2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide

Base Information

• Chemical Name: 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide
• CAS No.: 301819-41-0
• Molecular Formula: C₁₇H₁₄N₂O₃
• Molecular Weight: 294.31
• DSSTox Substance ID: DTXSID001178402
• ChEMBL ID: CHEMBL2235512
• Mol file: 301819-41-0.mol

Synonyms:2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide;301819-41-0;2-(2,3-Dioxoindolin-1-yl)-N-(p-tolyl)acetamide;2-(2,3-dioxoindol-1-yl)-N-(4-methylphenyl)acetamide;CHEMBL2235512;DTXSID001178402;BMA81941;MFCD00401993;STK338160;AKOS000245547;WAY-320082;LS-08208;CS-0281371;EU-0068307;Z28134221;2,3-Dihydro-N-(4-methylphenyl)-2,3-dioxo-1H-indole-1-acetamide

Chemical Property of 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide

Chemical Property:

• Melting Point: 225-228 °C(Solv: N,N-dimethylformamide (68-12-2))
• PKA: 13.15±0.70(Predicted)
• Density: 1.353±0.06 g/cm3(Predicted)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 294.10044231
• Heavy Atom Count: 22
• Complexity: 469

Purity/Quality:

99% ^*data from raw suppliers

2-(2,3-Dioxoindolin-1-yl)-N-(p-tolyl)acetamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=O)CN2C3=CC=CC=C3C(=O)C2=O

Technology Process of 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide

There total 4 articles about 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide 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: 60.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + N-(p-tolyl)-2-chloroacetamide (16634-82-5) → 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide (301819-41-0)

Guidance literature:

indole-2,3-dione; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

N-(p-tolyl)-2-chloroacetamide; In N,N-dimethyl-formamide; for 1h;

DOI:10.1080/14756366.2020.1809388

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide (301819-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium acetate; acetic acid / 0.5 h

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

2.2: 80 °C

With sodium acetate; potassium carbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1007/s00044-010-9361-y

Reference yield:

C8H10N2O → 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N-(4-methylphenyl)acetamide (301819-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 50 - 70 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

2.2: 80 °C

With sulfuric acid; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1007/s00044-010-9361-y

upstream raw materials:

indole-2,3-dione

N-(p-tolyl)-2-chloroacetamide

p-toluidine

aniline

Downstream raw materials:

C₂₅H₂₁N₅O₆

C₂₄H₂₀N₄O₄

C₂₄H₁₉N₅O₅