N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide

Base Information

• Chemical Name: N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide
• CAS No.: 436089-18-8
• Molecular Formula: C₁₄H₁₃ClN₂O₂
• Molecular Weight: 276.722
• DSSTox Substance ID: DTXSID301250354
• Mol file: 436089-18-8.mol

Synonyms:N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide;436089-18-8;Oprea1_500235;SCHEMBL16592667;DTXSID301250354;BBL000239;MFCD02585686;STK093832;AKOS000108290;VS-00513;BB 0245285;CS-0367841;N-(4-Amino-2-methoxy-phenyl)-2-chloro-benz amide

Chemical Property of N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 276.0665554
• Heavy Atom Count: 19
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)N)NC(=O)C2=CC=CC=C2Cl

Technology Process of N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide

There total 3 articles about N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide 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: 95.0%

2-chloro-N-(2-methoxy-4-nitrophenyl)benzamide (299954-60-2) → N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide (436089-18-8)

Guidance literature:

With hydrogenchloride; tin; In tetrahydrofuran; water; for 0.5h; Reflux;

Reference yield:

o-chlorobenzoyl chloride (609-65-4) → N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide (436089-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / 1,1-dichloroethane / 0.5 h / 100 °C / Microwave irradiation

2: hydrogen / ethanol; ethyl acetate / 16 h / 760.05 Torr

With hydrogen; N-ethyl-N,N-diisopropylamine; In 1,1-dichloroethane; ethanol; ethyl acetate;

DOI:10.1021/jm101271s

Reference yield:

2-methoxy-4-nitrophenylamine (97-52-9) → N-(4-amino-2-methoxyphenyl)-2-chlorobenzamide (436089-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / 1,1-dichloroethane / 0.5 h / 100 °C / Microwave irradiation

2: hydrogen / ethanol; ethyl acetate / 16 h / 760.05 Torr

With hydrogen; N-ethyl-N,N-diisopropylamine; In 1,1-dichloroethane; ethanol; ethyl acetate;

DOI:10.1021/jm101271s

upstream raw materials:

2-chloro-N-(2-methoxy-4-nitrophenyl)benzamide

o-chlorobenzoyl chloride

2-methoxy-4-nitrophenylamine

Downstream raw materials:

N-(4-(2-chlorobenzamido)-3-methoxyphenyl)thiazole-2-carboxamide

5-bromo-N-(4-(2-chlorobenzamido)-3-methoxyphenyl)furan-2-carboxamide

N-(4-(2-chlorobenzamido)-3-methoxyphenyl)-5-phenylfuran-2-carboxamide

N-(4-benzamido-2-methoxyphenyl)-2-chlorobenzamide