(Z)-Azoxystrobin

Base Information

• Chemical Name: (Z)-Azoxystrobin
• CAS No.: 143130-94-3
• Molecular Formula: C₂₂H₁₇N₃O₅
• Molecular Weight: 403.394
• DSSTox Substance ID: DTXSID801348332
• Nikkaji Number: J3.034.290I
• ChEMBL ID: CHEMBL2286759
• Mol file: 143130-94-3.mol

Synonyms:(Z)-Azoxystrobin;143130-94-3;MMV021057;(Z)-Methyl 2-(2-((6-(2-cyanophenoxy)pyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate;methyl (Z)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate;SCHEMBL4447188;CHEMBL2286759;METHYL (2Z)-2-(2-{[6-(2-CYANOPHENOXY)PYRIMIDIN-4-YL]OXY}PHENYL)-3-METHOXYACRYLATE;DTXSID801348332;N17015;(Z)-Methyl2-(2-((6-(2-cyanophenoxy)pyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

Chemical Property of (Z)-Azoxystrobin

Chemical Property:

• Boiling Point: 581.3±50.0 °C(Predicted)
• PKA: -0.93±0.18(Predicted)
• PSA: 103.56000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 4.09318
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 403.11682065
• Heavy Atom Count: 30
• Complexity: 646

Purity/Quality:

> 95% ^*data from raw suppliers

(Z)-Azoxystrobin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC=C(C1=CC=CC=C1OC2=NC=NC(=C2)OC3=CC=CC=C3C#N)C(=O)OC
• Isomeric SMILES: CO/C=C(/C1=CC=CC=C1OC2=NC=NC(=C2)OC3=CC=CC=C3C#N)\C(=O)OC

Technology Process of (Z)-Azoxystrobin

There total 55 articles about (Z)-Azoxystrobin 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: 100.0%

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate (131860-97-4) + salicylonitrile (611-20-1) → azoxystrobin (215934-32-0,131860-33-8,143130-94-3)

Guidance literature:

With potassium carbonate; quinuclidine hydrochloride; In 4-methyl-2-pentanone; at 60 - 80 ℃; for 0.5h; Product distribution / selectivity;

Reference yield: 100.0%

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate (131860-97-4) → azoxystrobin (215934-32-0,131860-33-8,143130-94-3)

Guidance literature:

salicylonitrile; With potassium carbonate; 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 60 ℃; for 0.166667h;

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; In N,N-dimethyl-formamide; at 60 - 84 ℃; for 0.333333h; Product distribution / selectivity;

Reference yield: 98.0%

salicylonitrile (611-20-1) → azoxystrobin (215934-32-0,131860-33-8,143130-94-3)

Guidance literature:

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 0.0833333h;

salicylonitrile; In N,N-dimethyl-formamide; at 60 ℃; for 5h;

1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 60 - 89 ℃; for 0.166667h; Product distribution / selectivity;

upstream raw materials:

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

salicylonitrile

1-methyl-pyrrolidin-2-one

ethylene glycol

Downstream raw materials:

2-(6-hydroxypyrimidin-4-yloxy)benzonitrile

azoxystrobin

Refernces

• 1、 -. "Method for improving conversion rate of azoxystrobin". Paragraph 0066-0069. . Retrieved 2021/03/31.
• 2、 -. "PREPARATION METHOD FOR AZOXYSTROBIN AND INTERMEDIATE THEREOF". . . Retrieved 2021/01/25.