ethyl (2E)-2-[(3-nitrophenyl)hydrazinylidene]propanoate

Base Information

• Chemical Name: ethyl (2E)-2-[(3-nitrophenyl)hydrazinylidene]propanoate
• CAS No.: 18794-99-5
• Molecular Formula: C11H13N3O4
• Molecular Weight: 279.252
• Hs Code.: 2928000090
• European Community (EC) Number: 688-707-6
• Mol file: 18794-99-5.mol

Synonyms:ethyl (2E)-2-[(3-nitrophenyl)hydrazinylidene]propanoate;134747-25-4;ETHYL PYRUVATE 3-NITROPHENYLHYDRAZONE;18794-99-5;(E)-ethyl 2-(2-(3-nitrophenyl)hydrazono)propanoate;SCHEMBL10289977;ethyl 2-[2-(3-nitrophenyl)hydrazinylidene]propanoate

Chemical Property of ethyl (2E)-2-[(3-nitrophenyl)hydrazinylidene]propanoate

Chemical Property:

• PSA: 113.58000
• LogP: 2.11100
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 251.09060590
• Heavy Atom Count: 18
• Complexity: 338

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(=CC=C1)[N+](=O)[O-])C
• Isomeric SMILES: CCOC(=O)/C(=N/NC1=CC(=CC=C1)[N+](=O)[O-])/C

Technology Process of ethyl (2E)-2-[(3-nitrophenyl)hydrazinylidene]propanoate

There total 7 articles about ethyl (2E)-2-[(3-nitrophenyl)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: 83.0%

ethyl acetoacetate (141-97-9) + 3-nitro-aniline (99-09-2) → ethyl 2-(3-nitrophenyl)hydrazono-3-oxobutyrate (18794-99-5)

Guidance literature:

3-nitro-aniline; With sodium nitrite; for 0.0833333h;

In water; for 0.166667h;

ethyl acetoacetate; 3-nitrophenyl diazonium silica sulfate nanocomposite; With potassium carbonate; In water; at 20 ℃; for 0.166667h;

DOI:10.1016/j.dyepig.2021.109544

Reference yield: 75.0%

ethyl acetoacetate (141-97-9) + 3-nitro-aniline (99-09-2) → ethyl 2-(3-nitrophenyl)hydrazono-3-oxobutyrate (18794-99-5)

Guidance literature:

3-nitro-aniline; With cis-nitrous acid;

ethyl acetoacetate; With sodium acetate;

Reference yield:

3-nitrophenyldiazonium chloride (2028-76-4) + ethyl acetoacetate (141-97-9) → 2-[(3-Nitro-phenyl)-hydrazono]-3-oxo-butyric acid ethyl ester (18794-99-5)

Guidance literature:

With sodium acetate; In ethanol; at 0 - 5 ℃;

upstream raw materials:

4-nitrobenzenediazonium chloride

ethyl acetoacetate

3-nitro-aniline

3-nitrophenyldiazonium chloride

Downstream raw materials:

4-(2-3-(nitrophenyl)hydrazono)-1-(4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)thiazol-2-yl)-3-methyl-1H-pyrazol-5(4H)-one

2-[1-(4-isobutylphenyl)ethyl]-5-methyl-4-[2-(3-nitrophenyl)hydrazinylidene]-2,4-dihydro-3H-pyrazol-3-one

C₂₁H₁₇N₇O₃S

4-(2-(3-nitrophenylhydrazono))-1-(6-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-3-methyl-1H-pyrazol-5(4H)-one

Refernces

• 1、 Abbaspourrad, Alireza,Aghaei, Hamidreza,Chermahini, Alireza Najafi,Khazdooz, Leila,Soltani, Solmaz,Zarei, Amin. "Synthesis of arylhydrazone-based molecular switches using aryldiazonium silica sulfate nanocomposites and analysis of their isomerization". . . Retrieved 2021/06/26.
• 2、 Dabholkar, Vijay V.,Hawaldar, Freddy,Khapare, Sachin. "Synthesis of some substituted pyrazolones". experimental part. p. 249 - 252. Retrieved 2011/12/15.