Production Method 1

1381932-39-3

94209-24-2

Reaction Conditions

1.1 Solvents: Methanol ;  overnight, 65 °C

Reference

Functionalized heterocyclic scaffolds derived from Morita-Baylis-Hillman Acetates

Zhu, Huajian; Shao, Nana; Chen, Tong; Zou, Hongbin, Chemical Communications (Cambridge, 2013, 49(70), 7738-7740

Production Method 2

59-88-1

156519-20-9

94209-24-2

17355-75-8

Reaction Conditions

Reference

Product class 1: pyrazoles

Stanovnik, B.; Svete, J., Science of Synthesis, 2002, 12, 15-225

Production Method 3

94209-24-2

Reaction Conditions

Reference

Regiocontrolled Synthesis of 1-Substituted-3(5)-carboxyalkyl-1H-pyrazoles Using Trichloromethyl Enones

Pereira, Genilson S.; Mittersteiner, Mateus ; Bonacorso, Helio G.; Martins, Marcos A. P. ; Zanatta, Nilo, ACS Omega, 2023, 8(19), 17274-17287

Production Method 4

151646-24-1

94209-24-2

17355-75-8

Reaction Conditions

1.1 Solvents: Ethanol ;  5 h, reflux

Reference

New Pyrazolium-carboxylates as Structural Analogues of the Pseudo-Cross-Conjugated Betainic Alkaloid Nigellicine

Schmidt, Andreas; Habeck, Tobias; Kindermann, Markus Karl; Nieger, Martin, Journal of Organic Chemistry, 2003, 68(15), 5977-5982

Production Method 5

6296-54-4

94209-24-2

17355-75-8

Reaction Conditions

1.1 Catalysts: Trifluoroacetic acid Solvents: Ethanol ;  rt; 2 h, 85 °C

Reference

La(OTf)3-catalysed one-pot synthesis of pyrazole tethered imidazo[1,2-a]azine derivatives and evaluation of their light emitting properties

Sharma, Shubham; Paul, Avijit Kumar; Singh, Virender, New Journal of Chemistry, 2020, 44(3), 684-694

Production Method 6

623-47-2

15424-14-3

94209-24-2

7189-03-9

Reaction Conditions

Reference

Microwave-assisted 1,3-dipolar cycloaddition reactions of nitrilimines and nitrile oxides

Kaddar, Hafida; Hamelin, Jack; Benhaoua, Hadj, Journal of Chemical Research, 1999, (12), 718-719

Production Method 7

59-88-1

156519-20-9

94209-24-2

17355-75-8

Reaction Conditions

Reference

Haloacetylated enol ethers. 11. Synthesis of 1-methyl- and 1-phenyl pyrazole-3(5)-ethyl esters. A one-pot procedure

Martins, Marcos A. P.; Freitag, Rogerio A.; Da Rosa, Adriano; Flores, Alex F. C.; Zanatta, Nilo; et al, Journal of Heterocyclic Chemistry, 1999, 36(1), 217-220

Production Method 8

1032273-54-3

94209-24-2

17355-75-8

1032273-33-8

1032273-66-7

Reaction Conditions

1.1 Catalysts: Hydrochloric acid Solvents: Dimethylformamide ,  Water ;  2 - 5 h, rt; rt → reflux; 3 h, reflux

Reference

Synthesis of bromodifluoromethyl substituted pyrazoles and isoxazoles

Yang, Xueyan; Shui, Shengxia; Chen, Xi; He, Haiou; Wu, Fanhong, Journal of Fluorine Chemistry, 2010, 131(3), 426-432

Production Method 9

2242910-52-5

2242910-51-4

94209-24-2

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Acetonitrile ;  24 h, 80 °C

Reference

New synthetic access to 3-fluoroalkyl-5-pyrazolecarboxylates and carboxylic acids

Herrera, Alberto Gomez; Schmitt, Etienne; Panossian, Armen ; Vors, Jean-Pierre; Pazenok, Sergii; et al, Journal of Fluorine Chemistry, 2018, 214, 17-23

Production Method 10

6296-54-4

59-88-1

94209-24-2

Reaction Conditions

1.1 Reagents: O-Methylhydroxylamine hydrochloride Solvents: Ethanol ;  3 h, rt
1.2 3 h, rt; 10 h, reflux

Reference

One-Pot Synthesis of Highly Substituted 1H-Pyrazole-5-carboxylates from 4-Aryl-2,4-diketoesters and Arylhydrazines

Zhai, Jiao-Jiao; Gu, Chun-Hui; Guo, Ying; Liao, Dao-Hua; Zhu, Dun-Ru; et al, Journal of Heterocyclic Chemistry, 2016, 53(3), 840-848

Production Method 11

472800-84-3

94209-24-2

Reaction Conditions

1.1 Solvents: Ethanol ;  rt → 80 °C; 3 h, 80 °C

Reference

Histone deacetylase inhibitors for treatment of Neurodegenerative diseases

, World Intellectual Property Organization, , ,

Production Method 12

6296-54-4

94209-24-2

Reaction Conditions

1.1 Reagents: Acetic acid Solvents: Ethanol ;  30 min, rt
1.2 rt; overnight, rt

Reference

Synthesis and fungicidal activity of pyrazole derivatives containing 1,2,3,4-tetrahydroquinoline

Lei, Peng; Zhang, Xuebo; Xu, Yan; Xu, Gaofei; Liu, Xili; et al, Chemistry Central Journal, 2016, 10,

Production Method 13

94209-24-2

Reaction Conditions

Reference

Histone deacetylase inhibitors and compositions and methods of use thereof

, United States, , ,

Production Method 14

623-47-2

18039-45-7

94209-24-2

7189-03-9

Reaction Conditions

1.1 Solvents: Acetonitrile ;  1 h, rt

Reference

Application of Photoclick Chemistry for the Synthesis of Pyrazoles via 1,3-Dipolar Cycloaddition between Alkynes and Nitrilimines Generated In Situ

Remy, Richard ; Bochet, Christian G., European Journal of Organic Chemistry, 2018, 2018(3), 316-328

ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate Raw materials

• ethyl 2,4-dioxo-4-phenyl-butanoate
• 3-BUTENOIC ACID, 4-HYDROXY-2-OXO-4-PHENYL-, ETHYL ESTER, (3Z)-
• 4-bromo-4,4-difluoro-1-phenylbutane-1,3-dione
• ethyl propiolate
• Ethyl (3Z)-2-oxo-4-phenyl-4-[(phenylmethyl)amino]-3-butenoate
• Phenylhydrazine Hydrochloride (1:1)
• N'-Phenylbenzohydrazonoyl chloride
• 3-Buten-2-one, 1,1,1-trichloro-4-methoxy-4-phenyl-
• Ethyl 2-acetoxy-3-nitro-4-phenylbut-3-enoate
• Ethyl (3E)-2-oxo-4-phenyl-4-[(phenylmethyl)amino]-3-butenoate
• 3-Butenoic acid, 4-hydroxy-2-oxo-4-phenyl-, ethyl ester
• 2,5-diphenyl-2h-tetrazole

ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate Preparation Products

• ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate (94209-24-2)
• 1H-Pyrazole-4-carboxylic acid, 1,3-diphenyl-, ethyl ester (7189-03-9)
• 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester (17355-75-8)
• 1H-Pyrazole, 3-(bromodifluoromethyl)-1,5-diphenyl- (1032273-33-8)
• 5-(Bromodifluoromethyl)-1,3-diphenyl-1H-pyrazole (1032273-66-7)

• 1. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 2. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 3. Fate of single walled carbon nanotubes in wetland ecosystems?
  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
• 4. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 5. Emergence of microfluidic wearable technologies
  Joo Chuan Yeo,Kenry Lab Chip, 2016,16, 4082-4090

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenylpyrazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles Phenylpyrazoles

Ethyl 1,3-Diphenyl-1H-Pyrazole-5-Carboxylate: A Comprehensive Overview

Ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate (CAS No. 94209-24-2) is a versatile organic compound with significant applications in various fields of chemistry and materials science. This compound belongs to the class of pyrazole derivatives, which have been extensively studied due to their unique electronic properties and potential in drug design, agrochemicals, and advanced materials.

The structure of ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate consists of a pyrazole ring substituted with two phenyl groups at positions 1 and 3, and an ethoxycarbonyl group at position 5. The presence of the phenyl groups enhances the compound's aromaticity and stability, while the ethoxycarbonyl group introduces additional functional diversity. These structural features make it an attractive candidate for further chemical modifications and applications.

Recent studies have highlighted the potential of pyrazole derivatives like ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate in the development of novel pharmaceutical agents. For instance, researchers have explored its role as a scaffold for designing anti-inflammatory and anticancer drugs due to its ability to interact with key biological targets such as protein kinases and tumor suppressor genes.

In addition to its pharmaceutical applications, ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate has shown promise in the field of agrochemistry. Its ability to act as a plant growth regulator has been investigated in recent agricultural studies, where it demonstrated potential in enhancing crop yields under stress conditions such as drought or salinity.

The synthesis of ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate typically involves multi-step organic reactions, including nucleophilic substitutions and cyclizations. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses of this compound, aligning with the growing demand for sustainable chemical processes.

Moreover, ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate has been utilized as an intermediate in the preparation of more complex molecules with advanced functionalities. For example, it serves as a precursor for synthesizing fluorescent materials and sensors for detecting environmental pollutants such as heavy metals or volatile organic compounds.

From a materials science perspective, the compound's electronic properties make it a valuable component in the development of organic semiconductors and light-emitting diodes (OLEDs). Recent research has focused on incorporating ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate into polymer blends to enhance their electrical conductivity and mechanical stability.

In conclusion, ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate (CAS No. 94209-24-2) stands out as a multifaceted compound with diverse applications across various scientific disciplines. Its unique structure and functional groups continue to inspire innovative research directions, solidifying its position as an important building block in modern chemistry.

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