ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatic ketones 2-Amino-5-nitrobenzophenone

2-Amino-5-nitrobenzophenone

Product Name2-Amino-5-nitrobenzophenone
CAS1775-95-7
MFC13H10N2O3
MW242.23
EINECS217-207-9
MOL File1775-95-7.mol

Chemical Properties

Melting point	166-168 °C (lit.)
Boiling point	385.05°C (rough estimate)
Density	1.2480 (rough estimate)
refractive index	1.5300 (estimate)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
solubility	Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
form	Solid
pka	-2.26±0.36(Predicted)
color	Beige
Water Solubility	3 mg/L (20 C)
InChI	InChI=1S/C13H10N2O3/c14-12-7-6-10(15(17)18)8-11(12)13(16)9-4-2-1-3-5-9/h1-8H,14H2
InChIKey	PZPZDEIASIKHPY-UHFFFAOYSA-N
SMILES	C(C1=CC([N+]([O-])=O)=CC=C1N)(C1=CC=CC=C1)=O
CAS DataBase Reference	1775-95-7(CAS DataBase Reference)
NIST Chemistry Reference	Methanone, (2-amino-5-nitrophenyl)phenyl-(1775-95-7)

Safety Information

Hazard Codes	Xi,Xn
Risk Statements	36/37/38-20/21/22
Safety Statements	26-37/39-36
WGK Germany	3
RTECS	PC4935000
HS Code	29223990
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
2-Amino-5-nitrobenzophenone	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

2-Amino-5-nitrobenzophenone was used in the synthesis of [5-(4-nitrophenyl)-2-furyl]acrylic acid substituted benzophenone (anti-malarial agent).

Uses

A metabolite of Nitrazepam

Synthesis Reference(s)

Synthetic Communications, 16, p. 485, 1986 DOI: 10.1080/00397918608057727

General Description

FT-IR and Raman spectra of 2-amino-5-nitrobenzophenone (ANBP) has been reported.

Synthesis

17420-30-3

873-55-2

1775-95-7

2-Cyano-4-nitroaniline (0.3 mmol), sodium benzenesulfinate (0.6 mmol), palladium acetate (10 mol%), 2,2'-bipyridine (20 mol%), p-nitrobenzenesulfonic acid (10 equiv.), tetrahydrofuran (2 mL), and water (1 mL) were sequentially added to a Schlenk tube under the protection of nitrogen atmosphere. The reaction mixture was stirred vigorously at 80 °C for 48 hours. After completion of the reaction, the mixture was poured into ethyl acetate and washed sequentially with saturated sodium bicarbonate solution (2 x 10 mL) and saturated saline (1 x 10 mL). After the aqueous layer was extracted with ethyl acetate, all organic layers were combined and dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by fast column chromatography (eluent: hexane/ethyl acetate) to afford the target product 2-amino-5-nitrobenzophenone.

References

[1] Molecules, 2014, vol. 19, # 5, p. 6439 - 6449

Preparation Products And Raw materials

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