144223-29-0

Basic information

• Product Name: 1-(2-PYRIDYLCARBONYL)BENZOTRIAZOLE 97
• Synonyms: 1-(2-PYRIDYLCARBONYL)BENZOTRIAZOLE 97
• CAS NO: 144223-29-0
• Molecular Formula: C₁₂H₈N₄O
• Molecular Weight: 224.222
• Product Categories: C-C Bond Formation;Others;Synthetic Reagents
• Mol File: 144223-29-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 117-124 °C(lit.)
• Boiling Point: 435.3°C at 760 mmHg
• Flash Point: 217.1°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 8.84E-08mmHg at 25°C
• Refractive Index: 1.719
• CAS DataBase Reference: 1-(2-PYRIDYLCARBONYL)BENZOTRIAZOLE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-PYRIDYLCARBONYL)BENZOTRIAZOLE 97(144223-29-0)
• EPA Substance Registry System: 1-(2-PYRIDYLCARBONYL)BENZOTRIAZOLE 97(144223-29-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36
• WGK Germany: 3
• Hazardous Substances Data: 144223-29-0(Hazardous Substances Data)

Usage

Uses

Reactant for:Preparation of ruthenium(II) benzotriazole triphenylphosphine pyridylcarboxylato chloro complexPreparation of acyl azides via reactions with sodium azideAcylation of Grignard and heteroaryllithium reagentsChemoselective reduction reactions

Synthesis Reference(s)

Tetrahedron, 48, p. 7817, 1992 DOI: 10.1016/S0040-4020(01)80459-2

InChI:InChI=1/C12H8N4O/c17-12(10-6-3-4-8-13-10)16-11-7-2-1-5-9(11)14-15-16/h1-8H

Upstream product

• 98-98-6 2-Picolinic acid 
• 37073-15-7 1-(methanesulfonyl)-1H-1,2,3-benzotriazole 
• 95-14-7 1,2,3-Benzotriazole 

Downstream Products

• 4013-71-2 pyridine-2-carbonyl azide 
• 1187536-01-1 Re(cis-Br₂)(trans-(triphenylphosphine)2)(picolinate) 
• 1187535-97-2 Re(cis-Cl₂)(trans-(triphenylphosphine)2)(picolinate) 
• 586-98-1 2-Hydroxymethylpyridine 
• 769922-58-9 pyridine-2-carbothioic acid S-phenyl ester 
• 89970-82-1 N-hydroxy-N-methyl-2-pyridinecarboxamide 
• 1452-77-3 pyridine-2-carboxylic acid amide 
• 14990-93-3 N-(4-methoxyphenyl)-2-pyridinecarboxamide 

Relevant articles and documents

Sulfonyl derivatives of benzotriazole: Part 1. A novel approach to the activation of carboxylic acids

1-Acylbenzotriazoles (8, R = Me, Et, n-Bu and Ph) are prepared in good yields by fusion of benzotriazole and acid chlorides at 80 - 100°C. In cases when the corresponding acid chlorides are not available, 1-acylbenzotriazoles are conveniently available from 1-(1-methanesulfonyl) benzotriazole and the respective carboxylic acids as illustrated by the preparation of 2-, 3-, and 4-pyridoyl-, 2-pyrrolylcarbonyl- and 2-furoyl-benzotriazole in yields of 80 - 95%. Preparations of two sulfonyl derivatives of benzotriazole are also described.

An Improved Synthesis of Polyfunctional Acyl Azides in PEG 400

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Preparation of polyfunctional acyl azides

(Chemical Equation Presented) A general synthesis of acyl azides from the corresponding N-acyl benzotriazoles is described. The procedure affords acyl azides in good yields and avoids the use of acid activators and NO+ equivalents typically emp

Regiospecific C-acylation of pyrroles and indoles using N-acylbenzotriazoles

Reactions of pyrrole (2) or 1-methylpyrrole (4) with readily available N-acylbenzotriazoles 1a - g (RCOBt, where R = 4-tolyl, 4-nitrophenyl, 4-diethylaminophenyl, 2-furyl, 2-pyridyl, 2-indolyl, or 2-pyrrolyl) in the presence of TiCl4 produced 2