28241-62-5Relevant academic research and scientific papers
Synthetic method of 4,5-disubstituted-2-aminothiazole compound
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Paragraph 0051; 0053; 0054; 0055; 0056; 0057; 0062-0078, (2018/09/08)
The invention discloses a synthetic method of a 4,5-disubstituted-2-aminothiazole compound. The synthetic method sequentially comprises the following steps: 1) making a nitro-epoxy compound react withammonium thiocyanate in the presence of a solvent and an alkali catalyst at the temperature of 40-/+5 DEG C for 10 to 14 hours; 2) adding water into reaction liquid prepared in the step 1), extracting the mixture with ethyl acetate, washing a prepared organic layer, drying the organic layer, and performing concentration with a rotary evaporator; 3) performing silica gel column chromatography on the concentrate prepared in the step 2) to obtain the 4,5-disubstituted-2-aminothiazole compound. The method for synthesizing the 4,5-disubstituted-2-aminothiazole compound disclosed by the invention has the characteristics of adoption of readily-available raw materials, mild reaction conditions, high yield, convenience in post treatment and the like.
Efficient and facile strategy to substituted 2-aminothiazoles via ring opening of α-nitroepoxides
Zhu, Yue,Wang, Qilin,Luo, Haofan,Zhang, Guolin,Yu, Yongping
supporting information, p. 7143 - 7147 (2018/11/10)
A novel and efficient reaction has been developed to synthesize a set of substituted 2-aminothiazoles from α-nitroepoxides and ammonium thiocyanate. This reaction could proceed smoothly at mild condition, to afford products for a wide range of substrates with good to excellent yields. A possible mechanism has also been proposed.
One-pot three-component protocol for the synthesis of substituted 2-aminothiazoles
Guo, Shanshan,Zhao, Donghong,Zhu, Yue,Yu, Yongping,Chen, Wenteng,Zhang, Guolin
supporting information, p. 1758 - 1764 (2017/09/23)
Substituted 2-aminothiazoles have been synthesized from α-nitro-epoxides, cyanamide, and sodium sulfide through a facile, three-component, and ecofriendly protocol with good to excellent yields. This reaction was achieved at room temperature without any additives. A possible mechanism has also been proposed.
Synthesis of 5-Phenylthiazolamines by Using Thiourea as an α-Bromination Shuttle
Roslan, Irwan Iskandar,Ng, Kian-Hong,Chuah, Gaik-Khuan,Jaenicke, Stephan
, p. 704 - 709 (2017/02/05)
A straightforward synthesis of 5-phenylthiazolamines by coupling thiourea with phenylacetones, phenylacetophenones, and β-tetralone has been developed. Thiourea acts as a substrate and an α-bromination shuttle by transferring a Br atom from CBrCl3/s
Facile, efficient synthesis of polysubstituted thiazoles via α-nitroepoxides and thioureas
Zhao, Donghong,Guo, Shanshan,Guo, Xiao,Zhang, Guolin,Yu, Yongping
supporting information, p. 5285 - 5289 (2016/08/04)
An efficient synthesis of 2,4,5-trisubstituted thiazoles via the reaction of α-nitroepoxides and thioureas under mild conditions has been developed. This reaction proceeded well at room temperature, to afford products in excellent yields for a wide range
Preparation method of 4,5-disubstituted-2-substituted aminothiazole compound
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Paragraph 0056; 0057; 0058; 0059; 0060-0064, (2016/10/10)
The invention discloses a preparation method of a 4,5-disubstituted-2-substituted aminothiazole compound. The preparation method comprises steps as follows: 1), nitro epoxy compounds and thiourea compounds react at the room temperature for 4-8 h in the pr
Azole derivatives as histamine H3 receptor antagonists, Part I: Thiazol-2-yl ethers
Walter,Von Coburg,Isensee,Sander,Ligneau,Camelin,Schwartz,Stark
supporting information; experimental part, p. 5879 - 5882 (2010/11/18)
Most human histamine H3 receptor (hH3R) antagonists follow a general structural blueprint, containing a basic moiety linked by a spacer to a substituted core element. In this investigation the acceptance of thiazol-2-yl ether moieties in the core region is proved with some ether derivatives showing hH3R binding affinities in the nanomolar concentration range. A diversity of structural motifs is used as substituents to enhance the in vitro hH3R binding affinity.
Facile Synthesis of Aminothiazoles
Dahiya, Rajinder,Pujari, H. K.
, p. 966 (2007/10/02)
The reaction of thioureas with ketones in the presence of N-bromosuccinimide furnishes 2-aminothiazoles.The method is quick, convenient and versatile.
Protection of Primary Amines as N-Substituted 2,5-Dimethylpyrroles
Bruekelman, Stephen P.,Leach, (Miss) Susan E.,Meakins, G. Denis,Tirel, Malcolm D.
, p. 2801 - 2807 (2007/10/02)
Protection of primary amine group is achieved by incorporating it into an N-substituted 2,5-dimethylpyrrole system.The method affords protection against strong bases and nucleophiles, heating with concentrated alkali, standard mineral acid work-up conditions, and various other reagents.Phenyl-, pyridil-, thiazolyl-, and alkyl-amines have been studied.All give trisubstituted pyrroles in high yield (>80percent) by reaction with hexane-2,5-dione.The pyrroles from the first three types are stable to storage; even the N-alkyl compounds can be used without difficulty.Regeneration of the amine group, by treatment with hydrxylamine hydrochloride, is efficient (80percent yield) with the phenyl, pyridyl, and alkyl compounds but less satisfactory (60 - 65percent generally but down to 25percent in two cases) with the thiazolyl derivatives.
