Synthesis, spectral characterization and crystal structural of 1-(2-Morpholinoethyl)-3-(3- phenylacryloyl)thiourea

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Abstract

Novel cinnamoyl thiourea derivative of 2-morpholino ethylamine, namely 1-(2-Morpholinoethyl)-3-(3- phenylacryloyl)thiourea have been successfully synthesized. The reaction of cinnamoylisothiocyanate with 2-morpholino ethylamine gave the compounds (I). The new compound was analyzed and characterized by typical spectroscopic techniques, namely IR and 1H and 13C multi-nuclear magnetic resonance (NMR). The structure of I was determined by single crystal X-ray diffraction method and crystallised in the triclinic system with space group Pī, a = 6.1452(14)Å, b = 9.731(2)Å, c = 14.690(3)Å, α = 98.711(4)°, β = 93.971(4)°, γ = 104.444(4)° and Z = 2. The molecule adopts cis-trans configuration with respect to the position of the 2-morpholino ethylamine moiety and cinnamoyl groups against the S atom across the C-N bonds. The infrared spectra of I showed four significant stretching vibrations of v(N-H), v(C=O), v(C-N) and v(C=S) at 3167, 1675, 1330 and 845 cm-1, respectively. The 13C NMR chemical shift for the thiourea moiety appeared at ca. dC 179 ppm.

Original languageEnglish
Pages (from-to)7898-7903
Number of pages6
JournalInternational Journal of Physical Sciences
Volume6
Issue number35
DOIs
Publication statusPublished - 23 Dec 2011

Fingerprint

Morpholinos
Thiourea
Thioureas
thioureas
Crystals
synthesis
Nuclear magnetic resonance
crystals
nuclear magnetic resonance
Chemical shift
Stretching
chemical equilibrium
infrared spectra
Single crystals
Infrared radiation
Derivatives
X ray diffraction
Atoms
vibration
Molecules

Keywords

  • Spectroscopy
  • Thiourea
  • X-ray crystallography

ASJC Scopus subject areas

  • Physics and Astronomy(all)
  • Electronic, Optical and Magnetic Materials

Cite this

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title = "Synthesis, spectral characterization and crystal structural of 1-(2-Morpholinoethyl)-3-(3- phenylacryloyl)thiourea",
abstract = "Novel cinnamoyl thiourea derivative of 2-morpholino ethylamine, namely 1-(2-Morpholinoethyl)-3-(3- phenylacryloyl)thiourea have been successfully synthesized. The reaction of cinnamoylisothiocyanate with 2-morpholino ethylamine gave the compounds (I). The new compound was analyzed and characterized by typical spectroscopic techniques, namely IR and 1H and 13C multi-nuclear magnetic resonance (NMR). The structure of I was determined by single crystal X-ray diffraction method and crystallised in the triclinic system with space group Pī, a = 6.1452(14){\AA}, b = 9.731(2){\AA}, c = 14.690(3){\AA}, α = 98.711(4)°, β = 93.971(4)°, γ = 104.444(4)° and Z = 2. The molecule adopts cis-trans configuration with respect to the position of the 2-morpholino ethylamine moiety and cinnamoyl groups against the S atom across the C-N bonds. The infrared spectra of I showed four significant stretching vibrations of v(N-H), v(C=O), v(C-N) and v(C=S) at 3167, 1675, 1330 and 845 cm-1, respectively. The 13C NMR chemical shift for the thiourea moiety appeared at ca. dC 179 ppm.",
keywords = "Spectroscopy, Thiourea, X-ray crystallography",
author = "Hassan, {Ibrahim N.} and {Mohd. Yamin}, Bohari and {Wan Daud}, {Wan Ramli} and Mohammad Kassim",
year = "2011",
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T1 - Synthesis, spectral characterization and crystal structural of 1-(2-Morpholinoethyl)-3-(3- phenylacryloyl)thiourea

AU - Hassan, Ibrahim N.

AU - Mohd. Yamin, Bohari

AU - Wan Daud, Wan Ramli

AU - Kassim, Mohammad

PY - 2011/12/23

Y1 - 2011/12/23

N2 - Novel cinnamoyl thiourea derivative of 2-morpholino ethylamine, namely 1-(2-Morpholinoethyl)-3-(3- phenylacryloyl)thiourea have been successfully synthesized. The reaction of cinnamoylisothiocyanate with 2-morpholino ethylamine gave the compounds (I). The new compound was analyzed and characterized by typical spectroscopic techniques, namely IR and 1H and 13C multi-nuclear magnetic resonance (NMR). The structure of I was determined by single crystal X-ray diffraction method and crystallised in the triclinic system with space group Pī, a = 6.1452(14)Å, b = 9.731(2)Å, c = 14.690(3)Å, α = 98.711(4)°, β = 93.971(4)°, γ = 104.444(4)° and Z = 2. The molecule adopts cis-trans configuration with respect to the position of the 2-morpholino ethylamine moiety and cinnamoyl groups against the S atom across the C-N bonds. The infrared spectra of I showed four significant stretching vibrations of v(N-H), v(C=O), v(C-N) and v(C=S) at 3167, 1675, 1330 and 845 cm-1, respectively. The 13C NMR chemical shift for the thiourea moiety appeared at ca. dC 179 ppm.

AB - Novel cinnamoyl thiourea derivative of 2-morpholino ethylamine, namely 1-(2-Morpholinoethyl)-3-(3- phenylacryloyl)thiourea have been successfully synthesized. The reaction of cinnamoylisothiocyanate with 2-morpholino ethylamine gave the compounds (I). The new compound was analyzed and characterized by typical spectroscopic techniques, namely IR and 1H and 13C multi-nuclear magnetic resonance (NMR). The structure of I was determined by single crystal X-ray diffraction method and crystallised in the triclinic system with space group Pī, a = 6.1452(14)Å, b = 9.731(2)Å, c = 14.690(3)Å, α = 98.711(4)°, β = 93.971(4)°, γ = 104.444(4)° and Z = 2. The molecule adopts cis-trans configuration with respect to the position of the 2-morpholino ethylamine moiety and cinnamoyl groups against the S atom across the C-N bonds. The infrared spectra of I showed four significant stretching vibrations of v(N-H), v(C=O), v(C-N) and v(C=S) at 3167, 1675, 1330 and 845 cm-1, respectively. The 13C NMR chemical shift for the thiourea moiety appeared at ca. dC 179 ppm.

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