1H and 13C chemical shifts for 2‐aryl and 2‐N‐arylamino benzothiazole derivatives

Billeau, Sébastien; Chatel, F.; Robin, Maxime; Faure, Robert; Galy, Jean‐Pierre

doi:10.1002/mrc.1704

Cited by 10 publications

(6 citation statements)

References 25 publications

(15 reference statements)

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“…The formation of spiroindolinones is evident by both the presence of a signal assigned to spiro C (d 74.10-74.80 ppm) and a signal attributed to the C]O function of indolinones (d 174.75-175.62 ppm) in the 13 C NMR spectra of 4a-e [28]. Further verification was obtained from the HSQC spectra of 4a-e, which clearly show the 1 H-13 C connections and allow definite assignment of the 1 H and 13 C resonances [25,[29][30][31] were selected as prototypes and displayed molecular ions with different intensities. The X-ray structure of 4d was determined in order to confirm the assigned structures and to establish conformations of the molecule.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis of new spiroindolinones incorporating a benzothiazole moiety as antioxidant agents

Karalı

Güzel

Özsoy

et al. 2010

European Journal of Medicinal Chemistry

124

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Section: Chemistrymentioning

confidence: 99%

Synthesis of new spiroindolinones incorporating a benzothiazole moiety as antioxidant agents

Karalı

Güzel

Özsoy

et al. 2010

European Journal of Medicinal Chemistry

124

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“…In the same way, the resonance at δ = 142.2 was assigned to the quaternary carbon C9 , which shows cross peaks to protons at H-7 and H-5 . The only remaining resonance at δ = 130.9 ppm, which does not have cross-peaks, has been assigned to the carbons at positions C (1,3,5). There is a cross-peak at δ = 130.5 ppm corresponding to carbons at positions C (2, 4, 6).…”

Section: Resultsmentioning

confidence: 99%

“…[1] This important class of compounds has interesting anti-inflammatory, [2] antimicrobial, [3 -5] antitumor, [6,7] and neuroprotective properties. [8] Recently, it has been shown that the 1,3,5-tris(phenyl-2 benzimidazolyl)benzene derivatives exhibit charge transfer property.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and NMR spectral assignments of novel nitrogen and sulfur heterocyclic compounds

Chandrashekhar

Thomas

Gayathri

et al. 2008

Magnetic Reson in Chemistry

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Synthesis and NMR spectral studies of multidentate N and S heterocycles, 1,3,5-tris(N-methylbenzimidazolyl)benzene, 1,3,5-tris(benzimidazolyl)benzene,1,3,5-tris(benzothiazolyl) benzene, 2,2'-bipyridine 3,3'-bis(benzothiazolyl)benzene and 1,2,4,5-tetrakis(benzothiazolyl) benzene have been carried out. 2D (1)H-(1)H PFG-COSY as well as (1)H-(13)C single and multiple bond correlated (2D GRASP-HSQC and GRASP-HMBC) experiments have been employed to characterize the compounds. 1D NOE experiments have been useful in understanding the structure of 1,3,5-tris(N-methylenzimidazolyl)benzene.

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“…This compound was reported to have a high affinity for amyloid plaque [111]. C for 24 h to generate the corresponding 2-arylBTs 18a-v and 19a-d (Figure 5), which precipitated from water and were purified by recrystallization from CH 2 Cl 2 to give the products in 80-90% yields [113].…”

Section: Condensation With Carboxylic Acidsmentioning

confidence: 99%

Benzothiazoles from Condensation of o-Aminothiophenoles with Carboxylic Acids and Their Derivatives: A Review

et al. 2021

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Nowadays, organic chemists are interested in the field of heterocyclic chemistry due to its use in the synthesis of a great variety of biologically active compounds. Heterocyclic compounds are widely found in nature and are essential for life. Among these, some natural nitrogen containing heterocyclic compounds have been used as chemotherapeutic agents. Their attachment to sugar molecules either as thioglycosides or as nucleosides analogues plays an important role in vital biological processes as well as in synthetic organic chemistry. Molecules containing benzothiazole (BT) nuclei are of this interesting class of compounds because some of them have been found to have a wide variety of biological activities. In this sense, we selected this topic to review and to then summarize the procedures related to the condensation reactions of o-aminothiophenoles (ATPs) as well as their disulfides with carboxylic acids, esters, orthoesters, acyl chlorides, amides, and nitriles. The condensation reactions with carbon dioxide (CO2) are included. Conventional methods with the use of acid and metal catalysts as well as recent green techniques, such as microwave irradiation, the use of ionic liquids, and ultrasound (US) chemistry, which have proven to have many advantages, were found in the review.

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¹H and ¹³C chemical shifts for 2‐aryl and 2‐N‐arylamino benzothiazole derivatives

Abstract: The (1)H and (13)C NMR resonances for forty-three 2-aryl and 2-N-arylamino benzothiazole derivatives were completely assigned using a concerted application of one- and two-dimensional experiments (DEPT, gs-COSY, gs-HMQC and gs-HMBC).

Cited by 10 publications

References 25 publications

Synthesis of new spiroindolinones incorporating a benzothiazole moiety as antioxidant agents

Synthesis of new spiroindolinones incorporating a benzothiazole moiety as antioxidant agents

Synthesis and NMR spectral assignments of novel nitrogen and sulfur heterocyclic compounds

Benzothiazoles from Condensation of o-Aminothiophenoles with Carboxylic Acids and Their Derivatives: A Review

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