(E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

Base Information

• Chemical Name: (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate
• CAS No.: 131860-97-4
• Molecular Formula: C15H13ClN2O4
• Molecular Weight: 320.732
• Hs Code.: 2933599090
• European Community (EC) Number: 603-525-9
• Wikidata: Q76422052
• Mol file: 131860-97-4.mol

Synonyms:131860-97-4;(E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate;METHYL (E)-2-[2-(6-CHLOROPYRIMIDIN-4-YLOXY)PHENYL]-3-METHOXYACRYLATE;methyl (E)-2-[2-(6-chloropyrimidin-4-yl)oxyphenyl]-3-methoxyprop-2-enoate;(alphaE)-2-[(6-Chloro-4-pyrimidinyl)oxy]-alpha-(methoxymethylene)benzeneacetic Acid Methyl Ester;Benzeneacetic acid, 2-[(6-chloro-4-pyrimidinyl)oxy]-alpha-(methoxymethylene)-, methyl ester, (alphaE)-;C15H13ClN2O4;MFCD13194671;methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate;YRYZZSRRDCTETP-DHZHZOJOSA-N;EC 603-525-9;SCHEMBL709624;SCHEMBL1223741;(E)-Methyl2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate;AKOS015901077;Methyl (2E)-2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoate;AS-10369;CS-0150983;F20365;A806323;(E)-methyl 2-[-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate;(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3 -methoxypropenoate;(E)-Methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate;(E)-Methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate;(E)-methyl 2-[2-(6-chloropyrimidin4-yloxy)phenyl]-3-methoxypropenoate;methyl (E)-2-(2-(6-chloropyrimidine-4-oxy)phenyl)-3-methoxyacrylate;methyl 2-[2-(6-chloropyrimidin-4-yl)oxyphenyl]-3-methoxy-prop-2-enoate

Chemical Property of (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 469.279 °C at 760 mmHg
• PKA: -2.52±0.18(Predicted)
• Flash Point: 237.612 °C
• PSA: 70.54000
• Density: 1.305 g/cm³
• LogP: 3.08260
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 320.0563846
• Heavy Atom Count: 22
• Complexity: 405

Purity/Quality:

99.9% ^*data from raw suppliers

(αE)-2-[(6-Chloro-4-pyrimidinyl)oxy]-α-(methoxymethylene)benzeneaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC=C(C1=CC=CC=C1OC2=CC(=NC=N2)Cl)C(=O)OC
• Isomeric SMILES: CO/C=C(\C1=CC=CC=C1OC2=CC(=NC=N2)Cl)/C(=O)OC
• Uses: (αE)-2-[(6-chloro-4-pyrimidinyl)oxy]-α-(methoxymethylene)benzeneacetic Acid Methyl Ester is an intermediate in the synthesis of Azoxystrobin (A965150), an strobilurin fungicide.

Technology Process of (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

There total 36 articles about (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate 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: 97.3%

4,6-dichloropyrimidine (1193-21-1) + C12H15O5(1-)*Na(1+) → (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate (131860-97-4)

Guidance literature:

4,6-dichloropyrimidine; C₁₂H₁₅O₅^(1-)*Na⁽¹⁺⁾; With sodium carbonate; methyl 1,4-diazabicyclo<2.2.2>octane-2-carboxylate; In toluene; at 20 ℃; for 2h;

With zinc(II) chloride; In toluene; for 6h; Solvent; Reagent/catalyst; Reflux;

Reference yield: 96.9%

methyl (Z)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate → (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate (131860-97-4)

Guidance literature:

With methanesulfonic acid; In acetonitrile; at 70 ℃; for 8h;

Reference yield: 96.0%

3-((α)‐2‐(2‐(6‐chloropyrimidin-4‐yl)oxy)phenyl)methyl-3-methoxyacrylate (383428-73-7) → (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate (131860-97-4)

Guidance literature:

With methanesulfonic acid; for 1h; Heating; Large scale;

upstream raw materials:

4,6-dichloropyrimidine

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)acetate

dimethyl sulfate

Downstream raw materials:

azoxystrobin

(E)-methyl 2-[2-(6-(2-cyanoanilino)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate

(E)-methyl 2-[2-(6-methylthiopyrimidin-4-yloxy)phenyl]-3-methoxypropenoate

(E)-methyl 2-[2-(6-(2-chloropyrid-3-yloxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate

Refernces

• 1、 -. "Preparation method of azoxystrobin intermediate". Paragraph 0041-0058. . Retrieved 2021/08/06.
• 2、 -. "PROCESS FOR THE PREPARATION OF FUNGICIDALLY ACTIVE STROBILURIN COMPOUNDS AND INTERMEDIATES THEREOF". Page/Page column 48; 49. . Retrieved 2020/10/28.