6-Methoxynaphthalene-2-carbonyl chloride

Base Information

• Chemical Name: 6-Methoxynaphthalene-2-carbonyl chloride
• CAS No.: 58601-32-4
• Molecular Formula: C12H9ClO2
• Molecular Weight: 220.655
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60503981
• Nikkaji Number: J456.460J
• Wikidata: Q82358147
• Mol file: 58601-32-4.mol

Synonyms:58601-32-4;6-Methoxynaphthalene-2-carbonyl chloride;6-methoxy-2-naphthoyl chloride;2-methoxy-6-naphthalenecarboxylic acid chloride;SCHEMBL3541417;DTXSID60503981;MFCD12025261;FT-0699674

Chemical Property of 6-Methoxynaphthalene-2-carbonyl chloride

Chemical Property:

• PSA: 26.30000
• LogP: 3.22740
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 220.0291072
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-2-naphthoyl chloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(C=C2)C(=O)Cl

Technology Process of 6-Methoxynaphthalene-2-carbonyl chloride

There total 5 articles about 6-Methoxynaphthalene-2-carbonyl chloride 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: 100.0%

2-methoxy-6-naphthoic acid (2471-70-7) → 6-methoxy-2-naphthoyl chloride (58601-32-4)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

2-cyano-6-methoxynaphthalene (67886-70-8) → 6-methoxy-2-naphthoyl chloride (58601-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 20percent KOH, 36percent H₂O₂ / ethanol; H₂O / 18 h / Heating

2: SOCl₂ / diethyl ether; tetrahydrofuran / 0.67 h / 40 - 45 °C

With potassium hydroxide; thionyl chloride; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; ethanol; water;

DOI:10.1021/jo00391a001

Reference yield:

thionyl chloride (7719-09-7) + 2-methoxy-6-naphthoic acid (2471-70-7) → 6-methoxy-2-naphthoyl chloride (58601-32-4)

Guidance literature:

With N,N-dimethyl-formamide; Inert atmosphere; Reflux;

upstream raw materials:

oxalyl dichloride

2-methoxy-6-naphthoic acid

2-cyano-6-methoxynaphthalene

thionyl chloride

Downstream raw materials:

ethyl 6-methoxy-2-naphthoate

ethyl 3-(6-methoxy-2-naphthyl)-3-oxopropanoate

1-(6-hydroxy-2-naphthyl)ethan-1-one

C₂₄H₂₆BNO₄

Refernces

• 1、 Chatzopoulou, Maria,Claridge, Tim D. W.,Davies, Kay E.,Davies, Stephen G.,Elsey, David J.,Emer, Enrico,Fletcher, Ai M.,Harriman, Shawn,Robinson, Neil,Rowley, Jessica A.,Russell, Angela J.,Tinsley, Jonathon M.,Weaver, Richard,Wilkinson, Isabel V. L.,Willis, Nicky J.,Wilson, Francis X.,Wynne, Graham M.. "Isolation, Structural Identification, Synthesis, and Pharmacological Profiling of 1,2- trans-Dihydro-1,2-diol Metabolites of the Utrophin Modulator Ezutromid". . p. 2547 - 2556. Retrieved 2020.
• 2、 Abdullaha, Mohd,Bharate, Sandip B.,Nuthakki, Vijay K.. "Discovery of methoxy-naphthyl linked N-(1-benzylpiperidine) benzamide as a blood-brain permeable dual inhibitor of acetylcholinesterase and butyrylcholinesterase". . . Retrieved 2020/09/18.