95514-24-2

Basic information

• Product Name: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-
• CAS NO: 95514-24-2
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Mol File: 95514-24-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-(95514-24-2)
• EPA Substance Registry System: 3-Buten-2-one, 4-amino-4-phenyl-, (Z)-(95514-24-2)

Safety Data

• Hazardous Substances Data: 95514-24-2(Hazardous Substances Data)

Upstream product

• 5050-65-7 3-phenyl-5-methyl-Δ²-isoxazoline 
• 1136-45-4 5-methyl-3-phenylisoxazol-4-carboxylic acid 
• 129199-94-6 5-bromo-4-ethyl-6-methyl-1,2,3-triazine 
• 114078-85-2 5-Bromo-4-methyl-6-phenyl-[1,2,3]triazine 
• 86905-34-2 3-phenyl-5-methoxy-5-methyl-Δ²-isoxazoline 
• 107995-57-3 (Z)-3-(tert-Butyl-dimethyl-silanyloxy)-but-2-enenitrile 
• 591-51-5 phenyllithium 
• 635680-13-6 2-[hydroxy-(5-methyl-3-phenyl-isoxazol-4-yl)-methyl]-acrylic acid methyl ester 
• 1006-65-1 3-phenylisoxazole 
• 917-54-4 methyllithium 
• 811-49-4 ethyllithium 
• 698-16-8 benzohydroximoyl chloride 
• 100-42-5 styrene 
• 4098-17-3 1-(1-azido-2-iodoethyl)benzene 

Downstream Products

• 86601-48-1 [6-Methyl-4-phenyl-1-p-tolyl-1H-pyrimidin-(2Z)-ylidene]-p-tolyl-amine 
• 51108-55-5 methyl 5-methyl-3-phenylpyrazole-1-carboxylate 
• 79991-38-1 1-benzyl-5-methyl-3-phenyl-1H-pyrazole 
• 73882-47-0 1-benzyl-3-methyl-5-phenyl-pyrazole 
• 1629603-05-9 C₂₁H₁₂F₉NO₃S 
• 1629603-34-4 C₁₉H₁₃N 
• 1629603-25-3 2,6-diphenyl-4-((triisopropylsilyl)ethynyl)pyridine 
• 33567-24-7 4-(4-methoxyphenyl)-2,6-diphenylpyridine 
• 1629602-97-6 C₁₇H₁₅NO₂ 
• 81979-58-0 ethyl 3-methyl-5-phenyl-1H-pyrrole-2-carboxylate 
• 95514-36-6 3-phenyl-5-phenacylisothiazole 
• 95514-26-4 (Z)-1-Phenyl-2-(3-phenyl-isothiazol-5-yl)-vinylamine 
• 10250-60-9 1,5-dimethyl-3-phenyl-1H-pyrazole 
• 10250-58-5 1,3-dimethyl-5-phenyl-1H-pyrazole 

Relevant articles and documents

Non-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids

Treatment of 4-(2-hydroaminoalkylidenyl)- and 4-(2-hydroxyalkylidenyl)-substituted isoxazol-5(4H)-ones with catalytic amounts of [RuCl2(p-cymene)]2, without any additive, afforded pyrazole- and isoxazole-4-carboxylic acids, respectively. The presence of an intramolecular H-bond in these substrates was the key to divert the classical mechanism toward a ring-opening non-decarboxylative path that is expected to generate a vinyl Ru-nitrenoid intermediate, the cyclization of which affords the rearranged products. A gram scale protocol demonstrated the synthetic applicability of this transformation.

Reaction of 3-phenylisoxazole with alkyllithiums

Alkyllithiums react with 3-phenylisoxazole giving C5-H abstraction followed either mainly by ring fragmentation to benzonitrile and ethynolate ion (in the case of t-BuLi) or (less hindered alkyllithiums: n-BuLi, EtLi, MeLi) also by formation of

Studies on the catalytic hydrogenation of Baylis-Hillman derivatives of substituted isoxazolecarbaldehydes. Unusual retention of isoxazole ring during Pd-C-promoted hydrogenation of Baylis-Hillman adducts

Results of the catalytic hydrogenation of Baylis-Hillman adducts obtained from substituted 3-, 4- and 5-isoxazolecarbox-aldehydes and their corresponding acetates in the presence of Raney-Ni and Pd-C are presented. The hydrogenation of Baylis-Hillman addu