28612-98-8Relevant academic research and scientific papers
Preparation method for tiaprofenic acid
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, (2018/04/02)
The invention relates to a preparation method for tiaprofenic acid. The method comprises the following steps: by taking 2-thiophenecarboxaldehyde as an initial raw material, reacting with methyl magnesium bromide, thereby compounding 1-(2-thienyl) alcohol; reacting with thionyl chloride for substituting chlorine group, cyaniding and hydrolyzing; and finally, performing Friedel-Crafts acylation reaction on the acquired product and benzoyl chloride, thereby acquiring tiaprofenic acid. The preparation method for tiaprofenic acid has the advantages that the common, low-cost and safe raw materialsare adopted for replacing rare, precious and dangerous raw materials, so that the serious pollution problem is avoided and the production cost is greatly lowered, besides, the process route adopted bythe invention is simple, the reaction period is short, the reaction condition is stable, the yield is high and reaches up to 90% or above, the purity of the acquired product after the reaction is high and the purity can reach up to 99% or above, so that the preparation method is suitable for industrial production.
Synthetic process for non-steroidal anti-inflammatory drug tiaprofenic acid
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Paragraph 0045; 0046, (2018/01/11)
The invention relates to a synthetic process for a non-steroidal anti-inflammatory drug tiaprofenic acid. The synthetic process comprises the following steps: with thiophene as a starting material, subjecting thiophene to a reaction so as to prepare 2-(1-chloroethyl)thiophene; then reacting 2-(1-chloroethyl)thiophene with trimethylsilyl cyanide for cyanidation and hydrolysis of cyano groups; and finally carrying out a Friedel-Crafts reaction with benzoyl chloride so as to prepare tiaprofenac acid. The synthetic process has the following advantages that ordinary, cheap and safe raw materials are used for replacing rare, expensive and dangerous raw materials, so the problem of serious pollution is avoided, and production cost is greatly reduced; and the synthetic process is simple in process route, short in reaction period, stable in reaction conditions and high in yield, wherein the yield is up to 90% or more, tiaprofenic acid obtained after the reactions has a high purity of up to 99% or more, so the synthetic process is suitable for industrial production.
Hydrazines and azides via the metal-catalyzed hydrohydrazination and hydroazidation of olefins
Waser, Jerome,Gaspar, Boris,Nambu, Hisanori,Carreira, Erick M.
, p. 11693 - 11712 (2007/10/03)
The discovery, study, and implementation of the Co- and Mn-catalyzed hydrohydrazination and hydroazidation reactions of olefins are reported. These reactions are equivalent to direct hydroaminations of C-C double bonds with protected hydrazines or hydrazoic acid but are based on a different concept in which the H and the N atoms come from two different reagents, a silane and an oxidizing nitrogen source (azodicarboxylate or sulfonyl azide). The hydrohydrazination reaction using di-tert-butyl azodicarboxylate is characterized by its ease of use, large functional group tolerance, and broad scope, including mono-, di-, tri-, and tetrasubstituted olefins. Key to the development of the hydroazidation reaction was the use of sulfonyl azides as nitrogen sources and the activating effect of tert-butyl hydroperoxide. The reaction was found to be efficient for the functionalization of mono-, di-, and trisubstituted olefins, and only a few functional groups are not tolerated. The alkyl azides obtained are versatile intermediates and can be transformed to the free amines or triazoles without isolation of the azides. Preliminary mechanistic investigations suggest a rate-limiting hydrocobaltation of the alkene, followed by an amination reaction. Radical intermediates cannot be ruled out and may be involved.
