141665-22-7

Upstream product

• 19307-74-5 1-phenyl-pent-1-yn-3-one 
• 302-01-2 hydrazine 
• 64-17-5 ethanol 
• 252921-91-8 5-phenylspiro(1-pyrazoline-3,1'-cyclopropane) 
• 100-42-5 styrene 
• 79-03-8 propionyl chloride 
• 98-86-2 acetophenone 
• 27975-78-6 1-phenyl-1-pentyn-3-ol 
• 536-74-3 phenylacetylene 
• 122851-96-1 3-ethyl-1-(1-ethyl-3-imino-3-phenylprop-1-enyl)-5-isothiocyanato-5-phenyl-2-pyrazoline 

Downstream Products

• 1231308-00-1 4-bromo-5-ethyl-3-phenyl-1H-pyrazole 

Relevant academic research and scientific papers

Z-Selective Synthesis of α-Sulfanyl Carbonyl Compounds from Internal Alkynes and Thiols via Photoredox Catalysis

A synthetically useful Z-selective cascade formal thiyl radical addition, 1,3-double bond isomerization, oxygen trapping reaction, can be promoted by Eosin B under visible light, leading to the construction of 2-aryl- and alkylthio enone derivatives in good yields. An accurate study on the reactivity of different thiols and the screening of the reaction conditions, allowed us to extend this reaction to a large number of substrates, showing a good functional groups tolerance while highlighting the limitations of this procedure. Background experiments and mechanistic studies were also. performed to rationalize this cascade process. The usefulness of this methodology was finally demonstrated via the transformation of a series of α-sulfanyl-enone adducts through selected oxidation reactions, stereoselective synthesis of cyclopropyl ketones, indanones, and pyrazole compounds. (Figure presented.).

Preparation method of pyrazole derivative (by machine translation)

The preparation method comprises the following steps: mixing an alkyne propyl alcohol derivative, a halogen source, an acid and a solvent, heating and reacting, and reacting to Meyer - Schuster generate the pyrazole derivative. Compared with the prior art, the preparation method disclosed by the invention has 91% the advantages of maximum yield, simple operation, mild conditions, high conversion rate, few byproducts and the like, and provides a brand-new synthetic method for construction of pyrazole compounds. (by machine translation)

Fast and Efficient Continuous Flow Method for the Synthesis of Ynones and Pyrazoles

In this study, we developed a convenient and efficient two-step method for the synthesis of ynones in a flow reactor, through the generation of lithium acetylide and its subsequent reactions with acid chlorides. Using this approach, we obtained the ynones in moderate to good yields at room temperature. Moreover, we transformed the ynones into pyrazole derivatives through coupling with hydrazines. This transition metal-free process, mild reaction conditions, and broad functional group tolerance are all attractive features in comparison with conventional bench-top methods.

Preparation of 3,5-disubstituted pyrazoles and isoxazoles from terminal alkynes, aldehydes, hydrazines, and hydroxylamine

The reaction of terminal alkynes with n-BuLi, and then with aldehydes, followed by the treatment with molecular iodine, and subsequently hydrazines or hydroxylamine provided the corresponding 3,5-disubstituted pyrazoles or isoxazoles in good yields with high regioselectivity, through the formations of propargyl secondary alkoxides and α-alkynyl ketones. The present reactions are one-pot preparation of 3,5-disubstituted pyrazoles from terminal alkynes, aldehydes, molecular iodine, and hydrazines, and 3,5-disubstituted isoxazoles from terminal alkynes, aldehydes, molecular iodine, and hydroxylamine.

PYRAZOLYL SUBSTITUTED CARBONIC ACID DERIVATIVES AS MODULATORS OF THE PROSTACYCLIN(PGI2) RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO

Pyrazole derivatives of Formula Ia and pharmaceutical compositions thereof that modulate the activity of the PGI2 receptor. Compounds of the present invention and pharmaceutical compositions thereof are directed to methods useful in the treatment of: pulmonary arterial hypertension (PAH) and related disorders; platelet aggregation; coronary artery disease; myocardial infarction; transient ischemic attack; angina; stroke; ischemia-reperfusion injury; restenosis; atrial fibrillation; blood clot formation in an angioplasty or coronary bypass surgery individual or in an individual suffering from atrial fibrillation; atherosclerosis; atherothrombosis; asthma or a symptom thereof; a diabetic-related disorder such as diabetic peripheral neuropathy, diabetic nephropathy or diabetic retinopathy; glaucoma or other disease of the eye with abnormal intraocular pressure; hypertension; inflammation; psoriasis; psoriatic arthritis; rheumatoid arthritis; Crohn's disease; transplant rejection; multiple sclerosis; systemic lupus erythematosus (SLE); ulcerative colitis; ischemia-reperfusion injury; restenosis; atherosclerosis; acne; type 1 diabetes; type 2 diabetes; sepsis; and chronic obstructive pulmonary disorder (COPD).

Reduction of substituted spiro[cyclopropane-3-(1-pyrazolines)] to spiro[cyclopropane-3-pyrazolidines] and 1-(2-aminoethyl)cyclopropylamine derivatives

Raney nickel-catalyzed hydrogenation of 5-substituted spiro[cyclopropane-3- (1-pyrazoline)]-5-carboxylates occurs with N-N bond cleavage with simultaneous cyclocondensation to give 3-aminopyrrolidin-2-ones containing a spirocyclopropane fragment. The pres

Unusual formation of hydroperoxides in the reactions of substituted spiro[pyrazolinecyclopropanes]

3-Cyano- and 3-(alkoxycarbonyl)spiro[2-pyrazoline-5,1'-cyclopropane] and 5-phenylspiro[1-pyrazoline-3,1'-cyclopropane] undergo unusual transformations into 3(5)-substituted 5(3)-(2-hydroperoxyethyl)pyrazoles in the presence of atmospheric oxygen. The cond

Formation and thermal decomposition of adducts of phthalimidonitrene with spiro(1-pyrazolinecyclopropanes)

Oxidation of N-aminophthalimide with lead tetraacetate in the presence of spiro(1-pyrazolinecyclopropanes) at temperature from -20 °C to -30 °C resulted in the formal generation of phthalimidonitrene followed by its addition at the N=N bond of the pyrazoline ring to form 5(3)-substituted N-{spiro[1-pyrazolinio-3(5),1′-cyclopropane]}-N-phthalimidoamides (azimines), whose regioisomeric compositions were determined to a large extent by the nature of the substitueras in the pyrazoline ring. The structures of phthalimidoazimines were established based on the NMR spectra and X-ray diffraction data. Thermal conversions of the resulting adducts, which proceeded either with retention or with opening of the spiro-fused cyclopropane ring, were studied.

SYNTHESIS AND REARRANGEMENT OF 5-ISOTHIOCYANATOPYRAZOLINES

1-(3-Iminoprop-1-enyl)-5-isothiocyanato-2-pyrazolines have been synthesized by reaction of hydrazine derivatives with carbon disulfide.These pyrazoline derivatives are precursors of pyrimidinylpyrazoles.