2002
DOI: 10.1002/mrc.1049
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1H and 13C chemical shifts for acridines: Part XVII. (1,3‐Benzothiazol‐2‐yl)amino‐9(10H)‐acridinone derivatives

Abstract: The 1 H and 13 C NMR resonances for 16 acridin-9(10H)-ones substituted with amino or (1,3-benzothiazol-2-yl)amino groups were completely and unequivocally assigned by the concerted application of gs-COSY, gs-HMQC and gs-HMBC experiments. Evidence for hydrogen bond and amino-imino tautomerism is presented for 1-and 4-substituted acridin-9(10H)-ones.

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Cited by 10 publications
(5 citation statements)
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References 21 publications
(15 reference statements)
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“…The 1 H NMR spectra of the two isomers show an important overlap which has been resolved using 2D correlation experiments (data not shown). NMR chemical shift assignments have been reported for a large number of acridine derivatives 20–22. The analysis of the NMR spectra confirmed the structures of the two derivatives studied in the present work.…”
Section: Methodssupporting
confidence: 84%
“…The 1 H NMR spectra of the two isomers show an important overlap which has been resolved using 2D correlation experiments (data not shown). NMR chemical shift assignments have been reported for a large number of acridine derivatives 20–22. The analysis of the NMR spectra confirmed the structures of the two derivatives studied in the present work.…”
Section: Methodssupporting
confidence: 84%
“…10 Figure 1 shows the structures of these compounds. Proton and carbon NMR spectra were recorded in DMSO-d 6 solutions at 300 K using a Bruker Avance DRX 300 spectrometer. Chemical shifts were referenced to DMSO-d 6 : υ 1 H D 2.50 ppm, υ 13 C D 39.6 ppm.…”
Section: Methodsmentioning
confidence: 99%
“…Proton and carbon NMR spectra were recorded in DMSO-d 6 solutions at 300 K using a Bruker Avance DRX 300 spectrometer. Chemical shifts were referenced to DMSO-d 6 : υ 1 H D 2.50 ppm, υ 13 C D 39.6 ppm. 11 CH n -information for 13 C signals was established by acquisition of DEPT spectra.…”
Section: Methodsmentioning
confidence: 99%
“…The temperature of the probe and preamplifier was 30 K. Chemical shifts were referenced Ł Correspondence to: M. Robin 15 Resonance multiplicities for 13 C signals were established via the acquisition of DEPT spectra. For two-dimensional experiments, Brüker microprograms using gradient selection (gs) were applied.…”
Section: Nmr Techniquesmentioning
confidence: 99%
“…7 Recently, these compounds were also used as precursors for in vivo imaging ofˇ-amyloid plaques, 8 and for nonlinear optical application. 9 As a part of our program aimed at developing new heterocyclics bearing a thiazole ring, 10 -13 we report in this paper the complete 1 H and 13 C NMR chemical shift assignments using one-and two-dimensional NMR techniques, including DEPT, gs-COSY, gs-HMQC and gs-HMBC, for 2-N-arylamino benzothiazole and 2-aryl benzothiazole derivatives.…”
Section: Introductionmentioning
confidence: 99%