583-75-5 Usage
Description
4-BROMO-2-METHYLANILINE, also known as 4-Bromo-o-toluidine, is an organic compound with the chemical formula C7H8BrN. It is a white to light yellow crystalline powder that belongs to the class of aromatic amines. 4-BROMO-2-METHYLANILINE is characterized by the presence of a bromine atom at the 4-position and a methyl group at the 2-position on the benzene ring, with an amine functional group attached to the nitrogen atom.
Uses
Used in Chemical Synthesis:
4-BROMO-2-METHYLANILINE is used as an intermediate in the synthesis of various organic compounds, including pharmaceuticals, dyes, and agrochemicals. Its unique structural features make it a versatile building block for the development of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-BROMO-2-METHYLANILINE is used as a key intermediate for the synthesis of various drugs. Its reactivity and structural diversity allow for the creation of new drug candidates with improved therapeutic properties.
Used in Dye Manufacturing:
4-BROMO-2-METHYLANILINE is also used in the manufacturing of dyes, particularly those with specific color properties. Its aromatic amine structure contributes to the color intensity and stability of the resulting dyes, making it a valuable component in the dye industry.
Used in Agrochemicals:
In the agrochemical industry, 4-BROMO-2-METHYLANILINE is utilized as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its chemical properties enable the development of effective and targeted agrochemicals for crop protection and management.
Used in the Preparation of 4-Bromo-2-methylphenol:
4-BROMO-2-METHYLANILINE is specifically used in the preparation of 4-Bromo-2-methylphenol, a compound with potential applications in the synthesis of various organic compounds and materials. The conversion of 4-BROMO-2-METHYLANILINE to 4-Bromo-2-methylphenol demonstrates its utility as a versatile intermediate in organic chemistry.
Purification Methods
Steam distil the aniline and recrystallise it from EtOH. UV: max 292.5nm (H2O). [Beilstein 12 H 838, 12 I 389, 12 II 456, 12 IV 1804.]
Check Digit Verification of cas no
The CAS Registry Mumber 583-75-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 3 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 583-75:
(5*5)+(4*8)+(3*3)+(2*7)+(1*5)=85
85 % 10 = 5
So 583-75-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H8BrN/c1-5-4-6(8)2-3-7(5)9/h2-4H,9H2,1H3
583-75-5Relevant articles and documents
A metal-free aerobic oxidative bromination of anilines and aryl ketones with 2-methylpyridinium nitrate as a reusable ionic liquid
Li, Ming-Fang,Wang, Jian,Ke, Yong-Xin,Pan, Song-Cheng,Yin, Hong,Du, Wenting,Li, Jing-Hua
, p. 267 - 270 (2020/01/08)
An aerobic oxidative bromination of anilines and aryl ketones catalyzed by recyclable 2-methylpyridinium nitrate ionic liquid is achieved in water using hydrobromic acid as the bromine source and molecular oxygen as the oxidant. The catalytic system shows good efficiency and atom economy.
Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study
Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xin, Minhang,Zhang, San-Qi
supporting information, p. 1406 - 1415 (2019/05/01)
A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.
Preparation method of SGLT2 inhibitor-empagliflozin
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Paragraph 0015; 0016, (2018/03/26)
The invention relates to a preparation method of a SGLT2 inhibitor-empagliflozin. The preparation method includes: using 2-methylaniline as a starting raw material, subjecting the starting raw material to bromination, diazotization, chlorination and bromination, and enabling the starting raw material to be in friedel-crafts alkylation reaction with (S)-3-phenoxy tetrahydrofuran to obtain an intermediate-(S)-3-(4-(5-bromo-2-chlorobenzyl)phenoxy) tetrahydrofuran; subjecting the intermediate and 2, 3, 4, 6-tetra-O-trimethylsilyl-D-glucolactone to condensation, etherification and methoxy removal.The preparation method has the advantages that compared with existing synthetic methods, 2-methylaniline is used as the starting raw material, so that the raw material is low in cost and easy to get,the process is easy for industrialization, and a synthetic route is short and easy to operate; in the process of preparation, temperature conditions are easy to control, reaction conversion rate is high, and total yield is up to higher than 75%. In addition, through the preparation method, the inhibitor is less prone to isomerization, impurities are few, and purity of the inhibitor can be improvedto higher than 99%.