N-(2-(2-Methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide

Base Information

• Chemical Name: N-(2-(2-Methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide
• CAS No.: 149456-98-4
• Molecular Formula: C17H18N2O6S
• Molecular Weight: 378.406
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID30441922
• Nikkaji Number: J1.227.025I
• Mol file: 149456-98-4.mol

Synonyms:149456-98-4;N-(2-(2-Methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide;MethanesulfonaMide, N-[4-[2-(forMylaMino)acetyl]-5-Methoxy-2-phenoxyphenyl]-;N-[2-[4-(methanesulfonamido)-2-methoxy-5-phenoxyphenyl]-2-oxoethyl]formamide;n-(2-(4-(methanesulfonamido)-2-methoxy-5-phenoxyphenyl)-2-oxoethyl)formamide;AGN-PC-0N6SW3;DTXSID30441922;OVFGHIVRJWQONU-UHFFFAOYSA-N;AKOS022173218;CS-0370555;E84107;N-[4-(Formylaminoacetyl)-5-methoxy-2-phenoxyphenyl]methanesulfonamide

Chemical Property of N-(2-(2-Methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide

Chemical Property:

• Boiling Point: 619.1±65.0 °C(Predicted)
• PKA: 6.45±0.10(Predicted)
• PSA: 122.67000
• Density: 1.357±0.06 g/cm3(Predicted)
• LogP: 3.78180
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 378.08855747
• Heavy Atom Count: 26
• Complexity: 570

Purity/Quality:

99%, ^*data from raw suppliers

N-(2-(2-Methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)CNC=O)OC2=CC=CC=C2)NS(=O)(=O)C

Technology Process of N-(2-(2-Methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide

There total 10 articles about N-(2-(2-Methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide 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%

carbon dioxide (124-38-9,18923-20-1) + α-amino-2-methoxy-4-methanesulfonamido-5-phenoxyacetophenone hydrochloride (149436-41-9) → N-(2-(2-methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide (149456-98-4)

Guidance literature:

With CF₃O₃S^(1-)*C₂₅H₄₂N₆Rh⁽¹⁺⁾; diphenylsilane; triethylamine; In dichloromethane; at 25 ℃; for 24h; under 19001.3 Torr; High pressure; Autoclave;

DOI:10.1002/anie.201504072

Reference yield: 93.56%

formic acid (64-18-6) + sodium formate (141-53-7) + α-amino-2-methoxy-4-methanesulfonamido-5-phenoxyacetophenone hydrochloride (149436-41-9) → N-(2-(2-methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide (149456-98-4)

Guidance literature:

formic acid; sodium formate; With pivaloyl chloride; In acetone; at 18 - 20 ℃; for 1h; Large scale;

α-amino-2-methoxy-4-methanesulfonamido-5-phenoxyacetophenone hydrochloride; In acetone; at 10 - 20 ℃; for 3h; Temperature; Large scale;

Reference yield: 91.0%

trimethylacetic formic anhydride (10535-67-8) + α-amino-2-methoxy-4-methanesulfonamido-5-phenoxyacetophenone hydrochloride (149436-41-9) → N-(2-(2-methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide (149456-98-4)

Guidance literature:

In acetone; for 3h;

DOI:10.1248/cpb.48.131

upstream raw materials:

trimethylacetic formic anhydride

α-amino-2-methoxy-4-methanesulfonamido-5-phenoxyacetophenone hydrochloride

5-methoxy-1-nitro-2-phenoxybenzene

5-methoxy-2-phenoxyaniline

Downstream raw materials:

Iguratimod

α-formamido-2'-hydroxy-4'-methanesulfonamido-5'-phenoxyacetophenone

Refernces

• 1、 -. "Preparation method of Iguratimod formylation intermediates". Paragraph 0069; 0070; 0071; 0074; 0075; 0076; 0079; 0080. . Retrieved 2018/11/22.
• 2、 Inaba, Takihiro,Tanaka, Keiichi,Takeno, Ryuko,Nagaki, Hideyoshi,Yoshida, Chosaku,Takano, Shuntaro. "Synthesis and antiinflammatory activity of 7-methanesulfonylamino-6- phenoxychromones. Antiarthritic effect of the 3-formylamino compound (T-614) in chronic inflammatory disease models". . p. 131 - 139. Retrieved 2007/10/03.