1,3-diphenyl-1H-pyrazole-4-carboxylic acid

Base Information

• Chemical Name: 1,3-diphenyl-1H-pyrazole-4-carboxylic acid
• CAS No.: 77169-12-1
• Molecular Formula: C16H12 N2 O2
• Molecular Weight: 264.283
• Hs Code.: 2933199090
• European Community (EC) Number: 832-836-4
• DSSTox Substance ID: DTXSID50357213
• Nikkaji Number: J3.074.717H
• Wikidata: Q82137022
• Mol file: 77169-12-1.mol

Synonyms:1,3-diphenyl-1H-pyrazole-4-carboxylic acid;77169-12-1;1,3-diphenylpyrazole-4-carboxylic acid;MFCD00475348;IFLab1_001593;Cambridge id 5110084;CBDivE_009433;SCHEMBL4501557;DTXSID50357213;TQP1141;1,3-diphenylpyrazole-4-carboxylic;HMS1416I09;BBL000001;STK068004;AKOS000114864;BS-14106;CS-0207296;FT-0678420;1,3-diphenyl-1 h-pyrazole-4-carboxylic acid;EN300-00720;Z56787572;1,3-Diphenyl-1H-pyrazole-4-carboxylic acid, AldrichCPR

Chemical Property of 1,3-diphenyl-1H-pyrazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 6.17E-09mmHg at 25°C
• Boiling Point: 451.4°C at 760 mmHg
• Flash Point: 226.8°C
• PSA: 55.12000
• LogP: 3.23750
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 264.089877630
• Heavy Atom Count: 20
• Complexity: 335

Purity/Quality:

98%min ^*data from raw suppliers

1,3-Diphenyl-1H-pyrazole-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NN(C=C2C(=O)O)C3=CC=CC=C3

Technology Process of 1,3-diphenyl-1H-pyrazole-4-carboxylic acid

There total 12 articles about 1,3-diphenyl-1H-pyrazole-4-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1,3-diphenyl-4-formylpyrazole (21487-45-6) → 1,3-diphenyl-1H-pyrazole-4-carboxylic acid (77169-12-1)

Guidance literature:

With bis(acetylacetonate)oxovanadium; dihydrogen peroxide; In water; acetonitrile; at 70 ℃; for 8h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Green chemistry;

DOI:10.1002/jhet.3546

Reference yield: 40.0%

(α-nitrobenzylidene)phenylhydrazine (55849-26-8) → (E,E)-3,3'-Oxydiacrylsaure-dimethylester (54299-81-9) + 1,3-diphenyl-1H-pyrazole-4-carboxylic acid (77169-12-1) + 1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine (17355-78-1) + 1,3-diphenyl-1H-pyrazole-5-carboxylic acid (964-42-1)

Guidance literature:

With triethylamine; sodium iodide; In acetonitrile; at 20 ℃;

Reference yield:

N-(1-phenylethylidene)phenylhydrazine (583-11-9,59130-82-4) → 1,3-diphenyl-1H-pyrazole-4-carboxylic acid (77169-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 25 °C

1.2: dimethylformamide / 16 h / 20 °C

2.1: 1.12 g / aq. Na₂CO₃

3.1: aq. NaHCO₃; NaBr; trichloroisocyanuric acid / TEMPO / acetone / 20 °C

With trichloroisocyanuric acid; sodium hydrogencarbonate; sodium carbonate; sodium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In acetone;

DOI:10.1055/s-2004-832809

upstream raw materials:

(α-nitrobenzylidene)phenylhydrazine

propynoic acid methyl ester

1,3-diphenyl-4-formylpyrazole

N-(1-phenylethylidene)phenylhydrazine

Downstream raw materials:

C₂₃H₁₉N₃O₂

N,1,3-triphenyl-1H-pyrazole-4-carboxamide

C₂₄H₂₁N₃O₂

C₂₂H₁₆BrN₃O

Refernces

• 1、 Devi, Vandana,Phougat, Harshita,Rai, Sanjay,Reddy, T. Shreedhar,Singh, Karan. "Urea derivatives of piperazine doped with pyrazole-4-carboxylic acids: Synthesis and antimicrobial evaluation". . . Retrieved 2021/07/06.
• 2、 Liang, Qianqian,Liu, Hong-Min,Ma, Li-Ying,Ren, Hongmei,Wu, Yang,Zhang, Kun,Zhang, Xinhui,Zhao, Bing,Zheng, Yi-Chao. "Discovery of pyrazole derivatives as cellular active inhibitors of histone lysine specific demethylase 5B (KDM5B/JARID1B)". . . Retrieved 2020/03/10.