Pyraclonil

Base Information

• Chemical Name: Pyraclonil
• CAS No.: 158353-15-2
• Molecular Formula: C₁₅H₁₅ClN₆
• Molecular Weight: 314.777
• European Community (EC) Number: 805-557-0
• UNII: 6G02KS1S2V
• DSSTox Substance ID: DTXSID3057989
• Nikkaji Number: J2.339.117A
• Wikidata: Q27155632
• Mol file: 158353-15-2.mol

Synonyms:Pyraclonil;158353-15-2;Pyraclonil [ISO];6G02KS1S2V;1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-5-[methyl(prop-2-ynyl)amino]pyrazole-4-carbonitrile;1H-Pyrazole-4-carbonitrile, 1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-5-(methyl-2-propyn-1-ylamino)-;Pyraclonil 100 microg/mL in Acetonitrile;UNII-6G02KS1S2V;1-(3-CHLORO-4,5,6,7-TETRAHYDROPYRAZOLO(1,5-A)PYRIDIN-2-YL)-5-(METHYL(PROP-2-YNYL)AMINO)PYRAZOLE-4-CARBONITRILE;SCHEMBL39143;DTXSID3057989;CHEBI:81866;AMY7524;EX-A925;BCP19113;MFCD11112213;AKOS027250915;CS-3317;AS-35197;HY-17531;FT-0759346;Pyraclonil, PESTANAL(R), analytical standard;C18613;Q27155632;1-(3-CHLORO-4,5,6,7-TETRAHYDROPYRAZOLO(1,5-A)PYRIDIN-2-YL)-5-(METHYL-2-PROPYNYLAMINO)-1H-PYRAZOLE-4-CARBONITRILE;1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-5-(methyl-2-propyn-1-ylamino)-1H-pyrazole-4-carbonitrile

Chemical Property of Pyraclonil

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 545.843oC at 760 mmHg
• PKA: -2.01±0.20(Predicted)
• Flash Point: 283.916oC
• PSA: 62.67000
• Density: 1.341g/cm3
• LogP: 1.99958
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 314.1046722
• Heavy Atom Count: 22
• Complexity: 507

Purity/Quality:

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

Pyraclonil >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC#C)C1=C(C=NN1C2=NN3CCCCC3=C2Cl)C#N
• Uses: Pyraclonil is a pesticide compound used for soil treatment.

Technology Process of Pyraclonil

There total 5 articles about Pyraclonil 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: 94.0%

1-(3-chloropyrazolo[1,5-a]-4,5,6,7-tetrahydropyridin-2-yl)-5-(N-methylamino)-1H-pyrazole-4-carbonitrile + propargyl p-toluenesulfonate (6165-76-0) → 1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-5-(methyl-2-propynylamino)-1H-pyrazole-4-carbonitrile (158353-15-2)

Guidance literature:

With sodium carbonate; In methanol; at 10 ℃; for 15h; Solvent; Temperature;

Reference yield:

5-(4-chlorobutyl)-4-chloro-3-hydrazinopyrazole → 1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-5-(methyl-2-propynylamino)-1H-pyrazole-4-carbonitrile (158353-15-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isopropyl alcohol / 4 h / 50 - 55 °C / Alkaline conditions

2.1: acetic acid / ethanol / 10 h / 50 °C

3.1: formic acid / tetrahydrofuran / 1 h / 20 °C

3.2: 20 h / 15 - 20 °C

4.1: sodium carbonate / methanol / 15 h / 10 °C

With formic acid; sodium carbonate; acetic acid; In tetrahydrofuran; methanol; ethanol; isopropyl alcohol;

Reference yield:

2-hydrazino-3-chloropyrazolo[1,5-a]-4,5,6,7-tetrahydropyridine → 1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-5-(methyl-2-propynylamino)-1H-pyrazole-4-carbonitrile (158353-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / ethanol / 10 h / 50 °C

2.1: formic acid / tetrahydrofuran / 1 h / 20 °C

2.2: 20 h / 15 - 20 °C

3.1: sodium carbonate / methanol / 15 h / 10 °C

With formic acid; sodium carbonate; acetic acid; In tetrahydrofuran; methanol; ethanol;

upstream raw materials:

propargyl p-toluenesulfonate

5-Chlorovaleroyl chloride

Refernces