1225463-02-4

Basic information

• Product Name: 2-iodo-N-methoxybenzamide
• Synonyms: 2-iodo-N-methoxybenzamide
• CAS NO: 1225463-02-4
• Molecular Weight: 277.062
• Mol File: 1225463-02-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-iodo-N-methoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-N-methoxybenzamide(1225463-02-4)
• EPA Substance Registry System: 2-iodo-N-methoxybenzamide(1225463-02-4)

Safety Data

• Hazardous Substances Data: 1225463-02-4(Hazardous Substances Data)

Upstream product

• 67-62-9 O-Methylhydroxylamin 
• 609-67-6 2-Iodobenzoyl chloride 
• 2446-51-7 N-methoxybenzamide 
• 88-67-5 2-Iodobenzoic acid 
• 593-56-6 N-methoxylamine hydrochloride 

Downstream Products

• 1225462-95-2 8-iodo-3,4-diphenylisoquinolin-1(2H)-one 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 1015-89-0 6(5H)-phenanthridinone 
• 7115-13-1 3-phenyl-2H-isoquinolin-1-one 

Relevant articles and documents

Tetrabutylammonium Iodide (TBAI) Catalyzed Electrochemical C-H Bond Activation of 2-Arylated N -Methoxyamides for the Synthesis of Phenanthridinones

An electrochemical method for the synthesis of phenanthridinones through constant-potential electrolysis (CPE) mediated by Bu 4 NI (TBAI) is reported. The protocol is metal and oxidant free, and proceeds with 100% current efficiency. TBAI plays a dual role as both a redox catalyst and a supporting electrolyte. The intramolecular C-H activation proceeds under mild reaction conditions and with a short reaction time through electrochemically generated amidyl radicals. The reaction has been scaled up to a gram level, showing its practicability, and the synthetic utility and applicability of the protocol have been demonstrated by a direct one-step synthesis of the bioactive compound phenaglaydon.

Tunable Synthesis of 3-Hydroxylisoquinolin-1,4-dione and Isoquinolin-1-one Enabled by Copper-Catalyzed Radical 6- endo Aza-cyclization of 2-Alkynylbenzamide

In this work, switchable synthesis of isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione from 2-alkynylbenzamide is reported. The transformation works well with good yields and a broad reaction scope. The synthetic switch for providing isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione is enabled by the use of a N2 or O2 atmosphere. Mechanism studies show that the reaction proceeds in a regioselective manner via a N-center radical 6-endo-dig aza-cyclization pathway.

Metal-free iodine(III)-promoted synthesis of isoquinolones

A metal-free oxidative cycloaddition reaction of substituted benzamides and alkynes has been developed for the synthesis of isoquinolones by using bis(trifluoracetoxy)iodobenzene (PIFA) and trifluoroacetic acid (TFA). Under mild conditions, a wide variety of isoquinolones were conveniently prepared via oxidative annulation of simple N-methoxybenzamide and diarylacetylene or aryl/alkyl acetylene derivatives in yields up to 87%.