16101-63-6

Basic information

• Product Name: 6,7-DIMETHOXY-1(2H)-ISOQUINOLONE
• Synonyms: 6,7-DIMETHOXYISOQUINOLIN-1(2H)-ONE;6,7-DIMETHOXY-1(2H)-ISOQUINOLONE
• CAS NO: 16101-63-6
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21
• Mol File: 16101-63-6.mol

Chemical Properties

• Melting Point: 237-238 °C(Solv: chloroform (67-66-3))
• Boiling Point: 462.7°C at 760 mmHg
• Flash Point: 233.6°C
• Appearance: /
• Density: 1.206g/cm³
• Vapor Pressure: 9.66E-09mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: 2-8°C
• PKA: 12.17±0.20(Predicted)
• CAS DataBase Reference: 6,7-DIMETHOXY-1(2H)-ISOQUINOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-DIMETHOXY-1(2H)-ISOQUINOLONE(16101-63-6)
• EPA Substance Registry System: 6,7-DIMETHOXY-1(2H)-ISOQUINOLONE(16101-63-6)

Safety Data

• Hazardous Substances Data: 16101-63-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 34, p. 2760, 1986 DOI: 10.1248/cpb.34.2760

InChI:InChI=1/C11H11NO3/c1-14-9-5-7-3-4-12-11(13)8(7)6-10(9)15-2/h3-6H,1-2H3,(H,12,13)

Upstream product

• 493-49-2 6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one 
• 5653-42-9 3,4-dimethoxyhomophthalic anhydride 

Downstream Products

• 21560-29-2 1-chloro-6,7-dimethoxyisoquinoline 
• 949139-74-6 1-bromo-6,7-dimethoxyisoquinoline 
• 64434-29-3 2-benzyl-6,7-dimethoxyisoquinolin-1(2H)-one 
• 1613479-58-5 C₁₇H₁₃F₂NO₃ 
• 1613479-64-3 1-(4-fluorophenoxy)-6,7-dimethoxyisoquinoline 
• 798566-56-0 [4-nitro-6,7-dimethoxy-isoquinoline-1-yl]-(3-methoxy-phenyl)-methanone 
• 798566-73-1 N-[6,7-dimethoxy-1-(3-methoxy-benzoyl)-isoquinolin-4-yl]-acetamide 
• 798566-57-1 [6,7-dimethoxy-1-(3-methoxy-benzoyl)-isoquinolin-4-yl]-carbamic acid methyl ester 
• 493-49-2 6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one 

Relevant articles and documents

Strategies and synthetic methods directed toward the preparation of libraries of substituted isoquinolines

Strategies for the production of substituted isoquinoline libraries were developed and explored. Routes involving microwave-assisted variants of the Bischler-Napieralski or Pictet-Spengler reaction allowed for cyclization of substituted β-arylethylamine derivatives. The dihydroisoquinolines and tetrahydroisoquinolines thus generated could then be oxidized to their corresponding isoquinoline analogues. An alternate strategy, however, involving the preparation and activation of isoquinolin-1(2H)-ones is demonstrated to be a more practical, rapid, and efficient route to C1- and C4-substituted isoquinoline libraries.

Synthesis of 6,7-Dimethoxyisoquinolones and of 6,7-Dimethoxy-2-methyl-1(2H)-isoquinolone, an Alkaloid of Hernandia ovigera

3-Methyl, 3-formyl, 3-carboxy- and 3-hydroxymethyl-6,7-dimethoxy-1(2H)-isoquinolones (Ia-IVa) and their N-methyl (Ib-IVb) derivatives have been synthesized starting from 6,7-dimethoxyhomophthalic acid.Decarboxylation of 3-carboxyisoquinolones furnishes the corresponding isoquinolones and thus provide a new synthesis for the natural alkaloid, 6,7-dimethoxy-2-methyl-1(2H)-isoquinolone (Vb). β-- and 6β--acrylic acvids (VIa,b) have also been synthesized.