Azafenidin

Base Information

• Chemical Name: Azafenidin
• CAS No.: 68049-83-2
• Molecular Formula: C15H13Cl2N3O2
• Molecular Weight: 338.193
• European Community (EC) Number: 620-425-0
• UNII: XQK9668H5M
• DSSTox Substance ID: DTXSID2034205
• Nikkaji Number: J924.130B
• Wikidata: Q793473
• Metabolomics Workbench ID: 69605
• Mol file: 68049-83-2.mol

Synonyms:Azafenidin;68049-83-2;Azafeniden;Azafenidin [ISO];Evolus;UNII-XQK9668H5M;XQK9668H5M;DPX-R6447;C10895;2-(2,4-dichloro-5-prop-2-ynoxyphenyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-3-one;AC1L9DWE;azafenidine;1,2,4-Triazolo(4,3-a)pyridin-3(2H)-one, 2-(2,4-dichloro-5-(2-propynyloxy)phenyl)-5,6,7,8-tetrahydro-;1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one, 2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-5,6,7,8-tetrahydro-;2-(2,4-DICHLORO-5-PROP-2-YNYLOXYPHENYL)-5,6,7,8-TETRAHYDRO-1,2,4-TRIAZOLO(4,3-A)PYRIDIN-3(2H)-ONE;2-(2,4-dichloro-5-prop-2-ynyloxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyridin-3(2h)-one;starbld0009529;AZAFENIDIN [MI];SCHEMBL39712;CHEBI:2943;DTXSID2034205;C15-H13-Cl2-N3-O2;Azafenidin 100 microg/mL in Acetonitrile;Q793473;2-(2,4-DICHLORO-5-(2-PROPYNYLOXY)PHENYL)-5,6,7,8-TETRAHYDRO-1,2,4-TRIAZOLO(4,3-A)PYRIDIN-3(2H)-ONE;2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]-pyridin-3(2H)-one;2-[2,4-Dichloro-5-(2-propynyloxy)phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyridine-3(2H) -one;2-[2,4-dichloro-5-(prop-2-yn-1-yloxy)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Chemical Property of Azafenidin

Chemical Property:

• Vapor Pressure: 5.78E-09mmHg at 25°C
• Melting Point: 168-168.5°
• Boiling Point: 468.9°Cat760mmHg
• PKA: 2.45±0.20(Predicted)
• Flash Point: 237.4°C
• PSA: 49.05000
• Density: 1.43g/cm³
• LogP: 2.68910
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 337.0384821
• Heavy Atom Count: 22
• Complexity: 530

Purity/Quality:

99%, ^*data from raw suppliers

Azafenidin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 61-48/22-62-50/53
• Safety Statements: 53-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC1=C(C=C(C(=C1)N2C(=O)N3CCCCC3=N2)Cl)Cl
• Uses: Azafenidin is a weed controlling herbicide used in various crops. Herbicide.

Technology Process of Azafenidin

There total 16 articles about Azafenidin 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%

methyl 2-[(2,4-dichloro-5-(propargyloxy)phenyl)-hydrazono]-1-piperidinecarboxylate → azafenidin (68049-83-2)

Guidance literature:

With acetic acid; In toluene; for 1h; Reflux;

DOI:10.1021/op9901994

Reference yield:

methyl 2-[[2,4-dichloro-5-(2-propynyloxy)phenyl]-hydrazono]-1-piperidinecarboxylate → azafenidin (68049-83-2)

Guidance literature:

In hexane; acetic acid; toluene;

Reference yield:

propargyl benzenesulfonate (6165-75-9) + 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one (68049-71-8) → azafenidin (68049-83-2)

Guidance literature:

With potassium carbonate; potassium hydroxide; In water; acetone; at 60 - 65 ℃; for 0.5h;

DOI:10.1021/op9901994

upstream raw materials:

propargyl benzenesulfonate

2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one

N-(2,4-dichloro-5-hydroxyphenyl)acetamide

m-Hydroxyaniline

Refernces

• 1、 -. "Process for the preparation of triazolinone herbicides". . . Retrieved 2008/06/13.