Methyl 1,5-diphenyl-1h-pyrazole-3-carboxylate

Base Information

• Chemical Name: Methyl 1,5-diphenyl-1h-pyrazole-3-carboxylate
• CAS No.: 70375-79-0
• Molecular Formula: C17H14N2O2
• Molecular Weight: 278.31
• DSSTox Substance ID: DTXSID40355041
• Nikkaji Number: J3.112.424G
• Wikidata: Q82133640
• Mol file: 70375-79-0.mol

Synonyms:methyl 1,5-diphenyl-1h-pyrazole-3-carboxylate;70375-79-0;methyl 1,5-diphenylpyrazole-3-carboxylate;CBMicro_014738;SCHEMBL13239857;DTXSID40355041;1,5-DIPHENYL-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER;AMY33009;SMSF0005272;MFCD00573941;AKOS009471775;AB06485;CB14311;AS-40841;BIM-0014864.P001;CS-0210235;FT-0715380;methyl1,5-diphenyl-1h-pyrazole-3-carboxylate;A836865;J-521743

Chemical Property of Methyl 1,5-diphenyl-1h-pyrazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.12E-08mmHg at 25°C
• Boiling Point: 453.1°C at 760 mmHg
• Flash Point: 227.9°C
• PSA: 44.12000
• Density: 1.16g/cm³
• LogP: 3.32590
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 278.105527694
• Heavy Atom Count: 21
• Complexity: 349

Purity/Quality:

95%+ ^*data from raw suppliers

Methyl 1,5-diphenyl-1H-pyrazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 1,5-diphenyl-1h-pyrazole-3-carboxylate

There total 10 articles about Methyl 1,5-diphenyl-1h-pyrazole-3-carboxylate 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: 88.0%

phenylacetylene (536-74-3) + methyl 2-chloro-2-(2-phenylhydrazono)acetate (58131-64-9) → 1,5-diphenyl-1H-pyrazole-3-carboxylic acid methyl ester (70375-79-0)

Guidance literature:

With triethylamine; copper(l) chloride; In dichloromethane; at 20 ℃; for 0.583333h; regioselective reaction;

DOI:10.3987/COM-20-14268

Reference yield: 85.1%

(Z)-methyl 2-hydroxy-4-oxo-4-phenylbut-2-enoate (39847-99-9) + phenylhydrazine (100-63-0) → 1,5-diphenyl-1H-pyrazole-3-carboxylic acid methyl ester (70375-79-0)

Guidance literature:

With acetic acid; for 2h; Heating;

DOI:10.1248/cpb.47.857

Reference yield: 70.0%

methanol (67-56-1) + 1-phenylsemicarbazide (103-03-7) + 4-methoxy-4-phenyl-1,1,1-trichlorobut-3-en-2-one → 1,5-diphenyl-1H-pyrazole-3-carboxylic acid methyl ester (70375-79-0)

Guidance literature:

With sulfuric acid; at 60 ℃; for 24h; regioselective reaction;

DOI:10.1016/j.tetlet.2012.07.119

upstream raw materials:

(Z)-methyl 2-hydroxy-4-oxo-4-phenylbut-2-enoate

phenylhydrazine

methanol

1-phenylsemicarbazide

Downstream raw materials:

1,5-diphenylpyrazole-3-carboxylic acid

(1,5-diphenyl-1H-pyrazol-3-yl)-methanol

4-chloro-1,5-diphenyl-1H-pyrazole-3-carboxylic acid methyl ester

Refernces

• 1、 Molteni, Giorgio. "When hydrazonoyl chlorides meet terminal alkynes: Regioselective copper(I)-catalysed click sequential reactions to 5-substituted pyrazoles". . p. 1249 - 1259. Retrieved 2020/09/18.
• 2、 Wang, Ziqian,Song, Ting,Feng, Yingang,Guo, Zongwei,Fan, Yudan,Xu, Wenjie,Liu, Lu,Wang, Anhui,Zhang, Zhichao. "Bcl-2/MDM2 Dual Inhibitors Based on Universal Pyramid-Like α-Helical Mimetics". . p. 3152 - 3162. Retrieved 2016/05/19.