The reactions were performed using the reagents from Sigma-Aldrich or TCI, and the experiment was performed under argon atmosphere. Thin-layer chromatography was done on pre-coated (Merck TLC silica gel 60 F254) aluminuteium plates, developed using cerium molybdate solution and visualized under UV light. Flash column chromatography was done on silica gel 60 (Merck, 0.040–0.063 mm). NMR spectra were recorded (Jeol ECZR 500) using CDCl3 as solvent and calibration was done using tetramethylsilane as internal standard. Chemical shifts in ppm (δ) are specified to the CDCl3 residual peak (δ 7.26) or TMS peak (δ 0.00) for 1H NMR, to CDCl3 (δ 77.16) for 13C NMR. The peak splitting patterns were designated as; s = singlet, d = doublet, t = triplet, m = multiplet. Coupling constants, J, is represented in Hertz (Hz). High-resolution mass spectra was recorded on the Waters ESI-TOF MS spectrometer. Elemental analysis to detect C, N and H was determinuteed on Elementar vario EL III. Tested compounds shows purity > 95% upon elemental analysis. Indoline-4-carbonitrile was prepared as the earlier method for reducing the corresponding indole with triethylsilane31 (link) with the same spectral characterization54 (link) (Fig. S1 of SI ).
Esi tof ms spectrometer
Manufactured by Waters Corporation
The ESI-TOF MS spectrometer is an analytical instrument that utilizes electrospray ionization (ESI) and time-of-flight (TOF) mass spectrometry techniques to determine the molecular mass and composition of various chemical compounds. It is capable of accurately identifying and quantifying a wide range of molecules with high sensitivity and resolution.
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4 protocols using esi tof ms spectrometer
1
Indoline-4-carbonitrile Synthesis and Characterization
2
General Organic Synthesis Procedures
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All syntheses were carried out in oven-dried glassware under an inert atmosphere. All solvents used were left standing over 3 Å molecular sieves and used without further drying. All other reagents were purchased from Sigma-Aldrich or TCI and used without further purification. Reactions were monitored through thin-layer chromatography (TLC) with commercial silica gel plates (Merck silica gel, 60 F254). Visualization of the developed plates was performed under UV lights at 254 nm and by staining with cerium ammonium molybdate and vanillin. Flash column chromatography was performed on silica gel 60 (40–63 µm) as stationary phase. NMR spectra were recorded with JEOL ECZR 500 instruments using CDCl3 as solvent. Chemical shifts (δ) were reported in ppm and referenced to the CDCl3 residual peak (δ 7.26) or tetramethylsilane (TMS) peak (δ 0.00) for 1H NMR and to CDCl3 (δ 77.16) for 13C NMR. The following abbreviations were used to describe peak splitting patterns: s = singlet, d = doublet, t = triplet and m = multiplet. Coupling constants, J, were reported in hertz (Hz). High-resolution mass spectrometry spectra were recorded on a Waters ESI-TOF MS spectrometer.
3
Synthesis and Antimicrobial Evaluation of Heterocyclic Compounds
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All reagents were
obtained from Sigma-Aldrich
or TCI and were used without further purification. The reactions were
performed under argon atmosphere and monitored by thin-layer chromatography
carried out on precoated (Merck TLC silica gel 60 F254) aluminium
plates by using UV light as a visualizing agent and cerium molybdate
solution or ninhydrin as developing agents. Flash column chromatography
was performed on silica gel 60 (Merck, 0.040–0.063 mm). NMR
spectra were recorded with Varian Mercury 300 MHz or JEOL ECZR 500
instruments using CDCl3 or DMSO-d6 as solvents and calibrated using tetramethylsilane as internal
standard. Chemical shifts (δ) are reported in ppm referenced
to the CDCl3 residual peak (δ 7.26) or TMS peak (δ
0.00) for 1H NMR, to CDCl3 (δ 77.16) for 13C NMR. The following abbreviations were used to describe
peak splitting patterns: s = singlet, d = doublet, t = triplet, m
= multiplet. Coupling constants, J, were reported
in hertz. High-resolution mass spectra were recorded on a Waters ESI-TOF
MS spectrometer. Elemental analysis (C, N, and H) was performed on
Elementar vario EL III. All compounds tested for antibacterial activity,
with exception of12 , were established to be >95%
pure
upon elemental analysis.
obtained from Sigma-Aldrich
or TCI and were used without further purification. The reactions were
performed under argon atmosphere and monitored by thin-layer chromatography
carried out on precoated (Merck TLC silica gel 60 F254) aluminium
plates by using UV light as a visualizing agent and cerium molybdate
solution or ninhydrin as developing agents. Flash column chromatography
was performed on silica gel 60 (Merck, 0.040–0.063 mm). NMR
spectra were recorded with Varian Mercury 300 MHz or JEOL ECZR 500
instruments using CDCl3 or DMSO-d6 as solvents and calibrated using tetramethylsilane as internal
standard. Chemical shifts (δ) are reported in ppm referenced
to the CDCl3 residual peak (δ 7.26) or TMS peak (δ
0.00) for 1H NMR, to CDCl3 (δ 77.16) for 13C NMR. The following abbreviations were used to describe
peak splitting patterns: s = singlet, d = doublet, t = triplet, m
= multiplet. Coupling constants, J, were reported
in hertz. High-resolution mass spectra were recorded on a Waters ESI-TOF
MS spectrometer. Elemental analysis (C, N, and H) was performed on
Elementar vario EL III. All compounds tested for antibacterial activity,
with exception of
pure
upon elemental analysis.
4
Antibacterial Compound Synthesis and Purification
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All reagents were obtained from Sigma-Aldrich or TCI and were used without further purification. Reactions were performed under argon atmosphere and monitored by thin-layer chromatography carried out on precoated (Merck TLC silica gel 60 F254) aluminum plates by using UV light as a visualizing agent and cerium molybdate solution or ninhydrin as developing agents. Flash column chromatography was performed on silica gel 60 (Merck, 0.040-0.063 mm). NMR spectra were recorded with Varian Mercury 300 MHz or JEOL ECZR 500 instruments using CDCl 3 , DMSO-d 6, or methanol-d 4 as solvents and calibrated using tetramethylsilane as an internal standard. Chemical shifts (δ) are reported in ppm referenced to the non-deuterated residual peak (δ 7.26 for CDCl 3 , δ 2.50 for DMSO-d 6 and δ 3.31 for MeOH-d 4 ) or TMS peak (δ 0.00) for 1 H NMR. The same approach was used for 13C NMR, and the chemical shifts are referenced to the non-deuterated residual peak (δ 77.16 for CDCl 3 , δ 39.50 for DMSO-d 6, and δ 49.00 for MeOH-d 4 ). The following abbreviations were used to describe peak splitting patterns: s = singlet, d = doublet, t = triplet, m = multiplet. Coupling constants, J, were reported in hertz. High-resolution mass spectra were recorded on a Waters ESI-TOF MS spectrometer. All compounds tested for antibacterial activity were established to be >95% pure upon NMR analysis.
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