ethyl (2E)-chloro(phenylhydrazono)acetate

Base Information

• Chemical Name: ethyl (2E)-chloro(phenylhydrazono)acetate
• CAS No.: 28663-68-5
• Molecular Formula: C10H11 Cl N2 O2
• Molecular Weight: 226.663
• Hs Code.: 2928000090
• European Community (EC) Number: 671-396-6
• Nikkaji Number: J385.745J
• Wikidata: Q76310628
• Mol file: 28663-68-5.mol

Synonyms:ethyl (2E)-chloro(phenylhydrazono)acetate;875800-25-2;ethyl (2E)-2-chloro-2-(phenylhydrazinylidene)acetate;Ethyl 2-chloro-2-(2-phenylhydrazono)acetate;28663-68-5;ethyl (2E)-2-chloro-2-(2-phenylhydrazin-1-ylidene)acetate;2-chloro-2-(phenylhydrazono)acetic acid ethyl ester;Ethyl (E)-2-chloro-2-(2-phenylhydrazono)acetate;Ethyl 2-chloro-2-(phenylhydrazono)acetate;(Z)-ethyl 2-chloro-2-(2-phenylhydrazono)acetate;SCHEMBL5253472;MFCD00228707;MFCD00477268;AKOS003598453;5N-666S;ETHYL CHLORO(PHENYLHYDRAZONO)ACETATE;BB 0311007;CS-0362810;Chloro(phenylhydrazono)acetic acid ethyl ester;D72472;F86509;ethyl 2-chloro-2-[(E)-2-phenylhydrazono]acetate;SR-01000307993;SR-01000307993-1;Ethyl (2E)-2-chloro-2-(2-phenylhydrazinylidene)acetate

Chemical Property of ethyl (2E)-chloro(phenylhydrazono)acetate

Chemical Property:

• Vapor Pressure: 0.00067mmHg at 25°C
• Melting Point: 77-80°C
• Boiling Point: 308.7°Cat760mmHg
• Flash Point: 140.5°C
• PSA: 50.69000
• Density: 1.21g/cm³
• LogP: 2.28690
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 226.0509053
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

99.90% ^*data from raw suppliers

2-Chloro-2-(phenylhydrazono)aceticAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NNC1=CC=CC=C1)Cl
• Isomeric SMILES: CCOC(=O)/C(=N\NC1=CC=CC=C1)/Cl
• Uses: 2-Chloro-2-(phenylhydrazono)acetic Acid Ethyl Ester is used in preparation of full-substituted Pyrazole derivatives.

Technology Process of ethyl (2E)-chloro(phenylhydrazono)acetate

There total 17 articles about ethyl (2E)-chloro(phenylhydrazono)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: 98.0%

aniline (62-53-3) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl chloro(2-phenylhydrazono)acetate (28663-68-5)

Guidance literature:

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; In ethanol; at -4 - 0 ℃;

aniline; With hydrogenchloride; sodium nitrite; at -4 - 0 ℃;

In ethanol; water; for 3h; cooling;

DOI:10.1016/j.ejmech.2004.12.005

Reference yield: 95.0%

aniline (62-53-3) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl (phenylhydrazono)chloroacetate (28663-68-5)

Guidance literature:

aniline; ethyl 2-chloro-3-oxo-butyrate; With hydrogenchloride; sodium nitrite; In ethanol; water; at -5 - 5 ℃;

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; In ethanol; water; at -5 ℃; for 4h;

DOI:10.1021/acs.jmedchem.9b01252

Reference yield: 92.0%

aniline (62-53-3) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 2-chloro-2-(2-phenylhydrazono)acetate (28663-68-5)

Guidance literature:

aniline; With hydrogenchloride; sodium nitrite; In water; at -5 ℃; for 0.166667h;

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; In water; acetone; at 20 ℃;

upstream raw materials:

diazoacetic acid ethyl ester

methanol

benzene diazonium chloride

3-oxo-2-(phenylhydrazono)butyric acid ethyl ester

Downstream raw materials:

diethyl 5-methyl-1-phenyl-1H-pyrazole-3,4-dicarboxylate

5-Morpholin-4-yl-1,4-diphenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester

Refernces

• 1、 -. "PYRAZOLOPYRIDAZINE DERIVATIVES, PREPARATION METHOD THEREOF AND COMPOSITION FOR PREVENTING OR TREATING CANCER COMPRISING THE SAME". Paragraph 0316-0320. . Retrieved 2020/11/14.
• 2、 Wang, Yulan,Dai, Yang,Wu, Xiaowei,Li, Fei,Liu, Bo,Li, Chunpu,Liu, Qiufeng,Zhou, Yuanyang,Wang, Bao,Zhu, Mingrui,Cui, Rongrong,Tan, Xiaoqin,Xiong, Zhaoping,Liu, Jia,Tan, Minjia,Xu, Yechun,Geng, Meiyu,Jiang, Hualiang,Liu, Hong,Ai, Jing,Zheng, Mingyue. "Discovery and Development of a Series of Pyrazolo[3,4- d]pyridazinone Compounds as the Novel Covalent Fibroblast Growth Factor Receptor Inhibitors by the Rational Drug Design". . p. 7473 - 7488. Retrieved 2019/09/03.