2-Amino-5-nitrobenzophenone

Base Information

• Chemical Name: 2-Amino-5-nitrobenzophenone
• CAS No.: 1775-95-7
• Molecular Formula: C13H10N2O3
• Molecular Weight: 242.234
• Hs Code.: 29223990
• European Community (EC) Number: 217-207-9
• UNII: G2X8PCQ4GY
• DSSTox Substance ID: DTXSID40170317
• Nikkaji Number: J80.313H
• Wikidata: Q72439978
• Mol file: 1775-95-7.mol

Synonyms:2-amino-5-nitrobenzophenone

Chemical Property of 2-Amino-5-nitrobenzophenone

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 2.65E-09mmHg at 25°C
• Melting Point: 166-168 °C(lit.)
• Refractive Index: 1.657
• Boiling Point: 478.1 °C at 760 mmHg
• PKA: -2.26±0.36(Predicted)
• Flash Point: 242.9 °C
• PSA: 88.91000
• Density: 1.333 g/cm³
• LogP: 3.51240
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 3 mg/L (20 C)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 242.06914219
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

98% ^*data from raw suppliers

5-Amino-2-nitrobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=C(C=CC(=C2)[N+](=O)[O-])N
• Uses: 2-Amino-5-nitrobenzophenone was used in the synthesis of [5-(4-nitrophenyl)-2-furyl]acrylic acid substituted benzophenone (anti-malarial agent). A metabolite of Nitrazepam

Technology Process of 2-Amino-5-nitrobenzophenone

There total 27 articles about 2-Amino-5-nitrobenzophenone 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: 99.0%

5-nitro-3-phenyl-2,1-benzisoxazole (38735-62-5) → 2-amino-5-nitrobenzophenone (1775-95-7)

Guidance literature:

With trimethylsilyl iodide; water; In acetonitrile; at 20 ℃; for 0.5h;

Reference yield: 97.0%

5-nitroanthranilonitrile (17420-30-3) + phenylboronic acid (98-80-6) → 2-amino-5-nitrobenzophenone (1775-95-7)

Guidance literature:

With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate; water; In 2-methyltetrahydrofuran; at 80 ℃; for 36h; Schlenk technique;

DOI:10.1039/c4ob00978a

Reference yield: 96.0%

5-nitroanthranilonitrile (17420-30-3) + sodium benzenesulfonate (873-55-2) → 2-amino-5-nitrobenzophenone (1775-95-7)

Guidance literature:

With p-nitrobenzenesulfonic acid; palladium diacetate; In tetrahydrofuran; water; at 80 ℃; for 48h; Inert atmosphere; Schlenk technique;

DOI:10.3390/molecules19056439

upstream raw materials:

N-(2-Benzoyl-4-nitro-phenyl)-acetamide

2-chloro-5-nitrobenzophenone

N-(2-benzoyl-4-nitrophenyl)benzamide

p-nitrobenzanilide

Downstream raw materials:

2-N-carbethoxymethyl-5-nitrobenzophenone

2,6-bis(6'-nitro-4'-phenyl-2'-quinolinyl)pyridine

1,3-bis(6'-nitro-4'-phenyl-2'-quinolinyl)benzene

N-(2-benzoyl-4-nitrophenyl)-3,5,5-trimethylhexanoylamide

Refernces

• 1、 Broxton,Ryan,Morrison. "Micellar catalysis of organic reactions. XIV. Hydrolysis of some 1,4-benzodiazepin-2-one drugs in acidic solution". . p. 1895 - 1902. Retrieved 1984.
• 2、 -. "Quinolinone compounds serving as selective phosphodiesterase 2 inhibitors and preparation method of quinolinone compounds". Paragraph 0028; 0033-0036. . Retrieved 2021/02/24.
• 3、 Dey, Tusar Kanto,Basu, Priyanka,Riyajuddin, Sk,Ghosh, Aniruddha,Ghosh, Kaushik,Manirul Islam, Sk. "Polymer-incarcerated palladium-catalyzed facile: In situ carbonylation for the synthesis of aryl aldehydes and diaryl ketones using CO surrogates under ambient conditions". . p. 9802 - 9814. Retrieved 2019/07/04.