Ethyl 3-n-propylpyrazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 3-n-propylpyrazole-5-carboxylate
• CAS No.: 92945-27-2
• Molecular Formula: C9H14N2O2
• Molecular Weight: 182.222
• Hs Code.: 2933199090
• European Community (EC) Number: 854-226-7
• DSSTox Substance ID: DTXSID40428567
• Nikkaji Number: J2.453.203H
• Wikidata: Q72476999
• Mol file: 92945-27-2.mol

Synonyms:92945-27-2;Ethyl 3-n-propylpyrazole-5-carboxylate;Ethyl 3-propyl-1H-pyrazole-5-carboxylate;ethyl 5-propyl-1H-pyrazole-3-carboxylate;ETHYL 5-PROPYLPYRAZOLE-3-CARBOXYLATE;Ethyl 5-n-propyl-1H-pyrazole-3-carboxylate;1H-Pyrazole-3-carboxylic acid, 5-propyl-, ethyl ester;5-Propyl-2H-pyrazole-3-carboxylic acid ethyl ester;5-propyl-1H-pyrazole-3-carboxylic acid ethyl ester;ethyl 3-propylpyrazole-5-carboxylate;MFCD02093950;ethyl3-n-propylpyrazole-5-carboxylate;3-N-PROPYLPYRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER;SCHEMBL1359;DTXSID40428567;SUALHSUMUQQLJP-UHFFFAOYSA-N;AMY11151;Ethyl5-Propylpyrazole-3-carboxylate;MFCD08700607;AKOS000135923;AKOS006229760;AC-4744;CS-W017103;MB02232;s10518;AS-15765;SY019799;Ethyl 3-propyl-1H-5-pyrazole carboxylate;BB 0261342;FT-0626036;A22262;EN300-7389973

Chemical Property of Ethyl 3-n-propylpyrazole-5-carboxylate

Chemical Property:

• Melting Point: 48-50°C
• Boiling Point: 331.1 °C at 760 mmHg
• PKA: 11.52±0.10(Predicted)
• Flash Point: 154 °C
• PSA: 54.98000
• Density: 1.106 g/cm³
• LogP: 1.53890
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 182.105527694
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl5-Propyl-1H-pyrazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC(=NN1)C(=O)OCC
• Uses: Ethyl 5-Propyl-1H-pyrazole-3-carboxylate is an intermediate in the synthesis of pyrazoles and diazoacetates which act as antioxidants inhibitors with varying levels pharmaceutical activity.

Technology Process of Ethyl 3-n-propylpyrazole-5-carboxylate

There total 16 articles about Ethyl 3-n-propylpyrazole-5-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: 96.0%

ethyl 3-butyrylpyruvate (36983-31-0) → ethyl 3-propyl-1H-pyrazole-5-carboxylate (92945-27-2)

Guidance literature:

With acetic acid; hydrazine; at 0 ℃; for 8h; Product distribution / selectivity; Heating / reflux;

Reference yield: 95.0%

2-Pentanone (107-87-9) + oxalic acid diethyl ester (95-92-1) → ethyl 3-propyl-1H-pyrazole-5-carboxylate (92945-27-2)

Guidance literature:

2-Pentanone; oxalic acid diethyl ester; With sodium methylate; at 0 - 55 ℃; for 4h;

With toluene-4-sulfonic acid; hydrazine hydrate; at 5 - 25 ℃; for 1.75h;

Reference yield: 95.0%

→ 5-propyl-1H-pyrazole-3-carboxylic acid ethyl ester (92945-27-2)

Guidance literature:

upstream raw materials:

2,4-dioxoheptanoic acid ethyl ester

C₈H₁₆N₂O₂

oxalic acid diethyl ester

ethyl 3-butyrylpyruvate

Downstream raw materials:

5-propyl-1H-pyrazole-3-carboxylic acid

1-Methyl-3-n-propylpyrazole-5-carboxylic acid ethyl ester

5-n-propyl-1H-pyrazole-3-carboxylic acid amide

1-methyl-3-propyl-5-(2,4,5-trimethoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7-(6H)-one

Refernces

• 1、 Shi, Jing Bo,Tang, Wen Jian,Qi, Xing Bao,Li, Rong,Liu, Xin Hua. "Novel pyrazole-5-carboxamide and pyrazole-pyrimidine derivatives: Synthesis and anticancer activity". . p. 889 - 896. Retrieved 2015/06/02.
• 2、 -. "NOVEL COMPOUNDS AS DUAL INHIBITORS OF PHOSPHODIESTERASES AND HISTONE DEACETYLASES". Page/Page column 80. . Retrieved 2014/09/16.