Iguratimod Impurity 3

Base Information

• Chemical Name: Iguratimod Impurity 3
• CAS No.: 123664-52-8
• Molecular Formula: C15H15NO5S
• Molecular Weight: 321.354
• Mol file: 123664-52-8.mol

Synonyms:

Chemical Property of Iguratimod Impurity 3

Chemical Property:

• Boiling Point: 479.0±55.0 °C(Predicted)
• PKA: 6.60±0.10(Predicted)
• PSA: 101.08000
• Density: 1.394±0.06 g/cm3(Predicted)
• LogP: 3.91240

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Iguratimod Impurity 3

There total 6 articles about Iguratimod Impurity 3 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: 91.9%

methyl 4-methylsulfonylamino-2-methoxy-5-phenoxyphenyl ketone → methyl 2-hydroxy-4-methylsulfonylamino-5-phenoxyphenyl ketone (123664-52-8)

Guidance literature:

aluminium trichloride; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane;

Reference yield: 84.0%

acetyl chloride (75-36-5) + N-(5-methoxy-2-phenoxyphenyl)methanesulfonamide (123664-84-6) → methyl 2-hydroxy-4-methylsulfonylamino-5-phenoxyphenyl ketone (123664-52-8)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 15 - 20 ℃; for 1h;

DOI:10.1248/cpb.48.131

Reference yield:

5-methoxy-2-phenoxyaniline (76838-72-7) → methyl 2-hydroxy-4-methylsulfonylamino-5-phenoxyphenyl ketone (123664-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / pyridine / 1 h / 20 °C

2: 84 percent / aluminum chloride / CH₂Cl₂ / 1 h / 15 - 20 °C

With pyridine; aluminium trichloride; In dichloromethane; 1: Mesylation / 2: Acetylation;

DOI:10.1248/cpb.48.131

upstream raw materials:

acetyl chloride

N-(5-methoxy-2-phenoxyphenyl)methanesulfonamide

5-methoxy-1-nitro-2-phenoxybenzene

5-methoxy-2-phenoxyaniline

Downstream raw materials:

7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

ethyl 2-(2-benzyloxy-4-methylsulfonylamino-5-phenoxybenzoyl)acetate

ethyl 3-[2-hydroxy-4-[(methylsulfonyl)amino]-5-phenoxyphenyl]-3-oxopropanoate

ethyl 7-[(methylsulfonyl)amino]-4-oxo-6-phenoxy-4H-3-chromenecarboxylate

Refernces

• 1、 -. "4H-1-benzopyran-4-one derivative or its salt, process for producing the same and pharmaceutical composition comprising the same as active ingredient". . . Retrieved 2008/06/13.