198476-21-0

Basic information

• Product Name: Benzoic acid, 4-isocyano-, methyl ester (9CI)
• Synonyms: Benzoic acid, 4-isocyano-, methyl ester (9CI)
• CAS NO: 198476-21-0
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.15738
• Product Categories: ISONITRITE
• Mol File: 198476-21-0.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoic acid, 4-isocyano-, methyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-isocyano-, methyl ester (9CI)(198476-21-0)
• EPA Substance Registry System: Benzoic acid, 4-isocyano-, methyl ester (9CI)(198476-21-0)

Safety Data

• Hazardous Substances Data: 198476-21-0(Hazardous Substances Data)

Upstream product

• 150-13-0 4-amino-benzoic acid 
• 63450-84-0 methyl 4-aminobenzoate hydrochloride 
• 619-45-4 4-methoxycarbonyl aniline 
• 53405-05-3 N-formyl p-aminobenzoic acid methyl ester 

Downstream Products

• 198476-56-1 trans-[CoI₂(methyl-4-isocyanobenzoate)4] 
• 198476-44-7 trans-[FeI₂(methyl-4-isocyanobenzoate)4] 
• 198476-61-8 trans-[PdI₂(methyl-4-isocyanobenzoate)2] 
• 1430217-51-8 (E)-methyl 4-(2-(3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-6-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoate 
• 1303995-86-9 methyl 4-[(1,3-benzothiazol-2-yl)amino]benzoate 
• 1430216-12-8 (E)-4-(2-(3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-6-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid 
• 1430216-32-2 C₂₉H₂₅ClN₆O₄ 

Relevant articles and documents

Multicomponent Synthesis and Binding Mode of Imidazo[1,2- a]pyridine-Capped Selective HDAC6 Inhibitors

The multicomponent synthesis of a mini-library of histone deacetylase inhibitors with imidazo[1,2-a]pyridine-based cap groups is presented. The biological evaluation led to the discovery of the hit compound MAIP-032 as a selective HDAC6 inhibitor with promising anticancer activity. The X-ray structure of catalytic domain 2 from Danio rerio HDAC6 complexed with MAIP-032 revealed a monodentate zinc-binding mode.

Silver-Catalyzed Selective Multicomponent Coupling Reactions of Arynes with Nitriles and Isonitriles

Pathway selective aryne-based novel multicomponent coupling reactions with isonitriles and nitriles are described. Crucial to these reactions is the formation of a silver-aryne complex, which shows differential reactivity toward isonitriles and nitriles to form two different forms of ortho-nitrilium organosilver arene species. Interception of the nitrilium of an aryne-isonitrile adduct with another isonitrile leads to the formation of benzocyclobutene-1,2-diimines, whereas the nitrilium of an aryne-nitrile adduct renders selective formation of 3H-indol-3-imines or 3-iminoindolin-2-ol depending on the structure of the nitrile employed.

Synthesis of Imides, Imidates, Amidines, and Amides by Intercepting the Aryne-Isocyanide Adduct with Weak Nucleophiles

New aryne-based multicomponent coupling reactions for the formation of functionalized aromatic compounds have been developed. Arynes generated from triynes or tetraynes through the hexadehydro Diels-Alder reaction readily react with isocyanide to generate nitrilium intermediate. Intercepting this nitrilium species with various weak nucleophile including carboxylic acids, alcohols, sulfonamides, or water generated the corresponding imides, imidates, amidines, or amides. The high regioselectivity of these transformations was mainly controlled by the substituents of the arynes.