Substituted 2-Aminobenzothiazoles Salicylidenes Synthesis and Characterization as Cyanide Sensors in Aqueous Medium

被引:9
|
作者
Elsafy, Anas G. [1 ]
Al-Easa, Hala Sultan [1 ]
Hijji, Yousef M. [1 ]
机构
[1] Qatar Univ, Dept Chem & Earth Sci, Doha 2713, Qatar
关键词
2-aminobenzothiazoles; cyanide; fluorescence; sensors; microwave assisted synthesis; SCHIFF-BASE; SELECTIVE DETECTION; FLUORESCENT-PROBE; ANION; WATER; CHEMOSENSOR; CHEMODOSIMETER; TAUTOMERISM; FLUORIDE;
D O I
10.3390/s18072219
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
(E)-2-((benzo[d]thiazol-2-ylimino)methyl)-nitrophenol 1 and (E)-2-(((6-methoxybenzo[d]thiazol-2-yl)imino)methyl)-4-nitrophenol 2 were synthesized efficiently under microwave conditions. The structures were confirmed using IR, H-1 NMR, and C-13 NMR. UV-vis. Fluorescence investigations demonstrated that 1 and 2 are sensitive and selective sensors for detection of cyanide over all other anions SCN-, AcO-, N-3(-), H2PO4-, H2AsO4-, F-, Cl-, Br-, and I- in aqueous media. Cyanide induces colorimetric change from pale yellow to dark yellow and from transparent to pale yellow for 1 and 2, respectively. It enhances the absorption at wavelengths 385 nm and 425 nm of 1 and 385 nm and 435 nm of 2. Acidic anions H2PO4 and H2AsO4 displayed significant interference with the interaction of cyanide and sensors 1 and 2. Sensor 1 has lower detection limit (LDL) 1 x 10(-6) M, while 2 has LDL 1.35 x 10(-6) M.
引用
收藏
页数:11
相关论文
共 50 条
  • [21] An economically and environmentally sustainable synthesis of 2-aminobenzothiazoles and 2-aminobenzoxazoles promoted by water
    Zhang, Xinying
    Jia, Xuefei
    Wang, Jianji
    Fan, Xuesen
    GREEN CHEMISTRY, 2011, 13 (02) : 413 - 418
  • [22] Copper-catalyzed synthesis of 2-aminobenzothiazoles from carbodiimide and sodium hydrosulfide
    Zeng, Weilan
    Dang, Pan
    Zhang, Xiaoyun
    Liang, Yun
    Peng, Caiyun
    RSC ADVANCES, 2014, 4 (59) : 31003 - 31006
  • [23] Synthesis of retinoid enhancers based on 2-aminobenzothiazoles for anti-cancer therapy
    Gardner, Christopher R.
    Cheung, Belamy B.
    Koach, Jessica
    Black, David StC
    Marshall, Glenn M.
    Kumar, Naresh
    BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (23) : 6877 - 6884
  • [24] Phenanthroline-Decorated Covalent Organic Framework for Catalytic Synthesis of 2-Aminobenzothiazoles in Water
    Wang, Jian-Cheng
    Yu, Zhi-Gao
    Yang, Wen-Ting
    Du, Jia-Qi
    Chen, Zhi
    Kan, Jing-Lan
    Dong, Ying
    Dong, Yu-Bin
    CHEMPLUSCHEM, 2024, 89 (04):
  • [25] Copper-catalyzed tandem reaction of 2-haloanilines with thiocarbamoyl chloride: Synthesis of 2-aminobenzothiazoles
    Chang, Cai-Zhu
    Xu, Wan
    Zeng, Meng-Tian
    Liu, Min
    Liu, Xing
    Zhu, Hui
    Dong, Zhi-Bing
    SYNTHETIC COMMUNICATIONS, 2017, 47 (13) : 1262 - 1267
  • [26] Synthesis of 2-Aminobenzothiazoles via Nickel-Catalyzed Tandem Reaction of 2-Bromophenylisothiocyante with Amines
    Philip, Rose Mary
    Saranya, Padinjare Veetil
    Anilkumar, Gopinathan
    CHEMISTRYSELECT, 2024, 9 (30):
  • [27] Palladium-catalyzed Tandem Synthesis of 2-Aminobenzothiazoles Starting from Unreactive 2-Chloroanilines
    Xu, Wan
    Zeng, Meng-Tian
    Liu, Min
    Liu, Xing
    Chang, Cai-Zhu
    Zhu, Hui
    Li, Yue-Sheng
    Dong, Zhi-Bing
    CHEMISTRY LETTERS, 2017, 46 (05) : 641 - 643
  • [28] A green aerobic Fe(lll) catalyzed base-free synthesis of 2-aminobenzothiazoles in water
    Radhika, Sankaran
    Aleena, Mary Baby
    Anilkumar, Gopinathan
    JOURNAL OF CATALYSIS, 2022, 416 : 233 - 239
  • [29] A metal-free synthesis of 2-aminobenzothiazoles through aminyl radical addition to aryl isothiocyanates
    He, Yimiao
    Li, Jing
    Luo, Shuang
    Huang, Jinbo
    Zhu, Qiang
    CHEMICAL COMMUNICATIONS, 2016, 52 (54) : 8444 - 8447
  • [30] Visible-light photoredox catalytic approach for the direct synthesis of 2-aminobenzothiazoles from anilines
    Singh, Manjula
    Yadav, Lal Dhar S.
    Singh, Rana Krishna Pal
    TETRAHEDRON LETTERS, 2020, 61 (13)