107611-11-0Relevant articles and documents
Conversion of bis(o-nitrophenyl)disulfides to heterocycles containing sulfur and nitrogen by the action of samarium diiodide
Zhong, Weihui,Chen, Xiaoyuan,Zhang, Yongmin
, p. 156 - 160 (2001)
Treatment of bis(o-nitrophenyl)disulfides 1 with SmI2 led to simultaneous reduction of nitro groups and reductive cleavage of S-S bonds as well as the formation of the active intermediates 2. The intermediates 2 reacted smoothly with aldehydes
Low-valent titanium induced simultaneous reduction of nitro group and S-S bond in nitrodisulfides: A novel method for the synthesis of benzothiazoline, benzothiazoles and 2,3-dihydro-1,5-benzothiazepines
Zhong,Chen,Zhang
, p. 4451 - 4460 (2000)
The simultaneous reduction of nitro group and S-S bond in nitrodisulfides by TiCl4/Sm system leds to the active intermediates 2, which were 'living' double-anions (nitride anions and sulfide anions) in situ. These new anion species reacted smoothly with aldehydes or ketones, acid chlorides or acid anhydrides and α,β-unsaturated ketones respectively to afford the desired benzothiazolines, benzothiazoles and 2,3-dihydro-1,5-benzothiazepines in good yields under mild and neutral conditions.
Synthesis method of benzothiazole compound
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Paragraph 0049-0053, (2021/07/14)
The invention relates to a novel process for synthesizing benzothiazole compounds, which comprises the following steps of: (1) heating and stirring orthoester, o-aminothiophenol and derivatives thereof to react, monitoring the reaction process by TLC, and obtaining crude benzothiazole compounds after the reaction is finished; and (2) distilling the crude benzothiazole compound obtained in the step (1) or recrystallizing by using a solvent, and filtering to obtain the benzothiazole compound. According to the method, no solvent is added in the reaction process, the separation and purification process is optimized, and green production of fine chemicals is effectively achieved; and no catalyst is added, the operation is simple, the reaction time is remarkably shortened, the production efficiency of the product is improved, and the yield can reach 79%-90%. The problems of environmental pollution, potential safety hazards, harm to human health, resource waste and the like caused by the solvent are fundamentally solved, and the method has extremely high green industrialization value.
Insertion Reaction of 2-Halo- N -allylanilines with K 2S Involving Trisulfur Radical Anion: Synthesis of Benzothiazole Derivatives under Transition-Metal-Free Conditions
Liu, Xin-Yu,Zhao, Yan-Wei,Jiang, Tian,Rao, Weidong,Wang, Shun-Yi
, p. 971 - 977 (2020/12/28)
A synthesis of benzothiazole derivatives through the reaction of 2-halo- N -allylanilines with K 2S in DMF is developed. The trisulfur radical anion S 3· -, which is generated in situ from K 2S in DMF, initiates
An efficient synthesis of benzothiazole using tetrabromomethane as a halogen bond donor catalyst
Kazi, Imran,Sekar, Govindasamy
, p. 9743 - 9756 (2019/12/02)
An efficient and mild protocol has been developed for the synthesis of 2-substituted benzothiazole under solvent- and metal-free conditions using CBr4 as the catalyst. This process involves the activation of a thioamide through halogen bond formation between the sulphur atom of the thioamide and bromine atom of the CBr4 molecule. The presence of halogen-bonding interaction between N-methylthioamides and tetrabromomethane has been demonstrated with several control experiments, spectroscopic analysis and density functional theory (DFT). This methodology has a wide substrate scope for the synthesis of both 2-alkyl and 2-aryl substituted benzothiazoles.
Metal free montmorillonite KSF clay catalyzed practical synthesis of benzoxazoles and benzothiazoles under aerobic conditions
Kummari, Vijaya Babu,Chiranjeevi, Kalavakuntla,Suman Kumar, Alleni,Kumar, Rathod Aravind,Yadav, Jhillu Singh
supporting information, p. 3335 - 3342 (2019/11/11)
An efficient method for the synthesis of benzoxazoles and benzothiazoles via montmorillonite KSF clay catalyzed condensation reaction between 2-aminophenols or 2-aminothiophenols and β-diketones is reported. The efficiency of the reaction reflects from the wide substrate scope with electronic differentiation on aryls. The reaction is metal free and proceeds without the exclusion of air or moisture, and further the catalyst can be recycled up to 3–5 catalytic cycles.
Sodium dichloroiodate promoted C-C bond cleavage: An efficient synthesis of 1,3-Benzazoles via condensation of o -amino/mercaptan/hydroxyanilines with β -diketones
Bhagat, Saket B,Ghodse, Shrikant M,Telvekar, Vikas N
, (2018/02/09)
An efficient aqueous sodium dichloroiodate (NaICl 2) mediated protocol is developed for the synthesis of benzofused azoles by the cyclization of 2-amino anilines/thiophenols/phenols with β-diketone compounds. The reactions gave moderate to good yield of the corresponding 2-substituted benzimidazoles/benzothiazoles/benzoxazoles under mild conditions. This tandem process involved a C-C bond cleavage and C-N bond formation. Graphical Abstract?: SYNOPSIS A facile and single protocol for the synthesis of three versatile 1,3-benzazoles viz 2-substituted 1H-benzimidazoles, benzoxazoles and benzothiazoles from readily available starting materials, 1,3-diketones and corresponding o-amino anilines/thiophenols/phenols, by aqueous sodium dichloroiodate (NaICl 2) mediated C—C bond cleavage has been developed. The reaction provides a rapid access to these 1, 3-benzazoles in good yields, thus speeding up the drug discovery process.[Figure not available: see fulltext.].
Convenient synthesis of benzothiazoles and benzimidazoles through bronsted acid catalyzed cyclization of 2-amino thiophenols/anilines with β-diketones
Mayo, Muhammad Shareef,Yu, Xiaoqiang,Zhou, Xiaoyu,Feng, Xiujuan,Yamamoto, Yoshinori,Bao, Ming
supporting information, p. 764 - 767 (2014/03/21)
Bronsted acid catalyzed cyclization reactions of 2-amino thiophenols/anilines with β-diketones under oxidant-, metal-, and radiation-free conditions are described. Various 2-substituted benzothiazoles/benzimidazoles are obtained in satisfactory to excellent yields. Different groups such as methyl, chloro, nitro, and methoxy linked on benzene rings were tolerated under the optimized reaction conditions.
