1370650-84-2

Basic information

• Product Name: methyl 2-(2-isocyanatoethyl)benzoate
• Synonyms: methyl 2-(2-isocyanatoethyl)benzoate
• CAS NO: 1370650-84-2
• Molecular Weight: 205.213
• Mol File: 1370650-84-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2-(2-isocyanatoethyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(2-isocyanatoethyl)benzoate(1370650-84-2)
• EPA Substance Registry System: methyl 2-(2-isocyanatoethyl)benzoate(1370650-84-2)

Safety Data

• Hazardous Substances Data: 1370650-84-2(Hazardous Substances Data)

Upstream product

• 135-19-3 β-naphthol 
• 81329-74-0 3-(2-(methoxycarbonyl)phenyl)propanoic acid 
• 776-79-4 2-(2-carboxyethyl)benzoic acid 
• 25040-17-9 methyl 3-[2-(methoxycarbonyl)phenyl]propionate 
• 612-40-8 2-carboxycinnamic acid 
• 1370650-78-4 methyl 2-(3-azido-3-oxopropyl)benzoate 
• 1370650-73-9 methyl 2-(3-chloro-3-oxopropyl)benzoate 

Downstream Products

• 1370650-94-4 4-bromo-1-oxo-N-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide 
• 13797-31-4 1-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid phenylamide 
• 491-30-5 1-isoquinolone 
• 1370650-88-6 methyl 2-(2-(3-phenylureido)ethyl)benzoate 

Relevant articles and documents

New synthetic methodology for construction of the 3,4-dihydroisoquinolinone skeleton: A key structure for isoquinoline alkaloids

We hereby report a new method for preparation of 3,4-dihydroisoquinolin- 1(2H)-one as well as isoquinolin-1(2H)-one skeleton starting from the methyl 2-(3-methoxy-3-oxopropyl)benzoate. The ester functionality, adjacent to the methylene, was regiospecifically converted to the desired acyl azide. The isocyanate was transformed into the monoisocyanate by Curtius rearrangement followed by trapping with aniline. The formed urea derivative was cyclized with NaH to give a 3,4-dihydroisoquinolin-1(2H)-one derivative. Incorporation of a double bond into the six-membered ring followed by removal of the substituent resulted in the formation of isoquinolin-1(2H)-one skeleton.