2-[(2-Hydroxy-5-methoxyphenyl)thio]-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-[(2-Hydroxy-5-methoxyphenyl)thio]-1H-isoindole-1,3(2H)-dione
• CAS No.: 178161-08-5
• Molecular Formula: C₁₅H₁₁NO₄S
• Molecular Weight: 301.323
• DSSTox Substance ID: DTXSID001178264
• Nikkaji Number: J1.254.801J
• Mol file: 178161-08-5.mol

Synonyms:DTXSID001178264;178161-08-5;2-[(2-Hydroxy-5-methoxyphenyl)thio]-1H-isoindole-1,3(2H)-dione

Chemical Property of 2-[(2-Hydroxy-5-methoxyphenyl)thio]-1H-isoindole-1,3(2H)-dione

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 301.04087901
• Heavy Atom Count: 21
• Complexity: 406

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)O)SN2C(=O)C3=CC=CC=C3C2=O

Technology Process of 2-[(2-Hydroxy-5-methoxyphenyl)thio]-1H-isoindole-1,3(2H)-dione

There total 1 articles about 2-[(2-Hydroxy-5-methoxyphenyl)thio]-1H-isoindole-1,3(2H)-dione 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: 66.0%

phthalimidesulfenyl chloride (54974-07-1) + 4-methoxy-phenol (150-76-5) → N-(2-hydroxy-5-methoxyphenylthio)phthalimide (178161-08-5)

Guidance literature:

In chloroform; for 20h; Ambient temperature;

Reference yield: 87.0%

Cyclohexyl isocyanide (931-53-3) + N-(2-hydroxy-5-methoxyphenylthio)phthalimide (178161-08-5) → N-cyclohexyl-6-methoxy-2-imino-1,3-benzoxathiole

Guidance literature:

With pyridine; In toluene; at 100 ℃; for 6h;

DOI:10.1055/s-2003-38072

Reference yield: 86.0%

pyrrole (109-97-7,30604-81-0) + N-(2-hydroxy-5-methoxyphenylthio)phthalimide (178161-08-5) → 4-methoxy-2-(1H-pyrrol-2-ylthio)phenol (1448175-39-0)

Guidance literature:

With cerium(III) chloride heptahydrate; sodium iodide; In acetonitrile; at 20 ℃; for 1.5h; regioselective reaction;

DOI:10.1002/ejoc.201201100

upstream raw materials:

phthalimidesulfenyl chloride

4-methoxy-phenol

Downstream raw materials:

4-methoxy-2-(1H-pyrrol-2-ylthio)phenol

4-methoxy-2-(1-methyl-1H-pyrrol-2-ylthio)phenol

2-(1H-indol-3-ylthio)-4-methoxyphenol

C₂₁H₂₈O₃SSi