: oxalyl chloride; pyridine / toluene

With pyridine; oxalyl dichloride; aniline; In ethanol; toluene; 1: Knoevenagel condensation;

DOI:10.1139/v02-006

Reference yield:

7-methoxycoumarin-3-carboxylic acid ethyl ester (6093-72-7) → 7-methoxy-2-oxo-2H-chromene-3-carbonyl chloride (51867-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 10percent KOH / ethanol

2: SOCl₂

With potassium hydroxide; thionyl chloride; In ethanol;

upstream raw materials:

7-methoxycoumarin-3-carboxylic acid

2-Hydroxy-4-methoxybenzaldehyde

7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester

7-methoxycoumarin-3-carboxylic acid ethyl ester

Downstream raw materials:

7-methoxycoumarin-3-carbonyl azide

7-methoxy-3-(5-phenyl-[1,3,4]oxadiazol-2-yl)-chromen-2-one

(7-Methoxy-2-oxo-2H-chromen-3-yl)-carbamic acid benzyl ester

(7-Methoxy-2-oxo-2H-chromen-3-yl)-carbamic acid cyclohexyl ester

Refernces

• 1、 -. "Preparation and application of Sigma-2 fluorescent ligand". Paragraph 0086-0089. . Retrieved 2021/06/06.
• 2、 Yao, Dahong,Wang, Jing,Wang, Guan,Jiang, Yingnan,Shang, Lei,Zhao, Yuqian,Huang, Jian,Yang, Shilin,Wang, Jinhui,Yu, Yamei. "Design, synthesis and biological evaluation of coumarin derivatives as novel acetylcholinesterase inhibitors that attenuate H2O2-induced apoptosis in SH-SY5Y cells". . p. 112 - 123. Retrieved 2016/08/01.