Tag: 100-200

Greener and facile aqueous synthesis of pyrazoles using Amberlyst-70 as a recyclable catalyst was written by Chandak, Hemant S.;Lad, Nitin P.;Dange, Dipali S.. And the article was included in Green Chemistry Letters and Reviews in 2012.Category: pyrazoles-derivatives This article mentions the following:

An environmentally benign, room temperature aqueous synthesis of pyrazoles by the condensation of hydrazines/hydrazides with 1,3-diketones using Amberlyst-70 as a recyclable catalyst was described. The use of resinous, non-toxic, thermally stable and inexpensive Amberlyst-70 as a heterogeneous catalyst and simple reaction workup are the addnl. eco-friendly attributes of this synthetic protocol. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Category: pyrazoles-derivatives).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Category: pyrazoles-derivatives

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

High Throughput Synthesis of Extended Pyrazolo[3,4-d]dihydropyrimidines was written by Ryabukhin, Sergey V.;Granat, Dmitry S.;Plaskon, Andrey S.;Shivanyuk, Alexander N.;Tolmachev, Andrey A.;Volovenko, Yulian M.. And the article was included in ACS Combinatorial Science in 2012.Application In Synthesis of 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

Fused pyrazolo[3,4-d]pyrimidines such as I (R = Ph, 4-MeOC₆H₄, 4-ClC₆H₄, 5-phenyl-2-furanyl, 1-phenyl-4-pyrazolyl, 3,4-Me₂C₆H₃, 3-F₃CC₆H₄, 3-Me-2-thienyl, 3-ClC₆H₄, 5-Me-2-furanyl, 3,5-dimethyl-4-isoxazolyl, 3,4-Cl₂C₆H₃, 2-FC₆H₄, 3-FC₆H₄, 4-Me₂NC₆H₄, 2-F₂CHOC₆H₄; R¹ = H; R² = H, F₃C, Me₂NSO₂, 1-pyrrolidinylsulfonyl, 1-piperidinylsulfonyl, 4-morpholinylsulfonyl; R¹R² = benzo) were prepared in two steps from 1-substituted-5-pyrazoleamines such as 1-isopropyl-5-pyrazoleamine, heteroaryl chlorides such as 2-chloropyridine, and aldehydes such as benzaldehyde. N-heteroaryl 5-pyrazoleamines such as II (R¹ = H; R² = H, F₃C, 1-piperidinylsulfonyl; R¹R² = benzo) were generated by base-mediated condensation of 5-pyrazoleamines such as 1-phenyl-3-methyl-5-pyrazoleamine with heteroaryl chlorides such as 2-chloropyridine; heating the heteroaryl pyrazoleamines with aryl aldehydes or isatins either in a sealed tube with trimethylsilyl chloride or in glacial acetic acid followed by crystallization yielded pyrazolo[3,4-d]pyrimidines. Reaction of N-heteroaryl 5-pyrazoleamines with cyclohexanone provided N-heteroaryl 4-(1-cyclohexen-1-yl)-5-pyrazoleamines rather than spirocyclohexanepyrazolopyrimidines. A library of > 200 pyrazolo[3,4-d]pyrimidines were prepared; the distribution of the library members within ranges of lipophilicity, mol. weight, hydrogen bond acceptor and donor count, and polar surface area was determined In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Application In Synthesis of 1-Ethyl-1H-pyrazol-5-amine).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.Application In Synthesis of 1-Ethyl-1H-pyrazol-5-amine

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Formation of Nitrosopyrazolidones and Pyrazolones from the Hydrazides of Unsaturated Acids was written by Muckermann, Ernst. And the article was included in Berichte der Deutschen Chemischen Gesellschaft in 1910.Recommanded Product: 51395-52-9 This article mentions the following:

Cinnamic hydrazide, PhCH : CHCONHNH₂, prepared from ethyl cinnamate and hydrazine hydrate, crystallizes in bundles of colorless, slender, interlaced needles, m. 101°. It has been described previously as an oil. Yield, 52.1-4.3%. Hydrochloride, from absolute alc. HCl; crystalline, becomes yellow about 190°, m. and evolves gas 201°. Yield, 89.7-93.8%. Benzal derivative, light yellow flocks, softens about 170°, m. 180°. Yield, about 112% of the hydrazide. I-Nitroso-5-phenyl-3-pyrazolidone, formula (I) below, is prepared from cinnamic hydrazide, HCl and NaNO₂; slender, colorless needles, becomes yellow about 115°, m. and decomposes 127-8°. It burns with a smoky flame, is soluble in dilute aqueous NaOH and exhibits Liebermann’s reaction. Yield, 86-90% of the hydrazide hydrochloride. When treated with glacial AcOH and Br it gives 3-phenyl-4,4-dibromo-5-pyrazolone (II); m. 198° not 189°. Boiling, concentrate HCl hydrolyzes (I) to cinnamic acid, but dilute H₂SO₄ (d. 1.06), under similar conditions, converts it into 4-isonitroso-3-phenylpyrazolone (III), gas being evolved during the earlier stages of the reaction. Crotonic hydrazide could only be obtained as an oil which was not pure. It is somewhat unstable. Hydrochloride, MeCH:CHCONHNH₂.HCl, slender, colorless, rather unstable needles, m. and evolves gas 173°. Yield, 87.9%. Benzal derivative, light yellow and insoluble, m. 72°. Yield, 60% of the hydrazide. 1-Nitroso-5-methyl-3-pyrazolidone is prepared in a similar manner to the Ph derivative (1); colorless, lustrous plates, m. and evolves gas 131°. It is soluble in aqueous NaOH or NH₃, gives a cherry-red color with FeCl₃ and exhibits Liebermann’s reaction. Yield, 60-76% of the hydrazide hydrochloride. Glacial AcOH and Br, at 0°, convert it into 3-methyl-4-bromo-5-pyrazolone (IV), which was prepared for comparison from 3-methylpyrazolone; colorless, thick, hexagonal plates, m. 182°. Yield about 100% of the nitroso compound. Under similar conditions, at the ordinary temperature, the nitroso compound gives 3-methyl-4,4-dibromo-5-pyrazolone. In the experiment, the researchers used many compounds, for example, 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9Recommanded Product: 51395-52-9).

4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Recommanded Product: 51395-52-9

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The middle ultraviolet absorption of some pyrazoles derived from β-dicarbonyl compounds was written by Dayton, Peter G.. And the article was included in Compt. rend. in 1953.Product Details of 934-48-5 This article mentions the following:

The bathochromic effect of substituents on the absorption of pyrazole increases as follows: pyrazole < alkylpyrazole < pyrazolecarboxylic acid < phenylpyrazole < phenylpyrazolecarboxylic acid. Absorption spectrum curves between 3000-2142 A. are given for pyrazole and its following derivatives (substituents given): 3(5)-Me (I); 1,3,5-tri-Me; 1-Ph, 3(5)-tert-Bu, m. 75-6°, b₇₆₀ 268°, b₁₈ 152°; 1-Ph,3(5)-Me, 5(3)-tert-Bu, m. 85°, b₇₅₈ 272°, b₁₄ 153°; 1-Ph, 3,5-di-Me (II); 3(5)-Ph; 3,5-di-Me, 1-H₂NCO (III); 3,5-di-Me, 4-EtO₂C; 3(5)-HO₂C; 1-Ph, 3,5-di-Me, 4-EtO₂C; 3(5)-Ph, 5(3)-EtO₂C. The 3,5-di-Me, 3(5)-tert-Bu, m. 53-5°, b₇₆₀ 214°, b₁₅ 115°, and 3(5)-Me, 5(3)-tert-Bu, m. 169-71°, b₇₆₀ 225°, derivatives all show the same absorption as I; the 1-Ph, 3,4,5-tri-Me derivative the same as II, and the 5(3)-tert-Bu, 1-H₂NCO, m. 93°, and 3(5)-Me, 5(3)-tert-Bu, 1-H₂NCO, m. 113-14°, the same as III. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Product Details of 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Product Details of 934-48-5

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Azoles. XIII. Nuclear magnetic resonance spectra of pyrazoles was written by Elguero, Jose;Jacquier, Robert;Nguyen Tien Duc Hong Cung. And the article was included in Bulletin de la Societe Chimique de France in 1966.Quality Control of 3-Methyl-4-nitro-1H-pyrazole This article mentions the following:

The N.M.R. spectra of 180 pyrazoles in nonaqueous solvents (CDCl3, CCl4, C6H6, Me2SO, CF3CO2H) were analyzed. Classes represented were non-N-substituted, N-alkyl (especially N-Me), N-carboxamide, N-tosyl, N-Ph, N-p-nitrophenyl, N-(2,4-dinitrophenyl), and 2,4,6-trinitrophenyl pyrazoles. Chem. displacements (τ) and coupling constants (J) were calculated and compared with literature values. Differences in values were attributed to substituents in ring positions 3, 4, and 5. Steric hindrance between the pyrazolic nucleus and aromatic substituents and the effect of C-Me groups on shielding of the pyrazolic protons was studied. 85 references. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Quality Control of 3-Methyl-4-nitro-1H-pyrazole).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Quality Control of 3-Methyl-4-nitro-1H-pyrazole

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Amination of isomeric bromo-1-methylnitropyrazoles was written by Perevalov, V. P.;Baryshnenkova, L. I.;Andreeva, M. A.;Manaev, Yu. A.;Denisova, I. A.;Stepanov, B. I.;Seraya, V. I.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1983.Related Products of 54210-32-1 This article mentions the following:

Bromination of 1-methylpyrazole by Br-AcOH gave 53% of a mixture of 4,5-dibromo- and 3,4-dibromo-1-methylpyrazoles, which was nitrated to give 5-bromo-4-nitropyrazole (I) and 3-bromo-4-nitropyrazole. Amination of I by aqueous NH₃ gave 5-amino-4-nitro-1-methylpyrazole. Amination of 4-bromo-5-nitro-1-methylpyrazole gave 4-amino-5-nitro-1-methylpyrazole; amination of 4-bromo-3-nitro-1-methylpyrazole gave 4-amino-3-nitro- and 3-nitro-1-methylpyrazoles. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Related Products of 54210-32-1).

1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Related Products of 54210-32-1

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Facile and environmentally friendly synthesis of nitropyrazoles using montmorillonite K-10 impregnated with bismuth nitrate was written by Ravi, P.;Tewari, Surya P.. And the article was included in Catalysis Communications in 2012.Product Details of 54210-32-1 This article mentions the following:

Nitropyrazoles in higher yields were synthesized using montmorillonite K-10 impregnated with bismuth nitrate and the present procedure may be applied for the nitration of a wide variety of azoles in the drug and pharmaceutical industries. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Product Details of 54210-32-1).

1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Pyrazole the presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. Product Details of 54210-32-1

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Coordination tendencies of acidic amino groups. VIII. Complexing behavior of 3-methyl-5-pyridyl-2-pyrazole was written by Hennig, Horst;Daute, Ingeborg. And the article was included in Zeitschrift fuer Chemie in 1971.Application of 19959-77-4 This article mentions the following:

3-Methyl-5-(2-pyridyl)pyrazole (HMPP) reacted with metal acetylacetonates to give the following complexes: [Cu(MPP)2], [Ni(MPP)2], [Co(MPP)3], [Zn(MPP)2], [Pd(MPP)2], (Cu(HMPP)Cl2] and [Co(HMPP)Cl2]. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Application of 19959-77-4).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.Application of 19959-77-4

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Structure of the products of acrolein reactions with pyrazoles was written by Attaryan, O. S.;Antanosyan, S. K.;Kinoyan, F. S.;Tamazyan, R. A.;Panosyan, G. A.;Matsoyan, S. G.. And the article was included in Russian Journal of Organic Chemistry in 2006.Application of 15953-73-8 This article mentions the following:

Pyrazoles reacted with acrolein to give p1-pyrazolepropanals in fairly high yields. 3,5-Dimethyl-1-pyrazolepropanal dimerized on standing to the oxygen-linked dimer which on treatment with H₂NOH gave 3,5-dimethyl-1-pyrazolepropanal oxime. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Application of 15953-73-8).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.Application of 15953-73-8

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Metal-catalyzed oxidations. Part 6. Molybdenum-catalyzed olefin epoxidation: ligand effects was written by Thiel, Werner R.;Eppinger, Joerg. And the article was included in Chemistry – A European Journal in 1997.Name: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine This article mentions the following:

0E synthesized substituted pyrazolylpyridine ligands to examine their donor properties by spectroscopic (IR, NMR) and computational (AM1) methods. The influence of the substitution patterns on spectroscopic and thermodn. features of molybdenum oxobisperoxo complexes [(L-L)MoO(O₂)₂] [L-L = 2-(1-alkyl-3-pyrazolyl)pyridine/pyrazine] correlates with the activities of the complexes in catalytic olefin epoxidation reactions. This further proof for the relation between the Lewis acidity and the catalytic activity of epoxidation catalysts supports a reaction mechanism in which the peroxo complex activates the oxidizing agent (H₂O₂, ROOH) instead of directly transferring an oxygen atom from a η²-peroxo ligand to the olefin. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Name: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Name: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics