111789-99-2

Basic information

• Product Name: Acetic acid, [[4-methyl-1-(phenylmethyl)-1H-pyrazol-3-yl]oxy]-
• CAS NO: 111789-99-2
• Molecular Formula: C13H14N2O3
• Molecular Weight: 246.266
• Mol File: 111789-99-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid, [[4-methyl-1-(phenylmethyl)-1H-pyrazol-3-yl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [[4-methyl-1-(phenylmethyl)-1H-pyrazol-3-yl]oxy]-(111789-99-2)
• EPA Substance Registry System: Acetic acid, [[4-methyl-1-(phenylmethyl)-1H-pyrazol-3-yl]oxy]-(111789-99-2)

Safety Data

• Hazardous Substances Data: 111789-99-2(Hazardous Substances Data)

Upstream product

• 68430-08-0 2-(1-benzyl-4-methyl-1H-pyrazol-3-yloxy)-2-methyl-propionic acid 
• 105-39-5 chloroacetic acid ethyl ester 
• 53409-18-0 1-benzyl-4-methyl-1,2-dihydro-pyrazol-3-one 

Downstream Products

• 111789-91-4 (1-Benzyl-4-bromo-4-methyl-5-oxo-4,5-dihydro-1H-pyrazol-3-yloxy)-acetic acid 

Relevant articles and documents

LINK synthesis with 3-hydroxy-1H-pyrazoles: 3-carboxyisoalkyloxy-1H-pyrazoles-bicyclic acylpyrazolium salts and γ-lactams-3-carboxyisoalkyloxy-4,5-dihydro-1H-pyrazol-5-ones

1-Substituted 3-hydroxy-1H-pyrazoles 1 react with chloroform, NaOH, and aceton resp. butan-2-one O-regiospecifically to yield 2-methyl-2-[(1H-pyrazol-3-yl)oxy]-propanoic resp. -butanoic acids 14 via a dichlorocarbene (12)-dichlorooxirane (9) pathway. Chlorides 17 of 14 easily cyclize to N-acylpyrazolium salts 18/19, which quantitatively afford esters 22-26 and amides 27-29 of 14. Enantiomers of the butanoic acid 14h, obtained via their diastereomeric cholesterol esters, differ in their stimulus to peroxisome proliferation. At 140°C pyrazolium salts 18 undergo thermolysis to bicyclic β-oxa-γ-lactams 30-32. 3-Carboxyisoalkylamino-pyrazoles similarly give 1H-β-aza-γ-lactams 34. Reactions of 14 with surplus SOCl2 result in 6-chloro-37 resp. 7-chloro-β-oxa-γ-lactams 38 via chlorosulfinylation and extrusion of SO, and in 4,4-bispyrazolyl-sulfoxide 39. A mild introduction of additional O-functions into pyrazoles affording 4,5-dihydro-3-hydroxy-5-oxo-1H-pyrazoles 52-57 is presented. Biological effects of the new pyrazoles are protection against shock and ADP-induced thromboembolism, reduction of serum lipids and improvement of blood flow. Johann Ambrosius Barth 1998.