96284-61-6

Basic information

• Product Name: 1-Isoquinolineacetic acid, a-benzoyl-, ethyl ester
• CAS NO: 96284-61-6
• Molecular Formula: C20H17NO3
• Molecular Weight: 319.36
• Mol File: 96284-61-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Isoquinolineacetic acid, a-benzoyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Isoquinolineacetic acid, a-benzoyl-, ethyl ester(96284-61-6)
• EPA Substance Registry System: 1-Isoquinolineacetic acid, a-benzoyl-, ethyl ester(96284-61-6)

Safety Data

• Hazardous Substances Data: 96284-61-6(Hazardous Substances Data)

Usage

Structure

An ester derivative of 1-isoquinlineacetic acid with a benzoyl group at the α-position and an ethyl ester group.

Usage

Commonly used in organic synthesis and pharmaceutical research.

Biological and pharmacological activities

Has potential activities and is being studied for its potential use in the treatment of various diseases and conditions.

Precautions

Should be handled and used with caution to avoid health risks.

Upstream product

• 96284-58-1 2-isoquinolinio-acetoxycarbonylcyanomethylide 
• 1532-72-5 isoquinoline N-oxide 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 46502-61-8 ethyl 2-(isoquinolin-1-yl)acetate 
• 65-85-0 benzoic acid 

Relevant articles and documents

Studies on Tertiary Amine Oxides. LXXXI. Formation of 1-Isoquinolinio-methylides by the reaction of Isoquinoline 2-Oxide with Cyanoacetic Acid and Benzoylacetonitrile in the Presence of Acetic Anhydride

Isoquinoline 2-oxide (1) reacts with cyanoacetic acid in the presence of Ac2O to afford various types of 1-substituted isoquinolines (2, 4, 6, and 7) and N-ylides (3 and 5a) depending upon the reaction conditions and processing procedures (Table I).The reaction in Ac2O gives initially α-acetoxycarbonyl-1-isoquinolineacetonitrile (2) and 2-isoquinolinio-acetoxycarbonylcyanomethylide (3), and that in Ac2O-dimethylformamide yields only 3.Products 2 and 3 are readily convertible into α-acetyl-1-isoquinolineacetonitrile (4) and 2-isoquinolinio-acetylcyanomethylide (5a), respectively, by processing involving heating.The reaction in ethanol gives ethyl α-cyano-1-isoquinolineacetate (6) and di(1-isoquinolyl)acetonitrile (7).The reaction of 1 with benzoylacetonitrile affords both the corresponding 1-substituted isoquinoline (10) and N-ylide (11).Reactions with ethyl benzoylacetate and, methyl and ethyl acetoacetates produce 1-substituted isoquinolines (12 and 14a, b) and 4-acetoxyisoquinoline (13), no ylide being formed.Keywords - isoquinoline 2-oxide; nucleophilic reaction; decarboxylative acyl migration; α-acetoxycarbonyl-1-isoquinolineacetonitrile; α-acetyl-1-isoquinolineacetonitrile; ethyl α-cyano-1-isoquinolineacetate; α-benzoyl-1-isoquinolineacetonitrile; 2-isoquinolinio-acetoxycarbonylcyanomethylide; 2-isoquinolinio-acetylcyanomethylide; 2-isoquinolinio-benzoylcyanomethylide.