92721-83-0

Basic information

• Product Name: 3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE
• Synonyms: [5-methyl-2-(3-methylphenyl)pyrazol-3-yl]amine;3-methyl-1-(3-methylphenyl)-1H-pyrazol-5-amine;5-methyl-2-(3-methylphenyl)-3-pyrazolamine;5-methyl-2-(3-methylphenyl)pyrazol-3-amine;3-Methyl-1-m-tolyl-1H-pyrazol-5-amine
• CAS NO: 92721-83-0
• Molecular Formula: C₁₁H₁₃N₃
• Molecular Weight: 187.25
• Mol File: 92721-83-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 354.9°Cat760mmHg
• Flash Point: 168.4°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 3.24E-05mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE(92721-83-0)
• EPA Substance Registry System: 3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE(92721-83-0)

Safety Data

• Hazardous Substances Data: 92721-83-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H13N3/c1-8-4-3-5-10(6-8)14-11(12)7-9(2)13-14/h3-7H,12H2,1-2H3

Upstream product

• 1118-61-2 3-Aminocrotononitrile 
• 637-04-7 (3-methylphenyl)hydrazine hydrochloride 
• 2469-99-0 Cyanoaceton 
• 536-89-0 m-tolylhydrazine 

Downstream Products

• 1026911-21-6 2-[(5-methyl-2-m-tolyl-2H-pyrazol-3-ylamino)-methylene]-malonic acid diethyl ester 
• 1394809-86-9 C₁₃H₁₅N₃O 
• 1025895-05-9 4-chloro-3-methyl-1-m-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 851521-11-4 4-chloro-3-methyl-1-m-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid amide 
• 1026959-19-2 4-chloro-3-methyl-1-m-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 
• 1027188-54-0 4-chloro-3-methyl-1-m-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carbonyl chloride 

Relevant articles and documents

Chiral Phosphoric Acid-Catalyzed Enantioselective Synthesis of Pyrazole-Based Unnatural α-Amino Acid Derivatives

An enantioselective synthesis of unnatural pyrazole-based α-chiral amino acid derivatives from the asymmetric reaction of N-aryl-5-aminopyrazoles with β,γ-alkynyl-α-imino esters using a chiral spirocyclic phosphoric acid catalyst was developed. Using the established methodology, various pyrazole-based α-amino acid derivatives with tetrasubstituted carbon stereocenters were obtained in 67–98% yields and with 73–99% enantioselectivities. The NH2 functionality in the corresponding products enables further transformations to a chiral thiourea and a lactam. (Figure presented.).

Microwave synthesis of 1-aryl-1H-pyrazole-5-amines

A microwave-mediated synthesis of 1H-pyrazole-5-amines utilizing 1 M HCl at 150 °C was developed in order to provide products in a matter of minutes with minimal purification. Most reactions are complete in only 10 min and can be isolated via a simple filtration without the need for further purification by column chromatography or recrystallization. This method tolerates a range of functional groups and can be performed on milligram to gram scales.

Approach to the library of fused pyridine-4-carboxylic acids by combes-type reaction of acyl pyruvates and electron-rich amino heterocycles

A library of fused pyridine-4-carboxylic acids (including pyrazolo[3,4-b]pyridines, isoxazolo[5,4-b]pyridines, furo[2,3-b]pyridines, thieno[2,3-b]pyridines, and pyrido[2,3-d]pyrimidines) was generated by Combes-type reaction of acyl pyruvates and electron-rich amino heterocycles followed by hydrolysis of the ester. The library members were also demonstrated to undergo the standard combinatorial transformations including amide coupling and esterification, as well as less common heterocyclizations to 1,2,4-triazoles and 1,2,4-oxadiazoles.