N-(2-isopropylphenyl)-4-methoxybenzamide

Base Information

• Chemical Name: N-(2-isopropylphenyl)-4-methoxybenzamide
• CAS No.: 353783-74-1
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.343
• European Community (EC) Number: 645-046-8
• Mol file: 353783-74-1.mol

Synonyms:4-methoxy-N-[2-(propan-2-yl)phenyl]benzamide;N-(2-isopropylphenyl)-4-methoxybenzamide;Cambridge id 5571616;Oprea1_295020;STK364610;AKOS001213300;AB00089782-01;Z30626554

Chemical Property of N-(2-isopropylphenyl)-4-methoxybenzamide

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 269.141578849
• Heavy Atom Count: 20
• Complexity: 308

Purity/Quality:

N-(2-ISOPROPYLPHENYL)-4-METHOXYBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C1=CC=CC=C1NC(=O)C2=CC=C(C=C2)OC

Technology Process of N-(2-isopropylphenyl)-4-methoxybenzamide

There total 5 articles about N-(2-isopropylphenyl)-4-methoxybenzamide 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: 52.0%

4-methoxy-N-(2-(prop-1-en-2-yl)phenyl)benzamide (148336-12-3) → N-(2-isopropylphenyl)-4-methoxybenzamide (353783-74-1) + (Z)-9-methoxy-12-methyldibenzo[b,f]azocin-6(5H)-one

Guidance literature:

With [Cp^{1-cyclohexyl-2,3,4,5-tetramethylcyclopentadienyl}RhCl₂]₂; potassium pivalate; In 1,2-dichloro-ethane; at 80 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acs.orglett.0c01823

Reference yield:

2-aminoacetophenone (551-93-9) → N-(2-isopropylphenyl)-4-methoxybenzamide (353783-74-1) + (Z)-9-methoxy-12-methyldibenzo[b,f]azocin-6(5H)-one

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.67 h / 0 - 20 °C

1.2: 0 - 20 °C

2.1: dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

3.1: [Cp^{1-cyclohexyl-2,3,4,5-tetramethylcyclopentadienyl}RhCl₂]₂; potassium pivalate / 1,2-dichloro-ethane / 24 h / 80 °C

With [Cp^{1-cyclohexyl-2,3,4,5-tetramethylcyclopentadienyl}RhCl₂]₂; potassium tert-butylate; potassium pivalate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/acs.orglett.0c01823

Reference yield:

anthranilic acid nitrile (1885-29-6) → N-(2-isopropylphenyl)-4-methoxybenzamide (353783-74-1) + (Z)-9-methoxy-12-methyldibenzo[b,f]azocin-6(5H)-one

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 0 - 20 °C

2.1: hydrogenchloride; water / tetrahydrofuran / 0 °C

3.1: potassium tert-butylate / tetrahydrofuran / 0.67 h / 0 - 20 °C

3.2: 0 - 20 °C

4.1: dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

5.1: [Cp^{1-cyclohexyl-2,3,4,5-tetramethylcyclopentadienyl}RhCl₂]₂; potassium pivalate / 1,2-dichloro-ethane / 24 h / 80 °C

With hydrogenchloride; [Cp^{1-cyclohexyl-2,3,4,5-tetramethylcyclopentadienyl}RhCl₂]₂; potassium tert-butylate; water; potassium pivalate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/acs.orglett.0c01823

upstream raw materials:

2-aminoacetophenone

anthranilic acid nitrile

2-isopropenylaniline

4-methoxybenzoic acid

Refernces