Nsc25379

Base Information

• Chemical Name: Nsc25379
• CAS No.: 531-88-4
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 2932209090
• Mol file: 531-88-4.mol

Synonyms:5,6-Dimethoxyphthalide;5,6-Dimethoxy-3H-isobenzofuran-1-one;

Chemical Property of Nsc25379

Chemical Property:

• Vapor Pressure: 1.05E-06mmHg at 25°C
• Melting Point: 155-157 °C
• Refractive Index: 1.547
• Boiling Point: 403 °C at 760 mmHg
• Flash Point: 184.6 °C
• PSA: 44.76000
• Density: 1.26 g/cm³
• LogP: 1.37420
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

m-Meconin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: m-Meconin is a useful adjunct in the detection of illicit opiate in the management of substance misuses.

Technology Process of Nsc25379

There total 6 articles about Nsc25379 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: 75.0%

2-hydroxymethyl-4,5-dimethoxy-benzoic acid + dimethyl sulfoxide (67-68-5,8070-53-9) → methylthiomethyl 2-formyl-4,5-dimethoxybenzoate + 5,6-dimethoxyphthalide (531-88-4)

Guidance literature:

With Swern reagents;

DOI:10.1016/j.tetlet.2007.02.036

Reference yield: 52.0%

2-bromo-4,5-dimethoxybenzyl alcohol (54370-00-2) → 5,6-dimethoxyphthalide (531-88-4)

Guidance literature:

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; N-ethyl-N,N-diisopropylamine; palladium diacetate; In N,N-dimethyl-formamide; at 180 ℃; for 1h; microwave irradiation;

DOI:10.1016/j.tetlet.2004.04.110

Reference yield: 50.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-(3’,4’-dimethoxybenzoyl)morpholine (22792-13-8) → 5,6-dimethoxyphthalide (531-88-4) + 4,5-dimethoxyisobenzofuran-1(3H)-one (4741-58-6)

Guidance literature:

With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In dichloromethane; at 160 ℃; for 72h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.202001160

upstream raw materials:

4-(3,4-dimethoxybenzyl)-6,7-dimethoxyisochroman-3-one

sulfuric acid

3,9,10-trimethoxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol

2-bromo-4,5-dimethoxybenzyl alcohol

Downstream raw materials:

dimethyl 1-(3,4-dimethoxyphenyl)-6,7-dimethoxynaphthalene-2,3-dicarboxylate

2,3-bis-(hydroxymethyl)-6,7-dimethoxy-1-(3',4'-dimethoxyphenyl)naphthalene

4,5,3',4'-tetrahydroxy-2,7'-cycloligna-7,7'-diene-9,9'-lactone

Refernces

• 1、 Jadhav, Sunil B.,Ghosh, Usha. "A simple, rapid and efficient protocol for the synthesis of methylthiomethyl esters under Swern oxidation conditions". . p. 2485 - 2487. Retrieved 2007/10/03.
• 2、 Paleo, M. Rita,Lamas, Carlos,Castedo, Luis,Dominguez, Domingo. "A New Synthesis of Phthalides by Internal Trapping in Ortho-Lithiated Carbamates Derived from Benzylic Alcohols". . p. 2029 - 2033. Retrieved 2007/10/02.