ethyl 4-formyl-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: ethyl 4-formyl-1H-pyrazole-3-carboxylate
• CAS No.: 179692-09-2
• Molecular Formula: C7H8 N2 O3
• Molecular Weight: 168.152
• Hs Code.: 2933199090
• European Community (EC) Number: 820-999-4
• DSSTox Substance ID: DTXSID40351902
• Nikkaji Number: J889.079J
• Wikidata: Q82128725
• Mol file: 179692-09-2.mol

Synonyms:ethyl 4-formyl-1H-pyrazole-3-carboxylate;179692-09-2;ethyl 4-formyl-1H-pyrazole-5-carboxylate;1H-Pyrazole-3-carboxylic acid, 4-formyl-, ethyl ester;1H-Pyrazole-3-carboxylicacid,4-formyl-,ethylester(9CI);4-Formyl-1H-pyrazole-3-carboxylic acid ethyl ester;ethyl 4-formylpyrazole-3-carboxylate;SCHEMBL1073562;SCHEMBL15112320;DTXSID40351902;AMY12167;MFCD07643185;STK504288;AKOS000558759;AKOS006278921;ethyl 4-formyl-pyrazole-3-carboxylate;AB42048;DS-8686;BB 0258432;CS-0037733;FT-0729615;EN300-103347;A881231;1H-Pyrazole-3-carboxylicacid,4-formyl-,ethyl ester;2H-Pyrazole-3-carboxylic acid, 4-formyl-, ethyl ester;Z1198163134;1H-PYRAZOLE-3-CARBOXYLIC ACID,4-FORMYL-,ETHYL ESTER

Chemical Property of ethyl 4-formyl-1H-pyrazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 4.55E-06mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 382.9°C at 760 mmHg
• Flash Point: 185.4°C
• PSA: 72.05000
• Density: 1.323g/cm³
• LogP: 0.39890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 168.05349212
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-Formyl-1H-pyrazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=NN1)C=O

Technology Process of ethyl 4-formyl-1H-pyrazole-3-carboxylate

There total 4 articles about ethyl 4-formyl-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: 55.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + ethyl 2-(carbamoylhydrazono)propanoate (14923-66-1,1224172-52-4) → ethyl 4-formyl-1H-pyrazol-3(5)-carboxylate (179692-09-2)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; Inert atmosphere;

ethyl (E)-2-(2-carbamoylhydrazono)propionate; at 0 - 60 ℃;

With sodium hydroxide; In water; pH=~ 6;

Reference yield: 55.0%

ethyl 2-(2-carbamoylhydrazono)propanoate (14923-66-1,1224172-52-4) → ethyl 4-formyl-1H-pyrazol-3(5)-carboxylate (179692-09-2)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 17h;

DOI:10.1016/j.bmcl.2015.05.008

Reference yield:

ethyl 2-(2-carbamoylhydrazono)propanoate (14923-66-1,1224172-52-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → ethyl 4-formyl-1H-pyrazol-3(5)-carboxylate (179692-09-2)

Guidance literature:

With sodium hydroxide; trichlorophosphate; Yield given. Multistep reaction; 1.) 60 deg C, 4 h, 2.) from 50 deg C to 60 deg C, 5 min;

DOI:10.1055/s-1997-1328

upstream raw materials:

ethyl 2-(2-carbamoylhydrazono)propanoate

N,N-dimethyl-formamide

ethyl 2-(carbamoylhydrazono)propanoate

2-oxo-propionic acid ethyl ester

Downstream raw materials:

ethyl 1-(β-D-2',3',5'-tri-O-benzoyl-ribofuranosyl)-4-formyl-pyrazole-3-carboxylate

6-(p-nitro)phenyl pyrazolo<3,4-d>pyridazin-7(6H)one

6-benzyl pyrazolo<3,4-d>pyridazin-7(6H)one

Refernces

• 1、 -. "Benzhydrol-pyrazole derivatives having kinase inhibitory activity and uses thereof". Page/Page column 47. . Retrieved 2016/08/17.
• 2、 -. "HETEROCYCLICALLY SUBSTITUTED TRIFLUOROMETHYLPYRIMIDINONES AND THEIR USE". . . Retrieved 2017/02/24.