- Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study
-
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.
- Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xin, Minhang,Zhang, San-Qi
-
supporting information
p. 1406 - 1415
(2019/05/01)
-
- Synthesis method of 2-bromo-5-fluorobenzotrifluoride
-
The invention relates to a synthesis method of 2-bromo-5-fluorobenzotrifluoride, belonging to the field of chemical synthesis. The method uses orthotrifluoromethyl aniline as the initial raw material, and comprises the following steps: (1) Sandmeyer bromination reaction; (2) nitration reaction; (3) catalytic hydrogenation reduction reaction; and (4) diazotization fluorination reaction. According to the method, the orthotrifluoromethyl aniline used as the raw material is subjected to Sandmeyer reaction bromination, nitration, hydrogenation reduction and diazotization fluorination to finally synthesize the 2-bromo-5-fluorobenzotrifluoride. The 2-bromo-5-fluorobenzotrifluoride product has the advantages of high purity (up to 99.0% or above), fewer impurity varieties and stable quality and properties.
- -
-
Paragraph 0020; 0022
(2017/07/22)
-
- Design and development of oxobenzimidazoles as novel androgen receptor antagonists
-
Antiandrogens are a novel class of anticancer agents that inhibit cancer cell proliferation and induce apoptosis in various cell lines. To find the lead compound from the oxobenzimidazole derivatives, receptor-ligand docking studies were initially performed using Schr?dinger software. The best fit molecules were synthesized and characterized through IR, 1H-NMR, 13C-NMR and HRMS analyses. The structure of compound (9b) was further confirmed by single-crystal XRD analysis. The cell viability of the compounds was determined by MTT assay to find IC50 values against prostate cancer and breast cancer cell lines (PC-3, LNCaP, MCF-7 and MDA-MB-231). The ADME/T property studies were performed to rationalize the inhibitory properties of these compounds. It can be concluded from the study that 9b is the most active compound from the series against PC-3 and LNCaP cell lines.
- Elancheran,Saravanan,Choudhury, Bhaswati,Divakar,Kabilan,Ramanathan,Das, Babulal,Devi,Kotoky, Jibon
-
p. 539 - 552
(2016/03/08)
-
- 2-bromo-5- fluorine three fluorine methylbenzene preparation method
-
The invention discloses a method for preparing 2-bromine-5-trifluorotoluene chloride. The method comprises the following step: under an anhydrous condition and in an organic solvent, performing cracking reaction on an anhydrous compound 1 or a compound 1', thereby preparing 2-bromine-5-trifluorotoluene chloride. According to the method, the reaction of an upper amino protecting group of m-trifluoromethyl phenylamine, the bromination reaction and the reaction of removing the amino protecting group can be all performed in one same reaction kettle without transferring or storing materials. The raw materials used in the method disclosed by the invention are cheap and easy to obtain, the reaction step is short, the reaction condition is gentle, the utilization rate of bromine is high, and the positioning selectivity of bromine feeding is high, so that a final product is low in isomeride impurity, high in reaction conversion rate, high in yield, high in product purity, low in production cost is low and applicable to industrialization production. The compound 1 and compound 1' are as shown in the specification.
- -
-
-
- PROCESS FOR THE PREPARATION OF SUBSTITUTED BENZOTRIHALIDE
-
The present invention provides a process for the preparation of compound of Formula I; wherein X is selected from the group consisting of fluorine, chlorine, bromine and iodine; Y is selected from X and -NR1R2; R1 and R1, independent of each other, are selected from the group consisting of hydrogen, C1-4 alkyl and –COR; R is C1-4 alkyl.
- -
-
Page/Page column 7
(2016/06/06)
-
- Regioselective chlorination and bromination of unprotected anilines under mild conditions using copper halides in ionic liquids
-
By using ionic liquids as solvents, the chlorination or bromination of unprotected anilines at the para-position can be achieved in high yields with copper halides under mild conditions, without the need for potentially hazardous operations such as supplementing oxygen or gaseous HCl.
- Wang, Han,Wen, Kun,Nurahmat, Nurbiya,Shao, Yan,Zhang, He,Wei, Chao,Li, Ya,Shen, Yongjia,Sun, Zhihua
-
supporting information; experimental part
p. 744 - 748
(2012/06/30)
-
- Electrophilic bromination of meta-substituted anilines with N-bromosuccinimide: Regioselectivity and solvent effect
-
N-Bromosuccinimide-mediated electrophilic aromatic bromination of a series of anilines substituted with an electron-with-drawing group in the meta position was investigated. The regioselectivity of the reaction is markedly dependent on the polarity of the solvent and the bromination reaction can be tuned by appropriate selection of the reaction medium. Georg Thieme Verlag Stuttgart.
- Bartoli, Sandra,Cipollone, Amalia,Squarcia, Antonella,Madami, Andrea,Fattori, Daniela
-
experimental part
p. 1305 - 1308
(2009/12/24)
-