14070-51-0Relevant academic research and scientific papers
A green preparation of N-chloro- and N-bromosaccharin
De Souza, Soraia P. L.,Da Silva, Joaquim F. M.,De Mattos, Marcio C. S.
, p. 935 - 939 (2003)
The reaction of the sodium salt of saccharin, potassium chloride or bromide and oxone in water at room temperature for 24h produced pure N-chloro- and N-bromosaccharin in 58% and 64% yield, respectively.
Lewis Acid-Catalyzed Asymmetric Selenocyanation of β-Ketoesters with N-Selenocyanatosaccharin
Wu, Di,Qiu, Jiashen,Li, Chengqiu,Yuan, Lexia,Yin, Hongquan,Chen, Fu-Xue
, p. 934 - 941 (2020)
The first electrophilic asymmetric selenocyanation has been achieved in the presence of Ni(OTf)2 and (R,R)-DBFOX/Ph using N-selenocyanatosaccharin as the new selenocyanation reagent. Thus, a series of α-selenocyanato-β-keto esters were synthesized with high yields (up to 99%) and good ee values (up to 92% ee). The readily preparation of the reagent and high enantioselectivity make this methodology much practical for the synthesis of chiral selenocyanates.
For the production of sulfur [...] hydrocarbon or heteroaromatic hydrocarbon compound and its preparation method (by machine translation)
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Paragraph 0109; 0110; 0111, (2018/09/02)
The invention discloses a trifluoro-methylthio arene or azacalixarene compound and a preparation method thereof. The preparation method of the trifluoro-methylthio arene or azacalixarene compound comprises the following steps: in an organic solvent, carrying out substitution reaction on a compound shown in a formula I and nitrogen-trifluoro-methylthio saccharin shown in a formula II in presence of a catalyst, so that a compound shown in a formula III is obtained. The preparation method of the trifluoro-methylthio arene or azacalixarene compound has the advantages that reaction materials can be easily controlled to be in single substitution, toxicity is low, and environmental protection is realized; meanwhile, application range of substrate is wide, equipment requirement is low, and operation is simple. The general formula (I), the general formula (II) and the formula (III) are described in the specification.
N-Thiocyanatosaccharin: A "sweet" Electrophilic Thiocyanation Reagent and the Synthetic Applications
Wu, Di,Qiu, Jiashen,Karmaker, Pran Gopal,Yin, Hongquan,Chen, Fu-Xue
, p. 1576 - 1583 (2018/02/09)
N-Thiocyanatosaccharin (R1) was readily prepared from the sweet additive Saccharin in two steps with a 71% overall yield. By applying this new reagent to diverse nucleophiles such as benzothiophenes, indoles, oxindoles, aromatic amines, phenols, β-keto carbonyl compounds, and aromatic ketones, a novel electrophilic thiocyanation reaction was achieved with high yields (up to 99%). The potential recycling of Saccharin, the wide scope of substrates, and the mild reaction conditions made this protocol much more practical.
For the production of sulfur-hydrogen reagent, synthetic method and its application
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Paragraph 0085-0087, (2017/09/26)
The invention discloses a trifluoromethylthio reagent as well as a synthetic method and application thereof and provides a compound I and a preparation method of the compound I. The preparation method comprises the step: reacting a compound 1a with trifluoromethylthio silver, so as to obtain the compound 1, wherein the reaction is as shown in the specification. The invention further provides application of the compound 1 as the trifluoromethylthio reagent. The compound 1 can react with amine compounds, thiol or phenolic compounds to generate the compound containing trifluoromethylthio. The trifluoromethylthio reagent 1 has the beneficial effects of high efficiency, conversion rate and yield, mild reaction conditions, low production cost and wide applicable range and is applicable to industrial production.
Preparation of N‐trifluoromethylthiosaccharin: A shelf‐stable electrophilic reagent for trifluoromethylthiolation
Zhu, Jiansheng,Xu, Chunhui,Xu, Chunfa,Shen, Qilong
, (2018/12/12)
Procedures yielding N‐chlorosaccharin (2) as a white powder, tris‐silver (I) trifluoromethanethiolate (3) as an off‐white solid, and N‐trifluoromethylthiosaccharin (4) as a white solid are presented. The chapter concludes with a discussion on trifluoromethylthio group as one of the most “sought‐after” fluoroalkyl groups, owing to its high lipophilicity.
Thio trifluoromethyl-containing compounds and methods for their preparation
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Paragraph 0135; 0136; 0137; 0138, (2016/10/17)
The invention discloses a compound containing trifluoromethylthio group and a preparation method thereof. The invention discloses a compound 7, compound 9 or compound 11 containing trifluoromethylthio group. The invention provides a preparation method of the compound 7, 9 or 11, which comprises the following steps: in an organic solvent, carrying out substitution reaction on a compound 1 and a beta-eleostearate compound 6 in the presence of an alkali to obtain the compound 7; in an organic solvent, carrying out substitution reaction on the compound 1 and an aldehyde or ketone compound 8 in the presence of a catalyst and an additive to obtain the compound 9; and under the gas protection, carrying out substitution reaction on the compound 1, cuprous iodide and an alkyne compound 10 in an organic solvent in the presence of an alkali to obtain the compound 11. The preparation method of the compound 7, 9 or 11containing trifluoromethylthio group has the advantages of mild reaction conditions, high conversion rate, high yield and low production cost, and is suitable for industrial production.
The trifluoromethyl-based thiophosphoro superoxyde and its preparation method (by machine translation)
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Paragraph 0187; 0188; 0189; 0190, (2016/10/17)
The invention discloses a trifluoromethyl thioperoxide and a preparation method thereof and provides a trifluoromethyl thioperoxide 2. The invention also provides a method for preparing the trifluoromethyl thioperoxide 2. The method comprises the following steps: carrying out a nucleophilic substitution reaction between ROH or ROM and a compound 1 in an organic solvent, thereby obtaining the trifluoromethyl thioperoxide 2. When the nucleophilic substitution reaction is carried out between ROH and the compound 1, the reaction needs to be carried out in the presence of an additive, wherein the additive refers to an alkaline substance or a mixture of an alkaline substance and Lewis acid. The preparation method disclosed by the invention is cheap and readily available in raw materials, simple in operation steps, mild in reaction conditions, safe to operate, low in energy consumption, environment-friendly and high in reaction yield, and the prepared product is high in purity and suitable for industrial production.
N-trifluoromethylthiosaccharin: An easily accessible, shelf-stable, broadly applicable trifluoromethylthiolating reagent
Xu, Chunfa,Ma, Bingqing,Shen, Qilong
supporting information, p. 9316 - 9320,5 (2014/10/15)
A new, electrophilic trifluoromethylthiolating reagent, N-trifluoromethylthiosaccharin, was developed and can be synthesized in two steps from saccharin within 30minutes. N-trifluoromethylthiosaccharin is a powerful trifluoromethylthiolating reagent and allows the trifluoromethylthiolation of a variety of nucleophiles such as alcohols, amines, thiols, electron-rich arenes, aldehydes, ketones, acyclic β-ketoesters, and alkynes under mild reaction conditions. 'Sacch'ed out: A new, electrophilic trifluoromethylthiolating reagent, N-trifluoromethylthiosaccharin (1) can be synthesized in two steps from saccharin within 30minutes. The reagent 1 allows the trifluoromethylthiolation of a variety of nucleophiles such as alcohols, amines, thiols, electron-rich arenes, aldehydes, ketones, acyclic β-ketoesters, and alkynes under mild reaction conditions.
Preparation of several active N-chloro compounds from trichloroisocyanuric acid
Shiri, Azam,Khoramabadi-Zad, Ahmad
experimental part, p. 2797 - 2801 (2010/01/21)
A very simple method for the preparation of several activeN-chloro compounds that have extensive applications in organic synthesis, industry, and medicine has been developed.Tetrachloroglycolurils, chloramine-T, N-chlorosaccharin, N-chlorosuccinimide, N-chlorophthalimide, N,N￠-dichlorophenobarbital,and N,N￠-dichlorobarbital were synthesized by chlorination with trichloroisocyanuric acid under mild reaction conditions at roomtemperature. This method is clean, fast, and efficient; the yields are also good to excellent. Georg Thieme Verlag Stuttgart.
