METHYL 2-ISOCYANOBENZOATE

Base Information

• Chemical Name: METHYL 2-ISOCYANOBENZOATE
• CAS No.: 66715-31-9
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 2926909090
• Mol file: 66715-31-9.mol

Synonyms:2-METHOXYCARBONYLPHENYL ISOCYANIDE;METHYL 2-ISOCYANOBENZOATE;HANSA ISN-0533

Chemical Property of METHYL 2-ISOCYANOBENZOATE

Chemical Property:

• PSA: 26.30000
• LogP: 1.25470

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 2-ISOCYANOBENZOATE

There total 4 articles about METHYL 2-ISOCYANOBENZOATE 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: 81.0%

N-formylanthranilic acid methyl ester (41270-80-8) → o-methoxycarbonylphenylisonitrile (66715-31-9)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at -30 - 20 ℃; for 48.5h;

DOI:10.3762/bjoc.8.234

Reference yield: 79.0%

methyl chloroformate (79-22-1) + ortho-bromophenyl isocyanide (183209-26-9) → o-methoxycarbonylphenylisonitrile (66715-31-9)

Guidance literature:

ortho-bromophenyl isocyanide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

methyl chloroformate; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol802659m

Reference yield: 68.0%

2-carbomethoxyaniline (134-20-3) + formic acid ethyl ester (109-94-4) → o-methoxycarbonylphenylisonitrile (66715-31-9)

Guidance literature:

2-carbomethoxyaniline; formic acid ethyl ester; In 1,2-dichloro-benzene; for 7h; Reflux;

With triethylamine; trichlorophosphate; In dichloromethane; at -5 - 5 ℃; for 3h;

DOI:10.1007/s11172-012-0214-3

upstream raw materials:

N-formylanthranilic acid methyl ester

methyl chloroformate

ortho-bromophenyl isocyanide

2-carbomethoxyaniline

Downstream raw materials:

methyl 2-{[2-(4-hydroxyphenyl)imidazo[1,2-a]pyrimidin-3-yl]amino}benzoate

methyl 2-{[2-(4-hydroxy-3-methoxyphenyl)imidazo[1,2-a]pyrimidin-3-yl]amino}benzoate

methyl 2-{[2-(3,4-dihydroxyphenyl)imidazo[1,2-a]pyrimidin-3-yl]amino}benzoate

methyl 2-{[2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethylimidazo[1,2-a]pyrimidin-3-yl]amino}benzoate

Refernces

• 1、 Neves Filho, Ricardo A. W.,Stark, Sebastian,Westermann, Bernhard,Wessjohann, Ludger A.. "The multicomponent approach to N-methyl peptides: Total synthesis of antibacterial (-)-viridic acid and analogues". . p. 2085 - 2090. Retrieved 2013/02/22.
• 2、 Lygin, Alexander V.,De Meijere, Armin. "ortho-Lithiophenyl isocyanide: A versatile precursor for 3H-quinazolin-4-ones and 3H-quinazolin-4-thiones". supporting information; experimental part. p. 389 - 392. Retrieved 2009/09/05.