85-48-3Relevant academic research and scientific papers
Preparation method of 8-hydroxyquinoline
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Paragraph 0042; 0043; 0045; 0046; 0048; 0049, (2018/03/26)
The invention relates to a preparation method of 8-hydroxyquinoline. The preparation method comprises the following steps: A), uniformly mixing quinoline and a sulfonating agent, performing a sulfonation reaction, and hydrolyzing to obtain a reaction solid and reaction liquid; B), under the action of a catalyst, heating the reaction solid obtained in the step A), water and inorganic strong alkali,and reacting to obtain the 8-hydroxyquinoline, wherein the catalyst is one or more of methanol, ethanol and isopropanol. By the preparation method, through addition of the catalyst during the reaction, the reaction temperature in an alkali-melting step in the production process of the 8-hydroxyquinoline is reduced, so that a requirement on equipment is reduced and the danger coefficient in actualproduction is also reduced, and thus a reaction condition is mild, operation is easy, and the purity and the yield are relatively high; meanwhile, through the addition of the catalyst, the using amount of the inorganic strong alkali is reduced, so that the production cost is reduced; in addition, the reaction liquid produced in the sulfonation reaction is recycled in a subsequent acidification process, so that discharge of waste liquid is reduced and clean production is achieved.
SULFONAMIDE OR AMIDE COMPOUNDS, COMPOSITIONS AND METHODS FOR THE PROPHYLAXIS AND/OR TREATMENT OF AUTOIMMUNE, INFLAMMATION OR INFECTION RELATED DISORDERS
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Paragraph 0101; 0114; 0115; 0116; 0117, (2018/09/19)
The present invention related to novel sulfonamides or amides as TLR-4 antagonists, and pharmaceutical formulations containing the same and the methods of use thereof. Uses of the present novel sulfonamides or amides include, but are not limited to, the prophylaxis and/or treatment of autoimmune, inflammation, or infection related disorders.
A 8-hydroxy quinoline synthesis method (by machine translation)
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Paragraph 0020; 0021; 0022; 0023; 0024, (2016/10/31)
The present invention provides a kind of 8-hydroxy quinoline synthesis method, the steps are as follows : (1) added to the fuming sulfuric acid in four-mouth bottle, actuated stirring, 12 °C the quinoline is put into the constant pressure dropping funnel, and then the quinoline dropping slowly added in four-mouth bottle, completion of the postheating to 90-110°C, thermal insulation sulfonated 3 hours ; (2) the solution in the tube is moved to the radiation, nitrogen 30 minutes and then closed, the irradiation in a cobalt source 2 hours, the solution is taken out after, adding ice water for dilution, frozen 1 day, to crystallize, filtering, drying to obtain 8-sulfonic acid quinolines ; (3) in the four bottle by the addition of a base, heating to 260-320 °C enable its fusing, adding stirring 8-sulfonic acid quinolines, thermal insulation reaction 3 hours, the temperature after the completion of the 90 °C, adding distilled water to make its full dissolved, cooling to room temperature, neutralized to the solution for PH 7, after filtration of the precipitated crystals of distillation, to obtain white crystalline solid 8-hydroxy quinoline. The operation of the invention is simple, low cost, high yield. (by machine translation)
A 8-hydroxy quinoline method of preparing copper
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Paragraph 0025-0028, (2017/04/13)
The invention discloses a preparation method of copper 8-hydroxyquinoline, belonging to the technical field of organic synthesis. The preparation method comprises the following steps: (1) heating quinoline and fuming sulfuric acid to react, hydrolyzing to obtain quinolyl-8-sulfonic acid, and heating the quinolyl-8-sulfonic acid and solid sodium hydroxide to react to obtain 8-hydroxyquinoline; and (2) completely dissolve sodium hydroxide and the 8-hydroxyquinoline prepared in the step (1) in water, and adding anhydrous cupric sulfate to react to obtain the copper 8-hydroxyquinoline. The method is high in yield; and the prepared copper 8-hydroxyquinoline has the advantages of high purity, stable product quality and stable color, and is suitable for the high-end produce market.
A convenient synthesis of novel 3-(heterocyclylsulfonyl)propanoic acids and their amide derivatives
Dorogov, Mikhail V.,Filimonov, Sergey I.,Kobylinsky, Dmitry B.,Ivanovsky, Sergey A.,Korikov, Pavel V.,Soloviev, Mikhail Y.,Khahina, Maria Y.,Shalygina, Elena E.,Kravchenko, Dmitry V.,Ivachtchenko, Alexandre V.
, p. 2999 - 3004 (2007/10/03)
A large number of novel 3-(heterocyclylsulfonyl)propanoic acids and their amide derivatives were prepared in good yields and excellent purity starting from the corresponding heterocyclic compounds. At first, chlorosulfonates were generated by reaction of initial heterocycles with various sulfonating and chlorinating agents followed by their conversion into sodium sulfinates. Treatment of sulfinates with acrylic acid smoothly afforded a series of sulfonylpropionates, which were used as convenient reagents for the preparation of a large number of the corresponding carboxamide derivatives.
Gas-phase pyrolytic reactions of esters of 2-pyridine and 8-quinoline sulfonic acid
Al-Awadi, Nouria A.,Kaul, Kamini,Dib, Hicham H.
, p. 771 - 775 (2007/10/03)
The rates of gas-phase thermal elimination reaction of esters of 2-pyridine sulfonic acid and 8-quinoline sulfonic acid have been measured over at least 50° for each compound. The relative rates of the first-order unimolecular decomposition at 500 K for the primary:secondary esters suggest that C-O bond breaking is kinetically more significant than C-H bond breaking, leading to a transition state of carbocationic character. This is consistent with the electron-donating effect provided by the methoxy substituent in 2-p-methoxyphenylethyl of 2-pyridine and 8-quinoline sulfonate esters stabilizing the carbocation center.
Formation of Olefins via Pyrolysis of Sulfonate Esters
Corey, E. J.,Posner, Gary H.,Atkinson, Richard F.,Wingard, Astrid K.,Halloran, Daniel J.,et al.
, p. 389 - 393 (2007/10/02)
Esters of 8-quinolinesulfonic acid and 2-pyridinesulfonic acid were synthesized from alcohols and the acid chlorides.The secondary esters decomposed cleanly at moderate temperatures to give olefins in hight yield.Product studies were consistent with carbocation formation and abstraction by a ring nitrogen to give olefin.The importance of a basic group was confirmed by pyrolysis of a series of para-substituted cyclohexyl benzenesulfonates, p-XC6H4SO3R.The compounds with X=NHEt and NHCOMe reacted cleanly to give olefin in good yield.When X = NO2, Br, CH3, or OCH3, olefin was formed in low yield along with considerable amounts of tar.
