Ethyl .alpha.-(o-chlorophenylhydrazono)acetoacetate

Base Information

• Chemical Name: Ethyl .alpha.-(o-chlorophenylhydrazono)acetoacetate
• CAS No.: 21836-30-6
• Molecular Formula: C12H13ClN2O3
• Molecular Weight: 268.7
• Hs Code.: 2928000090
• Mol file: 21836-30-6.mol

Synonyms:2-(2-Chloro-phenyl)-quinoline-4-carboxylic acid;2-(2-Chlorphenyl)-chinolin-4-carbonsaeure;2-(2-Chlor-phenylhydrazono)-3-oxo-buttersaeure-aethylester;2-(2-chloro-phenylhydrazono)-3-oxo-butyric acid ethyl ester;ethyl 2-(2-(2-chlorophenyl)hydrazono)-3-oxobutanoate;2-(2-Chlor-benzolazo)-acetessigsaeure-ethylester;2-(2-chlorophenyl)-4-quinolinecarboxylic acid;(2-Chlor-benzolazo)-acetessigsaeure-aethylester;

Chemical Property of Ethyl .alpha.-(o-chlorophenylhydrazono)acetoacetate

Chemical Property:

• Vapor Pressure: 1.92E-05mmHg at 25°C
• Boiling Point: 362.5°C at 760 mmHg
• Flash Point: 173°C
• PSA: 67.76000
• Density: 1.24g/cm³
• LogP: 2.33300

Purity/Quality:

99% ^*data from raw suppliers

2-((2-CHLORO-PHENYL)-HYDRAZONO)-3-OXO-BUTYRIC ACID ETHYL ESTER Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl .alpha.-(o-chlorophenylhydrazono)acetoacetate

There total 5 articles about Ethyl .alpha.-(o-chlorophenylhydrazono)acetoacetate 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: 87.0%

ethyl acetoacetate (141-97-9) + o-chloroaniline (95-51-2) → ethyl 2-(2-(2-chlorophenyl)hydrazono)-3-oxobutanoate (21836-30-6)

Guidance literature:

o-chloroaniline; With sodium nitrite; for 0.0833333h;

In water; for 0.166667h;

ethyl acetoacetate; 2-chlorophenyl diazonium silica sulfate nanocomposite; With potassium carbonate; In water; at 20 ℃; for 0.166667h;

DOI:10.1016/j.dyepig.2021.109544

Reference yield:

ethyl acetoacetate (141-97-9) + o-chloroaniline (95-51-2) → ethyl 2-(2-(2-chlorophenyl)hydrazono)-3-oxobutanoate (21836-30-6)

Guidance literature:

o-chloroaniline; With hydrogenchloride; sodium nitrite; at 0 - 5 ℃;

ethyl acetoacetate; With sodium acetate; In ethanol; water;

Reference yield:

2-[(2-chloro-phenyl)-hydrazono]-3-oxo-butyric acid ethyl ester → ethyl 2-[2-(2-chlorophenyl)hydrazono]-3-oxobutanoate (21836-30-6)

Guidance literature:

In chloroform; at 20 ℃; Solvent;

DOI:10.1016/j.dyepig.2021.109544

upstream raw materials:

2-chlorobenzenediazonium chloride

ethyl acetoacetate

o-chloroaniline

Downstream raw materials:

2-(4,6-dimethyl-pyrimidin-2-yl)-5-methyl-2H-pyrazole-3,4-dione 4-[(2-chloro-phenyl)-hydrazone]

4-[(2-Chloro-phenyl)-hydrazono]-5-methyl-2-phthalazin-1-yl-2,4-dihydro-pyrazol-3-one

ethyl 1-(2-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

ethyl 5-amino-3-(2-chlorophenyl)-4-oxo-3,4-dihydrothieno-[3,4-d]pyridazine-1-carboxylate

Refernces

• 1、 Chen, Ye,Ding, Shi,Gong, Yilin,Hao, Xuechen,Hou, Yunlei,Liu, Ju,Liu, Yajing,Shi, Jiantao,Wang, Yang,Zhou, Yunpeng. "Design, synthesis and biological evaluation of novel N-[4-(2-fluorophenoxy)pyridin-2-yl]cyclopropanecarboxamide derivatives as potential c-Met kinase inhibitors". . . Retrieved 2020/03/31.
• 2、 Wang, Lin Xiao,Liu, Xiaobo,Xu, Shan,Tang, Qidong,Duan, Yongli,Xiao, Zhen,Zhi, Jia,Jiang, Liwen,Zheng, Pengwu,Zhu, Wufu. "Discovery of novel pyrrolo-pyridine/pyrimidine derivatives bearing pyridazinone moiety as c-Met kinase inhibitors". . p. 538 - 551. Retrieved 2017/11/01.