54932-72-8Relevant articles and documents
Preparation method of SGLT2 inhibitor-empagliflozin
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, (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%.
5-bromo-2-chloro -4 the-oxethyl diphenylmothane [...] preparation method
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, (2017/04/03)
The invention relates to the chemical field and particularly relates to a novel synthesis method for preparing a key intermediate 5-bromine-2-chlorine-4'-ethyoxyl diphenylmethane of a drug dapagliflozin for treating diabetes mellitus II. The preparation method comprises the following steps: enabling a starting raw material ortho-toluidine to firstly perform bromization and then perform chlorination after diazotization on a benzene ring with N-bromo-succinimide; then, in the presence of a halogenating agent, performing halogenating reaction of beta-position; and finally, performing Friedel-Crafts alkylation synthesis with phenetole, thereby obtaining the key intermediate. The preparation method is simple and convenient, economical and relatively high in reaction yield in each step, and suitable for industrial production.
A new recoverable Au(III) catalyst supported on magnetic polymer nanocomposite for aromatic bromination
Li, Bai,Gao, Linfeng,Bian, Fengling,Yu, Wei
supporting information, p. 1063 - 1066 (2013/04/10)
This Letter presents a facile alternative synthesis of a recoverable Au(III) catalyst supported on Fe3O4@SiO 2~MPS grafted by poly(N-vinyl-2-pyrrolidone) (PVP). The solid magnetic support was prepared by anchoring 3-methacryloxypropyltrimethoxysilane (MPS) onto the Fe3O4@SiO2 surfaces followed by free radical polymerization with N-vinyl-2-pyrrolidone. Au(III) was immobilized onto the magnetic support in aqueous media to afford Au(III)/Fe 3O4@SiO2~PVP (catalyst 1). Catalyst 1 was characterized by FT-IR, TEM, VSM, TGA, XRD, and ICP-AES. The amount of Au in catalyst 1 was measured to be 0.64 wt % by ICP-AES. This newly prepared catalyst can catalyze the aromatic bromination reaction with comparable activity as homogeneous AuCl3. Moreover, the supported catalyst is easy to recover and can be used in four cycles without apparent loss of activity.
Kinetics of nuclear chlorination of toluene and some substituted toluenes by trichloroisocyanuric acid
Panda, H. P.,Sahoo, K. K.
, p. 717 - 720 (2007/10/02)
Nuclear chlorination of toluene and substituted toluenes by trichloroisocyanuric acid is first order each in and .The observed second order rate constants increase with increase in +> in solvent mixtures containing less than 50percent HOAc.The k2 values increase with an increase in the proportion of HOAc, reach maximum at 50percent HOAc above which the rate constants have a diminishing trend.At higher proportion of HOAc, the rate constants are insensitive to change in .Added Cl- ions enhance the rate.Based on the observed results a plausible mechanism has been proposed which envisages a positive ion dipole reaction between H+2OCl generated from hydrolysis of TCICA and the substrate molecules at low proportions of HOAc.At high proportion of HOAc, chlorine acetate has been suggested to be the electrophile.Molecular chlorine as well as H2O+Cl are the chlorinating species in the presence of Cl- ions.The Hammett plot is linear with a ρ value -5.55.The activation parameters have been computed.