ethyl (2E)-chloro[(2,4-dichlorophenyl)hydrazono]acetate

Base Information

• Chemical Name: ethyl (2E)-chloro[(2,4-dichlorophenyl)hydrazono]acetate
• CAS No.: 27143-12-0
• Molecular Formula: C10H9Cl3N2O2
• Molecular Weight: 295.553
• European Community (EC) Number: 608-054-2
• Mol file: 27143-12-0.mol

Synonyms:27143-12-0;ethyl (2Z)-2-chloro-2-[(2,4-dichlorophenyl)hydrazinylidene]acetate;ethyl (2E)-chloro[(2,4-dichlorophenyl)hydrazono]acetate;Acetic acid, chloro[(2,4-dichlorophenyl)hydrazono]-, ethyl ester;ethyl 2-chloro-2-(2-(2,4-dichlorophenyl)hydrazono)acetate;SCHEMBL10056749;EN300-21695873;ethyl2-chloro-2-(2-(2,4-dichlorophenyl)hydrazono)acetate;1262796-54-2

Chemical Property of ethyl (2E)-chloro[(2,4-dichlorophenyl)hydrazono]acetate

Chemical Property:

• Vapor Pressure: 2.5E-05mmHg at 25°C
• Melting Point: 98 °C
• Boiling Point: 358.7±52.0 °C(Predicted)
• PKA: 10.39±0.10(Predicted)
• PSA: 50.69000
• Density: 1.43±0.1 g/cm3(Predicted)
• LogP: 3.59370
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 293.972961
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NNC1=C(C=C(C=C1)Cl)Cl)Cl
• Isomeric SMILES: CCOC(=O)/C(=N/NC1=C(C=C(C=C1)Cl)Cl)/Cl

Technology Process of ethyl (2E)-chloro[(2,4-dichlorophenyl)hydrazono]acetate

There total 11 articles about ethyl (2E)-chloro[(2,4-dichlorophenyl)hydrazono]acetate 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: 92.0%

2,4-Dichloroaniline (554-00-7,51908-09-9) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl chloro[(2,4-dichlorophenyl)hydrazono]acetate (27143-12-0)

Guidance literature:

2,4-Dichloroaniline; With hydrogenchloride; In water; at 20 ℃; for 1.5h;

With sodium nitrite; In water; at 0 ℃; for 0.75h;

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; In ethanol; water; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2012.04.030

Reference yield:

2,4-dichlorophenyldiazonium chloride (13617-98-6) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl chloro[(2,4-dichlorophenyl)hydrazono]acetate (27143-12-0)

Guidance literature:

With sodium acetate; In ethanol; at 0 ℃;

Reference yield:

ethyl 2-chloro-2-(2,4-dichlorobenzenediazo)acetoacetate → ethyl chloro[(2,4-dichlorophenyl)hydrazono]acetate (27143-12-0)

Guidance literature:

With water; sodium hydrogencarbonate; at 30 - 35 ℃; for 4h; pH=7; Reagent/catalyst; pH-value; Temperature;

upstream raw materials:

diazoacetic acid ethyl ester

2,4-Dichloro-benzenediazonium

acetic acid

3-oxo-2-(2-(2,4-dichlorophenyl)hydrazono)butanoic acid ethyl ester

Downstream raw materials:

(2,4-dichloro-phenylhydrazono)-hydrazino-acetic acid hydrazide

mefenpyr-diethyl

Refernces

• 1、 Chen, Ye,Ding, Shi,Du, Siyuan,Hou, Yunlei,Li, Chunyan,Li, Zhen,Liu, Fang,Liu, Ju,Shen, Jiwei,Wang, Huan,Wei, Hao,Wu, Shuang. "Novel 4-phenoxypyridine derivatives bearing imidazole-4-carboxamide and 1,2,4-triazole-3-carboxamide moieties: Design, synthesis and biological evaluation as potent antitumor agents". . . Retrieved 2022/01/26.
• 2、 -. "Mefenpyr-diethyl impurity, preparation method and applications thereof". Paragraph 0024-0026. . Retrieved 2020/02/14.