4-(4-Nitrophenyl)piperidine-2,6-dione

Base Information

• Chemical Name: 4-(4-Nitrophenyl)piperidine-2,6-dione
• CAS No.: 954124-21-1
• Molecular Formula: C11H10 N2 O4
• Molecular Weight: 234.211
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID80699173
• Wikidata: Q82629963
• Mol file: 954124-21-1.mol

Synonyms:4-(4-NITROPHENYL)PIPERIDINE-2,6-DIONE;954124-21-1;SCHEMBL1861208;DTXSID80699173;CLNUBVHQUXBQSK-UHFFFAOYSA-N;4-(4-Nitro-phenyl)-piperidine-2,6-dione

Chemical Property of 4-(4-Nitrophenyl)piperidine-2,6-dione

Chemical Property:

• Melting Point: 241-243 °C(Solv: ethanol (64-17-5))
• Boiling Point: 484.5±45.0 °C(Predicted)
• PKA: 11.06±0.40(Predicted)
• PSA: 91.99000
• Density: 1.365±0.06 g/cm3(Predicted)
• LogP: 1.96700
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 234.06405680
• Heavy Atom Count: 17
• Complexity: 326

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

4-(4-Nitrophenyl)piperidine-2,6-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC(=O)NC1=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-(4-Nitrophenyl)piperidine-2,6-dione

There total 4 articles about 4-(4-Nitrophenyl)piperidine-2,6-dione 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: 61.0%

3-(4-Nitro-phenyl)-pentanedioic acid (92289-14-0) + urea (57-13-6) → 4-(4-nitrophenyl)piperidine-2,6-dione (954124-21-1)

Guidance literature:

at 160 ℃; for 1h;

DOI:10.1016/j.ejmech.2011.03.054

Reference yield: 47.0%

1-(4-methoxy-benzyl)-4-(4-nitro-phenyl)-piperidine-2,6-dione (954124-30-2) → 4-(4-nitrophenyl)piperidine-2,6-dione (954124-21-1)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 5h; Product distribution / selectivity;

Reference yield: 43.0%

3-(4-Nitro-phenyl)-pentanedioic acid (92289-14-0) + methyl chloroformate (79-22-1) → 4-(4-nitrophenyl)piperidine-2,6-dione (954124-21-1)

Guidance literature:

3-(4-Nitro-phenyl)-pentanedioic acid; methyl chloroformate; With triethylamine; In 1,4-dioxane; at 10 ℃; for 7.2h;

With ammonia; In 1,3-dioxane; at 10 - 20 ℃; for 72h;

With sodium acetate; acetic anhydride; at 100 ℃; for 1h; Product distribution / selectivity;

upstream raw materials:

3-(4-Nitro-phenyl)-pentanedioic acid

urea

1-(4-methoxy-benzyl)-4-(4-nitro-phenyl)-piperidine-2,6-dione

methyl chloroformate

Downstream raw materials:

4-(4-amino-phenyl)-piperidine-2,6-dione

1-(4-chlorobutyl)-4-(4-nitrophenyl)piperidine-2,6-dione

1-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl]-4-(4-nitrophenyl)piperidine-2,6-dione

1-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-4-(4-nitrophenyl)piperidine-2,6-dione