6,7-Dimethoxy-2-naphthoic acid

Base Information

• Chemical Name: 6,7-Dimethoxy-2-naphthoic acid
• CAS No.: 37707-78-1
• Molecular Formula: C13H12O4
• Molecular Weight: 232.236
• Hs Code.: 2918990090
• European Community (EC) Number: 835-202-5
• NSC Number: 137208
• UNII: ST6JFH1YV0
• DSSTox Substance ID: DTXSID60191145
• Wikidata: Q83063633
• ChEMBL ID: CHEMBL1968138
• Mol file: 37707-78-1.mol

Synonyms:6,7-Dimethoxy-2-naphthoic acid;37707-78-1;6,7-dimethoxynaphthalene-2-carboxylic acid;NSC137208;ST6JFH1YV0;MLS002920391;2-Naphthalenecarboxylic acid, 6,7-dimethoxy-;NSC-137208;6,7-dimethoxy-naphthalene-2-carboxylic acid;NSC 137208;UNII-ST6JFH1YV0;6,7-Dimethoxy-2-naphthoicacid;SCHEMBL4946900;CHEMBL1968138;DTXSID60191145;XMOYHYGPKOVFJI-UHFFFAOYSA-N;AKOS022658097;2,3-DIMETHOXY-6-NAPHTHOIC ACID;NCI60_000843;SMR001797983;CS-0244826;FT-0724129;EN300-295210;6,7-DIMETHOXY-2-NAPHTHALENECARBOXYLIC ACID;A904162;Z2574917640

Chemical Property of 6,7-Dimethoxy-2-naphthoic acid

Chemical Property:

• Vapor Pressure: 8.08E-07mmHg at 25°C
• Boiling Point: 391.1°Cat760mmHg
• Flash Point: 151.1°C
• PSA: 55.76000
• Density: 1.261g/cm³
• LogP: 2.55520
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 232.07355886
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

6,7-Dimethoxy-2-naphthoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=C(C=CC2=C1)C(=O)O)OC

Technology Process of 6,7-Dimethoxy-2-naphthoic acid

There total 10 articles about 6,7-Dimethoxy-2-naphthoic acid 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: 90.0%

6,7-dimethoxy-2-acetylnaphthalene (37707-72-5) → 6,7-Dimethoxy-naphthalene-2-carboxylic Acid (37707-78-1)

Guidance literature:

With bromine; In tetrahydrofuran; water; at 20 ℃; for 8h;

DOI:10.1002/hlca.200390272

Reference yield:

6,7-dimethoxy-2-naphthalenecarbonyl chloride (72337-67-8) → 6,7-Dimethoxy-naphthalene-2-carboxylic Acid (37707-78-1)

Guidance literature:

With triethylamine; In ethyl acetate;

Reference yield:

2,3-dimethoxynaphthalene (10103-06-7) → 6,7-Dimethoxy-naphthalene-2-carboxylic Acid (37707-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / nitrobenzene / 2 h / 0 °C

2: aq. NaOCl / 2 h / 65 °C

With sodium hypochlorite; aluminium trichloride; In nitrobenzene; 1: Friedel-Crafts reaction;

DOI:10.1016/j.bmcl.2005.04.064

upstream raw materials:

3,4-dihydro-6,7-dimethoxy-2-naphthalenecarboxylic acid

1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid

4-(2-chloro-4,5-dimethoxy-phenyl)-butyric acid ethyl ester

6,7-dimethoxy-2-acetylnaphthalene

Downstream raw materials:

6,7-dimethoxy-2-naphthoic acid methyl ester

6,7-dimethoxy-2-naphthalenecarboxamide

6,7-dimethoxy-2-naphthalenecarbonyl chloride

6,7-dihydroxy-2-naphthalenecarboxylic acid

Refernces

• 1、 Ho, Sheau Ling,Lin, Ching-Ting,Lee, Shoei-Sheng. "In silico design and synthesis of N-arylalkanyl 2-naphthamides as a new class of non-purine xanthine oxidase inhibitors". . p. 789 - 801. Retrieved 2021/01/12.
• 2、 Szekelyhidi, Zsolt,Pato, Janos,Waczek, Frigyes,Banhegyi, Peter,Hegymegi-Barakonyi, Balint,Eros, Daniel,Meszaros, Gyoergy,Hollosy, Ferenc,Hafenbradl, Doris,Obert, Sabine,Klebl, Bert,Keri, Gyoergy,Orfi, Laszlo. "Synthesis of selective SRPK-1 inhibitors: Novel tricyclic quinoxaline derivatives". . p. 3241 - 3246. Retrieved 2007/10/03.