The starting materials and solvents were purchased from Sigma-Aldrich (Burlington, MA, USA) and were utilized without any additional purification. Melting points were determined employing an EZ-Melt MPA120 automated melting point apparatus from Stanford Research Systems (Sunnyvale, CA, USA), and are uncorrected. Reactions were monitored using thin-layer chromatography on 0.2 mm precoated silica gel 60 F254 Merck plates (Darmstadt, Germany). 1H NMR spectra were recorded on a Varian Oxford (600 MHz) spectrometer (Palo Alto, CA, USA), while 13C NMR (150 MHz) spectra were acquired as well. Chemical shifts are expressed in ppm with respect to tetramethylsilane (Me4Si, δ = 0) in DMSO-d6 and CDCl3; J values are denoted in Hz. Abbreviations like s (singlet), d (doublet), q (quartet), dd (doublet of doublet), t (triplet), and m (multiplet) are used. Mass spectrometry data were obtained on a JEOL JMS-700 spectrometer (Tokyo, Japan) via electronic impact. Main spectra can be consulted in the Supplementary Material .
F254 merck plates
Manufactured by Merck Group
Sourced in Germany
F254 Merck plates are thin-layer chromatography (TLC) plates used for separation and analysis of various compounds. They are made of aluminum foil coated with silica gel containing a fluorescent indicator. The fluorescent indicator allows for the visualization of separated compounds under UV light.
Automatically generated - may contain errors
Lab products found in correlation
Jms 700 spectrometer, by JEOL (2 mentions)
Ez melt mpa120, by Stanford Research Systems (2 mentions)
Oxford 600 mhz spectrometer, by Agilent Technologies (2 mentions)
Ms 5988 spectrometer, by Hewlett-Packard (1 mentions)
Mercury vxr 300 nmr spectrometer, by Bruker (1 mentions)
Hydrazine hydrate, by Merck Group (1 mentions)
Substitutedaryl aldehyde, by Merck Group (1 mentions)
Ac 400 nmr spectrometer, by Bruker (1 mentions)
Potassium tert butoxide, by Merck Group (1 mentions)
Methyl 2 aminobenzoate, by Merck Group (1 mentions)
Cesium carbonate, by Merck Group (1 mentions)
Acetonitrile, by Merck Group (1 mentions)
Triethylamine, by Merck Group (1 mentions)
Dimethylformamide, by Merck Group (1 mentions)
Gemini 300bb 300 mhz ft nmr spectrometers, by Agilent Technologies (1 mentions)
Ftir 8400s spectrophotometer, by Shimadzu (1 mentions)
Lc 20at instrument, by Shimadzu (1 mentions)
6210 tof lc ms, by Agilent Technologies (1 mentions)
Mercury vxr 300 nmr spectrometer, by Agilent Technologies (1 mentions)
7 protocols using f254 merck plates
1
Organic Synthesis and Characterization
2
Synthesis of 2-Hydrazinyl-6-phenyl-4-thiophene Pyrimidine
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Reagents were purchased from Sigma Aldrich (Bayouni Trading Co. Ltd., Al-Khobar, Saudi Arabia) and used without further purification. The reaction progress was monitored by TLC on silica gel pre-coated F254 Merck plates (Merck, Darmstadt, Germany). Spots were visualized by ultraviolet irradiation. All melting points were determined on a digital Gallen-Kamp MFB-595 instrument (Gallenkamp, London, UK) using open capillary tubes and were uncorrected. IR spectra were recorded as potassium bromide discs using Bruker-Vector 22 FTIR spectrophotometer (Bruker, Manasquan, NJ, USA). The NMR spectra were recorded with a Varian Mercury VXR-300 NMR spectrometer (Bruker, Marietta, GA, USA) at 300 and 75 MHz for 1H and 13C NMR spectra, respectively, using DMSO-d6 as the solvent. Mass spectra were recorded on a Hewlett Packard MS-5988 spectrometer (Hewlett Packard, Palo Alto, CA, USA) at 70 eV. Elemental analyses were conducted at the Micro-Analytical Center of Taif University, Taif, KSA.
The compound 2-Hydrazinyl-6-phenyl-4-(thiophen-2-yl)-4,5-dihydropyrimidine (1 ) was synthesized according to previously reported works [25 (link),26 (link)].
The compound 2-Hydrazinyl-6-phenyl-4-(thiophen-2-yl)-4,5-dihydropyrimidine (
3
Organic Synthesis and Characterization
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The starting materials and solvents were purchased from Sigma-Aldrich (Burlington, MA, USA) and were utilized without any additional purification. Melting points were determined employing an EZ-Melt MPA120 automated melting point apparatus from Stanford Research Systems (Sunnyvale, CA, USA), and are uncorrected. Reactions were monitored using thin-layer chromatography on 0.2 mm precoated silica gel 60 F254 Merck plates (Darmstadt, Germany). 1H NMR spectra were recorded on a Varian Oxford (600 MHz) spectrometer (Palo Alto, CA, USA), while 13C NMR (150 MHz) spectra were acquired as well. Chemical shifts are expressed in ppm with respect to tetramethylsilane (Me4Si, δ = 0) in DMSO-d6 and CDCl3; J values are denoted in Hz. Abbreviations like s (singlet), d (doublet), q (quartet), dd (doublet of doublet), t (triplet), and m (multiplet) are used. Mass spectrometry data were obtained on a JEOL JMS-700 spectrometer (Tokyo, Japan) via electronic impact. Main spectra can be consulted in the Supplementary Material .
4
Spectroscopic Characterization of Organic Compounds
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Infrared spectra were obtained using a schimadzu FT-IR 8201 PC, spectrophotometer (Kyoto, Japan). 1H and 13C neuclear magnetic resonance (NMR) spectra were obtained using a Bruker AC 400 NMR spectrometer (Billerica, MA, USA) at 400 and 100 MHz, respectively. All 1H and 13C nuclear magnetic resonance (NMR) spectral results are recorded as chemical shifts (d) relative to the internal transcranial magnetic stimulation (TMS). Microanalysis was performed by Chemical and Micro-Analytical Services (CMAS), (Highton, VIC, Australia). Melting point determinations were carried out using a Stuart Scientific (SMP3) melting point apparatus (Staffordshire, UK) and all melting points are uncorrected. Reaction courses and product mixtures were routinely monitored by thin-layer chromatography (TLC) on silica gel pre-coated F254 Merck plates (Darmstadt, Germany).
Starting Materials:
The starting reagents, methyl 2-aminobenzoate, picolinoyl chloride, cesium carbonate, triethylamine, dimethylformamide (DMF), acetonitrile, substituted benzylamine, substituted sulphonamide, potassium tert-butoxide, hydrazine hydrate and substituted aryl aldehyde were purchased from Sigma-Aldrich (St. Louis, MO, USA) and were used as received.
Starting Materials:
The starting reagents, methyl 2-aminobenzoate, picolinoyl chloride, cesium carbonate, triethylamine, dimethylformamide (DMF), acetonitrile, substituted benzylamine, substituted sulphonamide, potassium tert-butoxide, hydrazine hydrate and substituted aryl aldehyde were purchased from Sigma-Aldrich (St. Louis, MO, USA) and were used as received.
5
Spectroscopic Characterization of Novel Compounds
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Melting points were measured with a Stuart melting point apparatus (Bibby Scientific Limited, Staffordshire, UK) and were uncorrected. Infrared spectra were recorded as potassium bromide discs on Schimadzu FT-IR 8400S spectrophotometer (Shimadzu Scientific Instruments, Kyoto, Japan) and expressed in wave number (cm−1). The NMR spectra were recorded on Varian Gemini-300BB 300 MHz FT-NMR spectrometers (Varian Inc., Palo Alto, CA). 1H and 13C spectra were run at 300 and 75 MHz, respectively, in deuterated dimethyl sulfoxide (DMSO-d6). Chemical shifts (δH) are reported relative to tetramethylsilane (TMS) as internal standard. All coupling constant (J) values are given in hertz. Chemical shifts (δC) are reported relative to DMSO-d6 as internal standards. The abbreviations used are as follows: s, singlet; d, doublet; m, multiplet. Elemental analyses were carried out at the Regional Center for Microbiology and Biotechnology, Al-Azhar University, Cairo, Egypt. Reaction courses and product mixtures were routinely monitored by thin layer chromatography (TLC) on silica gel precoated F254 Merck plates (Merck Group, Darmstadt, Germany). Unless otherwise noted, all solvents and reagents were commercially available and used without further purification.
6
Synthesis and Characterization of Novel Compounds
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All solvents and chemicals were
of analytic pure grade preparations obtained from commercial suppliers
and used without further purification unless otherwise stated. Reaction
processes were monitored by thin-layer chromatography (TLC) on silica
gel-precoated F254 Merck plates, and the thin layer plates were examined
under the UV lamps (254 and 365 nm). The melting points of the newly
synthesized compounds were observed on the melting point detector
(XT-5A). 1H NMR and 13C NMR spectra were recorded
in pure CDCl3/DMSO-d6 on Bruker
NMR spectrometers (AVANCE-III 500 MHz) using tetramethylsilane (TMS)
as an internal standard. Chemical shifts have been expressed in parts
per million (δ) relative to TMS (δ = 0.0) as an internal
standard and coupling constants (J) in Hertz. Mass
spectra were measured on an Agilent 6210 TOF LC/MS (USA). Purity of
compounds was analyzed by HPLC on a Shimadzu LC-20AT instrument. All
other commercially available reagents and solvents were purchased
and used without further purification unless otherwise stated.
of analytic pure grade preparations obtained from commercial suppliers
and used without further purification unless otherwise stated. Reaction
processes were monitored by thin-layer chromatography (TLC) on silica
gel-precoated F254 Merck plates, and the thin layer plates were examined
under the UV lamps (254 and 365 nm). The melting points of the newly
synthesized compounds were observed on the melting point detector
(XT-5A). 1H NMR and 13C NMR spectra were recorded
in pure CDCl3/DMSO-d6 on Bruker
NMR spectrometers (AVANCE-III 500 MHz) using tetramethylsilane (TMS)
as an internal standard. Chemical shifts have been expressed in parts
per million (δ) relative to TMS (δ = 0.0) as an internal
standard and coupling constants (J) in Hertz. Mass
spectra were measured on an Agilent 6210 TOF LC/MS (USA). Purity of
compounds was analyzed by HPLC on a Shimadzu LC-20AT instrument. All
other commercially available reagents and solvents were purchased
and used without further purification unless otherwise stated.
7
Characterization of Newly Synthesized Compounds
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All the reagents and solvents reported in present study were purchased from Sigma-Aldrich (Bayouni Trading Co. Ltd., Al-Khobar, Saudi Arabia) with high grade of purity and used without any further puri cation. The progress of all reactions was examined using thin-layer chromatography (TLC) on silica gel pre-coated F254Merck plates (Darmstadt, Germany) and the spots were detected by exposure to UV light at 250 nm. All melting points are uncorrected and were recorded on open capillary tubes using a Gallenkamp melting point apparatus. The FTIR measurements of the reported compounds were recorded on Shimadzu model FT-IR-8400S spectrophotometer using potassium bromide disks. The ¹ H, 13 C -NMR spectra were run on a Varian MercuryVXR-300 NMR spectrometer (Palo Alto, CA) at 400 and 125 MHz in dimethyl sulfoxide-d 6. Chemical shifts were reported in ppm (δ) with reference to the internal standard TMS. Mass spectra were obtained at 70 eV on a shimadzu GCMS-QP 1000EX spectrometer. Elemental analyses (C, H, and N) of the synthesized compounds were realized on CE 440 Elemental Analyzer-Automatic Injector (Exeter Analytical, Inc., USA) at the Micro analytical Center of Cairo University. The physical data, elemental analysis, mass spectra, and IR spectra results of all the newly synthesized compounds are presented in Table 1.
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