90792-75-9

Basic information

• Product Name: 3-amino-4-bromo-5-phenylisothiazole
• Synonyms: 3-amino-4-bromo-5-phenylisothiazole
• CAS NO: 90792-75-9
• Molecular Weight: 255.138
• Mol File: 90792-75-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-amino-4-bromo-5-phenylisothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-amino-4-bromo-5-phenylisothiazole(90792-75-9)
• EPA Substance Registry System: 3-amino-4-bromo-5-phenylisothiazole(90792-75-9)

Safety Data

• Hazardous Substances Data: 90792-75-9(Hazardous Substances Data)

Upstream product

• 2825-34-5 3-amino-5-phenylisothiazole 
• 19993-34-1 4-bromo-3-chloro-5-phenylisothiazole 
• 1187734-02-6 4-bromo-3-hydrazinyl-5-phenylisothiazole 
• 2825-31-2 3-phenyl-3-thioxo-propionimidic acid methyl ester 
• 4052-75-9 3-phenyl-3-thioxo-propionamidine 

Downstream Products

• 284680-72-4 4-bromo-5-phenylisothiazole 
• 533937-68-7 5-phenyl-isothiazole-4-carbonitrile 
• 2825-34-5 3-amino-5-phenylisothiazole 
• 1572-10-7 3⁽⁵⁾-phenylpyrazol-5⁽³⁾-amine 

Relevant articles and documents

The conversion of isothiazoles into pyrazoles using hydrazine

The conversion of isothiazoles into pyrazoles on treatment with hydrazine is investigated. The influence of various C-3, C-4 and C-5 isothiazole substituents and some limitations of this ring transformation are examined. When the isothiazole C-3 substituent is a good nucleofuge, 3-aminopyrazoles are obtained. However, when the 3-substituent is not a leaving group it is retained in the pyrazole product. Treatment of 4-bromo-3-chloro-5-phenylisothiazole 56 or 3-chloro-4,5-diphenylisothiazole 57 with anhydrous hydrazine at ca. 200 °C for a few minutes gives the corresponding 3-hydrazinoisothiazoles 61 and 64 respectively in high yields; the stability of these new hydrazines is investigated. 5,5′-Diphenyl-3,3′-biisothiazole-4,4′-dicarbonitrile 78 reacts with hydrazine to give 5,5′-diphenyl-3,3′-bi(1H-pyrazole)-4,4′-dicarbonitrile 79. Methylhydrazine reacts with 3-chloro-5-phenylisothiazole-4-carbonitrile 1 to give 3-(1-methylhydrazino)-5-phenylisothiazole-4-carbonitrile 83 and 3-amino-1-methyl-5-phenylpyrazole-4-carbonitrile 84. All products are fully characterised and rational mechanisms for the isothiazole into pyrazole transformation are proposed.