N-(4-Nitrophenyl)-3-oxobutanamide

Base Information

• Chemical Name: N-(4-Nitrophenyl)-3-oxobutanamide
• CAS No.: 4835-39-6
• Molecular Formula: C10H10N2O4
• Molecular Weight: 222.2
• Hs Code.: 2924299090
• European Community (EC) Number: 225-418-2
• NSC Number: 25193
• DSSTox Substance ID: DTXSID90197493
• Wikidata: Q72495635
• Mol file: 4835-39-6.mol

Synonyms:4835-39-6;N-(4-Nitrophenyl)-3-oxobutanamide;4'-Nitroacetoacetanilide;N-(4-NITROPHENYL)-3-OXOBUTYRAMIDE;EINECS 225-418-2;N-(4-nitrophenyl)-3-oxo-butyramide;n-(4-nitro-phenyl)-3-oxo-butyramide;NSC25193;Acetoacet-p-nitroanilide;SCHEMBL23811;DTXSID90197493;N-(4-nitrophenyl)-3-oxobutamide;Acetoacetamide, N-(4-nitrophenyl)-;MFCD00452522;N-(4-Nitrophenyl)-3-oxo-butanamide;NSC 25193;NSC-25193;STK097825;AKOS000115176;N-(4-Nitrophenyl)-3-oxobutanamide #;SB79628;Butanamide, N-(4-nitrophenyl)-3-oxo-;N~1~-(4-nitrophenyl)-3-oxobutanamide;AS-58254;CS-0307499;N0990;EN300-01366;T72513;A827515;SR-01000514749;SR-01000514749-1

Chemical Property of N-(4-Nitrophenyl)-3-oxobutanamide

Chemical Property:

• Boiling Point: 498.6 °C at 760 mmHg
• PKA: 10.59±0.46(Predicted)
• Flash Point: 255.3 °C
• PSA: 91.99000
• Density: 1.331 g/cm³
• LogP: 2.10860
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 222.06405680
• Heavy Atom Count: 16
• Complexity: 290

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Nitrophenyl)-3-oxo-butanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-Nitrophenyl)-3-oxobutanamide

There total 10 articles about N-(4-Nitrophenyl)-3-oxobutanamide 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: 96.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + 4-nitro-aniline (100-01-6,104810-17-5) → N-(4-nitrophenyl)-3-oxobutanamide (4835-39-6)

Guidance literature:

In chloroform; at 10 - 65 ℃; for 2h;

Reference yield: 96.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + para-dinitrobenzene (100-25-4) → N-(4-nitrophenyl)-3-oxobutanamide (4835-39-6)

Guidance literature:

In chloroform; at 10 - 65 ℃; for 2h;

Reference yield: 94.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + 4-nitro-aniline (100-01-6,104810-17-5) → N-(4-nitrophenyl)-3-oxobutanamide (4835-39-6)

Guidance literature:

In xylene; at 150 ℃; for 0.5h;

DOI:10.1021/jo00214a006

upstream raw materials:

4-methyleneoxetan-2-one

4-nitro-aniline

ethyl acetoacetate

N-phenylacetoacetamide

Downstream raw materials:

4-methyl-6-nitro-quinolin-2-ol

3-(4-nitro-anilino)-crotonic acid-(4-nitro-anilide)

C₁₈H₁₅N₅O₅S

C₁₈H₁₅BrN₄O₃S

Refernces

• 1、 Lalpara,Vachhani,Hadiyal,Goswami,Dubal. "Synthesis and in vitro Antidiabetic Screening of Novel Dihydropyrimidine Derivatives". . p. 241 - 246. Retrieved 2021/04/02.
• 2、 Shahraki, Omolbanin,Edraki, Najmeh,Khoshneviszadeh, Mehdi,Zargari, Farshid,Ranjbar, Sara,Saso, Luciano,Firuzi, Omidreza,Miri, Ramin. "Novel 5-oxo-hexahydroquinoline derivatives: Design, synthesis, in vitro P-glycoprotein-mediated multidrug resistance reversal profile and molecular dynamics simulation study". . p. 407 - 418. Retrieved 2017/02/26.