3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile
• CAS No.: 36140-83-7
• Molecular Formula: C8H9N3O
• Molecular Weight: 163.179
• Hs Code.: 2933199090
• European Community (EC) Number: 677-786-2
• NSC Number: 95424
• DSSTox Substance ID: DTXSID90294239
• Nikkaji Number: J876.184A
• Wikidata: Q82033425
• Mol file: 36140-83-7.mol

Synonyms:36140-83-7;3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile;1-CYANOACETYL-3,5-DIMETHYLPYRAZOLE;3-(3,5-dimethylpyrazol-1-yl)-3-oxopropanenitrile;1-Cyanoacetyl-3,5-dimethyl-1H-pyrazole;MFCD00051954;NSC95424;Cambridge id 5140887;3-(3,5-Dimethyl-1-pyrazolyl)-3-oxopropanenitrile;SCHEMBL1950063;DTXSID90294239;HMS1578N01;1,Cyanoacetyl-3,5-dimethylpyrazole;NSC-95424;AKOS000271097;SY167690;CS-0111031;FT-0607662;1-Cyanoacetyl-3,5-dimethyl-1H-pyrazole,97%;EN300-26906;3-(3,5-dimethylpyrazol-1-yl)-3-oxo-propanenitrile;Z57965524;3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile #

Chemical Property of 3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile

Chemical Property:

• Vapor Pressure: 0.000156mmHg at 25°C
• Melting Point: 116-119°C
• Refractive Index: 1.572
• Boiling Point: 331.4 °C at 760 mmHg
• PKA: 5.37±0.10(Predicted)
• Flash Point: 154.2 °C
• PSA: 58.68000
• Density: 1.16 g/cm³
• LogP: 1.05378
• Sensitive.: Hygroscopic
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 163.074561919
• Heavy Atom Count: 12
• Complexity: 230

Purity/Quality:

99.3% ^*data from raw suppliers

3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=NN1C(=O)CC#N)C
• Uses: 1-Cyanoacetyl-3,5-dimethyl-1H-pyrazole is used in pharma industry.

Technology Process of 3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile

There total 5 articles about 3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile 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: 91.0%

Cyanoacetohydrazide (140-87-4) + acetylacetone (123-54-6,81235-32-7) → 1-cyanoacetyl-3,5-dimethylpyrazole (36140-83-7)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 2h;

DOI:10.1007/s13738-016-0934-7 DOI:10.1002/jccs.202000418

Reference yield: 69.0%

3,5-dimethyl-1H-pyrazole (67-51-6) + cyanoacetic acid (372-09-8) → 1-cyanoacetyl-3,5-dimethylpyrazole (36140-83-7)

Guidance literature:

With dicyclohexyl-carbodiimide; Ambient temperature;

DOI:10.1021/jo9701288

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 4-(cyanoacetyl-hydrazono)-pentan-2-one (90090-87-2) → 1-cyanoacetyl-3,5-dimethylpyrazole (36140-83-7)

Guidance literature:

upstream raw materials:

Cyanoacetohydrazide

acetylacetone

3,5-dimethyl-1H-pyrazole

cyanoacetic acid

Downstream raw materials:

3,5-dimethyl-1H-pyrazole

carbon dioxide

carbon monoxide

cyanoketene

Refernces

• 1、 Sayed, Asmaa M.,Saleh, Nashwa M.,El-Gaby, Mohamed S. A.,Abdel-Samad, Mohammad R. K.,Taher, Fatma A.. "Synthesis and in vivo evaluation of novel benzimidazole-sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing". . p. 1291 - 1301. Retrieved 2021/02/16.
• 2、 Edraki, Najmeh,Iraji, Aida,Firuzi, Omidreza,Fattahi, Yousef,Mahdavi, Mohammad,Foroumadi, Alireza,Khoshneviszadeh, Mehdi,Shafiee, Abbas,Miri, Ramin. "2-Imino 2H-chromene and 2-(phenylimino) 2H-chromene 3-aryl carboxamide derivatives as novel cytotoxic agents: synthesis, biological assay, and molecular docking study". . p. 2163 - 2171. Retrieved 2016/11/06.