110086-11-8

Basic information

• Product Name: 1H-Pyrazol-3-amine, 4-chloro-5-(1,1-dimethylethyl)-
• Synonyms: 5-(tert-Butyl)-4-chloro-1H-pyrazol-3-amine
• CAS NO: 110086-11-8
• Molecular Formula: C7H12ClN3
• Molecular Weight: 173.645
• Mol File: 110086-11-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazol-3-amine, 4-chloro-5-(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazol-3-amine, 4-chloro-5-(1,1-dimethylethyl)-(110086-11-8)
• EPA Substance Registry System: 1H-Pyrazol-3-amine, 4-chloro-5-(1,1-dimethylethyl)-(110086-11-8)

Safety Data

• Hazardous Substances Data: 110086-11-8(Hazardous Substances Data)

Usage

Chemical class

pyrazole derivatives

Structure

4-chloro-5-(1,1-dimethylethyl) derivative of 1H-pyrazol-3-amine

Common uses

building block for the synthesis of biologically active compounds in medicinal chemistry

Scaffold potential

useful for the development of new drugs with potential pharmacological properties

Structure and properties

valuable intermediate for the development of pharmaceuticals and agrochemicals

Substitution groups

4-chloro and 1,1-dimethylethyl groups

Upstream product

• 59997-51-2 trimethylacetylacetonitrile 
• 82560-12-1 3-tert-butyl-1H-pyrazole-5-amine 

Relevant articles and documents

Synthesis and chemistry of 3-tert-butyl-1,5-diaminopyrazole

N-Amination of 3-amino-5-tert-butylpyrazole 11 with hydroxylamine-O-sulfonic acid gave the 1,5-diaminopyrazole 12 with good regiochemical control. The reactions of 12 with certain electrophiles (e.g. acetic anhydride, DMF acetal, aromatic aldehydes, methoxymethylene Meldrum's acid) took place at one (or both) of the amino groups and no cyclised products were obtained. Reaction of 12 with carbon disulfide followed by alkylation under basic conditions provided the pyrazolo[1,5-b]1,2,4-triazole 26 which is a useful photographic magenta coupler. Reactions of 12 with 1,2- and 1,3-dicarbonyl compounds (diketones and ketoesters) provided new pyrazolo[1,5-b]1,2,4-triazines 29, 30, 42 and 43 and the first derivatives of the pyrazolo[1,5-b]1,2,4-triazepine system 31 and 35-36. The X-ray crystal structure of the pyrazolotriazepine 33 is reported.