ethyl (2Z)-2-[2-(4-chlorophenyl)hydrazinylidene]propanoate

Base Information

• Chemical Name: ethyl (2Z)-2-[2-(4-chlorophenyl)hydrazinylidene]propanoate
• CAS No.: 5296-86-6
• Molecular Formula: C11H13 Cl N2 O2
• Molecular Weight: 240.689
• NSC Number: 21429
• DSSTox Substance ID: DTXSID20420983
• Mol file: 5296-86-6.mol

Synonyms:STK067772;5296-86-6;ethyl (2Z)-2-[2-(4-chlorophenyl)hydrazinylidene]propanoate;NSC21429;SCHEMBL12266608;DTXSID20420983;NSC-21429;AKOS005389580

Chemical Property of ethyl (2Z)-2-[2-(4-chlorophenyl)hydrazinylidene]propanoate

Chemical Property:

• Vapor Pressure: 0.000258mmHg at 25°C
• Boiling Point: 323.6°C at 760 mmHg
• Flash Point: 149.5°C
• Density: 1.19g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 240.0665554
• Heavy Atom Count: 16
• Complexity: 261

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=CC=C(C=C1)Cl)C
• Isomeric SMILES: CCOC(=O)/C(=N\NC1=CC=C(C=C1)Cl)/C

Technology Process of ethyl (2Z)-2-[2-(4-chlorophenyl)hydrazinylidene]propanoate

There total 8 articles about ethyl (2Z)-2-[2-(4-chlorophenyl)hydrazinylidene]propanoate 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%

2-oxo-propionic acid ethyl ester (617-35-6) + 4-chlorophenylhydrazine hydrochloride (1073-70-7) → 2-[(4-chlorophenyl)-hydrazono]-propionic acid ethyl ester (5296-86-6)

Guidance literature:

4-chlorophenylhydrazine hydrochloride; In ethanol; at 50 ℃; for 1h; Inert atmosphere;

2-oxo-propionic acid ethyl ester; In ethanol; at 20 - 50 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bioorg.2021.104960

Reference yield: 98.0%

2-oxo-propionic acid ethyl ester (617-35-6) + N-4-chlorophenylhydrazine (1073-69-4) → 2-[(4-chlorophenyl)-hydrazono]-propionic acid ethyl ester (5296-86-6)

Guidance literature:

In ethanol; at 20 - 50 ℃; for 5h;

DOI:10.1016/j.bioorg.2022.105616

Reference yield:

2-acetylpropanoic acid ethyl ester (609-14-3) + 4-chloro-aniline (106-47-8) → 2-[(4-chlorophenyl)-hydrazono]-propionic acid ethyl ester (5296-86-6)

Guidance literature:

With hydrogenchloride; potassium hydroxide; sodium nitrite; Multistep reaction;

DOI:10.1021/jm00400a009

upstream raw materials:

2-acetylpropanoic acid ethyl ester

4-chlorophenyldiazonium salt

ethanol

2-(4-chloro-phenylhydrazono)-propionic acid

Downstream raw materials:

5-chloro-indole-2-carboxylic acid ethyl ester

5-chloro-1H-Indole-2-carboxylic acid

5-chloro-1H-indole

5-chloro-3-formyl-1H-indole-2-carboxylic acid ethyl ester