99-59-2 Usage
Description
2-Amino-4-nitro anisidine is an organic compound with the chemical formula C7H8N2O3. It is characterized by the presence of an amino group (-NH2) at the 2nd position and a nitro group (-NO2) at the 4th position on the benzene ring, with a methoxy group (-OCH3) attached to the 5th position. 2-Amino-4-nitro anisidine is a key intermediate in the synthesis of various organic dyes and pharmaceuticals.
Uses
Used in Dye Synthesis:
2-Amino-4-nitro anisidine is used as a key intermediate in the synthesis of 5-(9-acridinylamino)-p-anisidines, which are a class of organic dyes with potential applications in various industries.
Used in Textile Industry:
In the textile industry, 2-Amino-4-nitro anisidine is used as a precursor in the synthesis of disazo disperse dyes containing nitro and methoxy groups. These dyes are specifically used for the dyeing of polyester fibers, providing vibrant colors and improved dyeing performance.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2-Amino-4-nitro anisidine can also be used as a building block in the synthesis of various pharmaceutical compounds, such as antibiotics, anti-inflammatory drugs, and other therapeutic agents. Its versatile chemical structure allows for further functionalization and modification to develop new drugs with improved properties.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
2-Amino-4-nitro anisidine is incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides and chloroformates .
Fire Hazard
Flash point data for 2-Amino-4-nitro anisidine are not available. 2-Amino-4-nitro anisidine is probably combustible.
Flammability and Explosibility
Nonflammable
Safety Profile
Suspected carcinogen
with experimental carcinogenic and
tumorigenic data. Moderately toxic by
ingestion. Mutation data reported. When
heated to decomposition it emits toxic
fumes of NOx. See also NITRO
COMPOUNDS OF AROMATIC
HYDROCARBONS.
Potential Exposure
5-Nitro-o-anisidine is a chemical intermediate
in the production of C.I. Pigment red 23, which is
used as a colorant for commodities, such as printing inks,
interior latex paints; lacquers, rubber, plastics, floor coverings;
paper coating; and textiles. It is also used with other
C.I. coupling components to produce various hues of red,
brown, yellow, and violet on cotton, silk, acetate and nylon.
Waste Disposal
Incineration (982℃, 2.0 seconds
minimum) with scrubbing for nitrogen oxides
abatement.
Check Digit Verification of cas no
The CAS Registry Mumber 99-59-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 99-59:
(4*9)+(3*9)+(2*5)+(1*9)=82
82 % 10 = 2
So 99-59-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H8N2O3/c1-12-7-3-2-5(9(10)11)4-6(7)8/h2-4H,8H2,1H3
99-59-2Relevant articles and documents
Photocatalytic C-H Amination of Aromatics Overcoming Redox Potential Limitations
Ikarashi, Gun,Kano, Naokazu,Morofuji, Tatsuya
supporting information, p. 2822 - 2827 (2020/04/16)
We report the photocatalytic C-H amination of aromatics overcoming redox potential limitations. Radical cations of aromatic compounds are generated photocatalytically using Ru(phen)3(PF6)2, which has a reduction potential at a high oxidation state (Ered(RuIII/RuII) = +1.37 V vs SCE) lower than the oxidation potentials of aromatic substrates (Eox = +1.65 to +2.27 V vs SCE). The radical cations are trapped with pyridine to give N-arylpyridinium ions, which were converted to aromatic amines.
Pyrroloquinoline quinone synthetic method
-
Paragraph 0052-0053, (2018/05/07)
The invention discloses a synthetic method of pyrroloquinoline quinone. The synthetic method comprises the following steps: carrying out alkali treatment on 2-methoxy-5-nitroaniline hydrochloride as a raw material, so as to obtain a compound 1; carrying out formylation on the compound 1 under a catalysis condition of an ionic liquid, so as to obtain a compound 2; adopting sodium borohydride to reduce the compound 2 to obtain a compound 3; carrying out diazotization on the compound 3, and then enabling action between the diazotized compound 3 and HBF4 to obtain a compound 4; enabling reaction of the compound 4 and 2-methylethyl acetoacetate to obtain a compound 5; treating the compound 5 with formic acid to obtain a compound 6; carrying out amid catalysis and exchange with the ionic liquid on the compound 6 to obtain a compound 7; enabling reaction of the compound 7 and 2-oxodimethyl glutaconate to obtain a compound 8; feeding hydrogen chloride to the compound 8 under the action of Cu(OAc)2*2H2O to obtain a compound 9; carrying out basic hydrolysis on the compound 9 to obtain a compound 10. The synthetic method disclosed by the invention is cheap and accessible in raw materials, stable, high in reaction yield, quick in reaction, and easy for product separation, and is environment-friendly as the catalyst can be recycled.
Selective partial hydrogenation of dinitrobenzenes to nitroanilines catalyzed by Ru/C
Hou, Jie,Ma, Yonghuan,Li, Yuhan,Guo, Fang,Lu, Lianhai
scheme or table, p. 974 - 975 (2009/04/06)
Ru/C was found to be a highly effective catalyst for the selective partial hydrogenation of a range of dinitrobenzenes to their corresponding nitroanilines with excellent selectivity under mild conditions. Furthermore, the effect from other substitute groups of dinitrobenzenes on partial hydrogenation was also explored in this study. Copyright