Ethyl 2-[(4-bromophenyl)hydrazinylidene]-2-chloroacetate

Base Information

• Chemical Name: Ethyl 2-[(4-bromophenyl)hydrazinylidene]-2-chloroacetate
• CAS No.: 27143-10-8
• Molecular Formula: C10H10 Br Cl N2 O2
• Molecular Weight: 305.559
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID401192658
• Mol file: 27143-10-8.mol

Synonyms:27143-10-8;DTXSID401192658;AKOS030240168;Ethyl 2-[2-(4-bromophenyl)hydrazinylidene]-2-chloroacetate

Chemical Property of Ethyl 2-[(4-bromophenyl)hydrazinylidene]-2-chloroacetate

Chemical Property:

• Vapor Pressure: 3.71E-05mmHg at 25°C
• Refractive Index: 1.58
• Boiling Point: 353°C at 760 mmHg
• Flash Point: 167.3°C
• PSA: 50.69000
• Density: 1.53g/cm³
• LogP: 3.04940
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 303.96142
• Heavy Atom Count: 16
• Complexity: 266

Purity/Quality:

98%Min ^*data from raw suppliers

2-Chloro-2-(4'-Bromophenylhydrazono)acetic acid ethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NNC1=CC=C(C=C1)Br)Cl

Technology Process of Ethyl 2-[(4-bromophenyl)hydrazinylidene]-2-chloroacetate

There total 7 articles about Ethyl 2-[(4-bromophenyl)hydrazinylidene]-2-chloroacetate 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: 82.5%

4-bromo-aniline (106-40-1) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl (Z)-2-chloro-2-(2-(4-bromophenyl)hydrazono)acetate (27143-10-8)

Guidance literature:

4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at -5 - 20 ℃;

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; at 25 ℃; for 2h;

DOI:10.1016/j.bmc.2016.09.024

Reference yield: 78.0%

chloroacetic acid ethyl ester (105-39-5) + 4-bromo-aniline (106-40-1) → ethoxycarbonylformyl chloride p-bromophenylhydrazone (27143-10-8)

Guidance literature:

4-bromo-aniline; With hydrogenchloride; In water;

With sodium nitrite; In water; at 15 ℃;

chloroacetic acid ethyl ester; With sodium acetate; In ethanol; water; at 20 ℃;

DOI:10.1021/jm2000536

Reference yield: 75.0%

4-bromo-aniline (106-40-1) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethoxycarbonylformyl chloride p-bromophenylhydrazone (27143-10-8)

Guidance literature:

4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃;

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

DOI:10.1055/s-0030-1260026

upstream raw materials:

diazoacetic acid ethyl ester

(4-bromophenyl)diazonium chloride

chloroacetic acid ethyl ester

4-bromo-aniline

Downstream raw materials:

ethyl 1-(4-bromophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylate

Refernces

• 1、 Mohammad, Hanan H.,El-Abadelah, Mustafa M.,Sabri, Salim S.,Awwadi, Firas F.,Voelter, Wolfgang. "Bis-heterocycles. Part I: Tetrahydro-5,5′- bi(1,2,4-triazin-6-ones)". . p. 965 - 974. Retrieved 2018/11/23.
• 2、 Donohue, Sean R.,Dannals, Robert F.,Halldin, Christer,Pike, Victor W.. "N -(4-cyanotetrahydro-2 H -pyran-4-yl) and N -(1-cyanocyclohexyl) derivatives of 1,5-diarylpyrazole-3-carboxamides showing high affinity for 18 kDa translocator protein and/or cannabinoid receptors". experimental part. p. 2961 - 2970. Retrieved 2011/06/24.