N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine

Base Information

• Chemical Name: N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine
• CAS No.: 1413416-67-7
• Molecular Formula: C₁₆H₁₂INO
• Molecular Weight: 361.182
• Mol file: 1413416-67-7.mol

Synonyms:N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine

Chemical Property of N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine

There total 4 articles about N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine 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: 80.0%

2-(2'-phenylethynyl)-N-methyl benzamide (110166-72-8) → N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine (1413416-67-7) + C16H12INO (1413416-89-3)

Guidance literature:

With iodine; sodium hydrogencarbonate; In acetonitrile; at 20 ℃; for 1h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jo301958q

Reference yield: 47.0%

2-(2'-phenylethynyl)-N-methyl benzamide (110166-72-8) → N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine (1413416-67-7)

Guidance literature:

2-(2'-phenylethynyl)-N-methyl benzamide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 0 ℃; for 0.333333h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.7b02903

Reference yield:

2-iodo-N-methyl-benzamide (58084-22-3) → N-((3E)-3-(iodo(phenyl)methylene)isobenzofuran-1(3H)-ylidene)methanamine (1413416-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere

1.2: 2 h / 70 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / 0 °C / Inert atmosphere

2.2: 0.33 h / 0 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: |Sonogashira Cross-Coupling / 1.2: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.joc.7b02903

upstream raw materials:

2-iodo-N-methyl-benzamide

phenylacetylene

2-(2'-phenylethynyl)-N-methyl benzamide