Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate

C. Udhaya Kumar; A. Sethukumar; R. Agilandeshwari; B. Arul Prakasam; T. Vidhyasagar; Mika Sillanpää

doi:10.1016/j.molstruc.2013.11.040

Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate

C. Udhaya Kumar, A. Sethukumar, R. Agilandeshwari, B. Arul Prakasam, T. Vidhyasagar, Mika Sillanpää

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

An efficient and multifunctional three component synthetic protocol was developed to synthesize ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3- carboxylates from ethyl 3-oxohexanoate, malononitrile and corresponding aldehydes (1a-11a) using K₂CO₃ as a catalyst under water solvent in good yields. The derived compounds have been analyzed by IR and NMR (1D and 2D) spectra. Single crystal X-ray structural analysis of 2a, evidences the flattened-boat conformation of pyran ring and the phenyl group is nearly perpendicular to the pyran ring.

Original language	English
Pages (from-to)	159-168
Number of pages	10
Journal	Journal of Molecular Structure
Volume	1059
Issue number	1
DOIs	https://doi.org/10.1016/j.molstruc.2013.11.040
Publication status	Published - 5 Feb 2014
Externally published	Yes

Keywords

HMBC
HSQC
KCO
MCR
XRD

ASJC Scopus subject areas

Analytical Chemistry
Spectroscopy
Organic Chemistry
Inorganic Chemistry

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Udhaya Kumar, C., Sethukumar, A., Agilandeshwari, R., Arul Prakasam, B., Vidhyasagar, T., & Sillanpää, M. (2014). Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate. Journal of Molecular Structure, 1059(1), 159-168. https://doi.org/10.1016/j.molstruc.2013.11.040

Udhaya Kumar, C. ; Sethukumar, A. ; Agilandeshwari, R. et al. / Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates : Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate. In: Journal of Molecular Structure. 2014 ; Vol. 1059, No. 1. pp. 159-168.

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title = "Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate",

abstract = "An efficient and multifunctional three component synthetic protocol was developed to synthesize ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3- carboxylates from ethyl 3-oxohexanoate, malononitrile and corresponding aldehydes (1a-11a) using K2CO3 as a catalyst under water solvent in good yields. The derived compounds have been analyzed by IR and NMR (1D and 2D) spectra. Single crystal X-ray structural analysis of 2a, evidences the flattened-boat conformation of pyran ring and the phenyl group is nearly perpendicular to the pyran ring.",

keywords = "HMBC, HSQC, KCO, MCR, XRD",

author = "{Udhaya Kumar}, C. and A. Sethukumar and R. Agilandeshwari and {Arul Prakasam}, B. and T. Vidhyasagar and Mika Sillanp{\"a}{\"a}",

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doi = "10.1016/j.molstruc.2013.11.040",

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Udhaya Kumar, C, Sethukumar, A, Agilandeshwari, R, Arul Prakasam, B, Vidhyasagar, T & Sillanpää, M 2014, 'Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate', Journal of Molecular Structure, vol. 1059, no. 1, pp. 159-168. https://doi.org/10.1016/j.molstruc.2013.11.040

Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate. / Udhaya Kumar, C.; Sethukumar, A.; Agilandeshwari, R. et al.
In: Journal of Molecular Structure, Vol. 1059, No. 1, 05.02.2014, p. 159-168.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates

T2 - Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate

AU - Udhaya Kumar, C.

AU - Sethukumar, A.

AU - Agilandeshwari, R.

AU - Arul Prakasam, B.

AU - Vidhyasagar, T.

AU - Sillanpää, Mika

PY - 2014/2/5

Y1 - 2014/2/5

N2 - An efficient and multifunctional three component synthetic protocol was developed to synthesize ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3- carboxylates from ethyl 3-oxohexanoate, malononitrile and corresponding aldehydes (1a-11a) using K2CO3 as a catalyst under water solvent in good yields. The derived compounds have been analyzed by IR and NMR (1D and 2D) spectra. Single crystal X-ray structural analysis of 2a, evidences the flattened-boat conformation of pyran ring and the phenyl group is nearly perpendicular to the pyran ring.

AB - An efficient and multifunctional three component synthetic protocol was developed to synthesize ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3- carboxylates from ethyl 3-oxohexanoate, malononitrile and corresponding aldehydes (1a-11a) using K2CO3 as a catalyst under water solvent in good yields. The derived compounds have been analyzed by IR and NMR (1D and 2D) spectra. Single crystal X-ray structural analysis of 2a, evidences the flattened-boat conformation of pyran ring and the phenyl group is nearly perpendicular to the pyran ring.

KW - HMBC

KW - HSQC

KW - KCO

KW - MCR

KW - XRD

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M3 - Article

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SN - 0022-2860

VL - 1059

SP - 159

EP - 168

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

IS - 1

ER -

Udhaya Kumar C, Sethukumar A, Agilandeshwari R, Arul Prakasam B, Vidhyasagar T, Sillanpää M. Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate. Journal of Molecular Structure. 2014 Feb 5;1059(1):159-168. doi: 10.1016/j.molstruc.2013.11.040

Water mediated synthesis, spectral and structural studies of ethyl 6-amino-4-aryl-5-cyano-2-propyl-4H-pyran-3-carboxylates: Single crystal X-ray structure of ethyl 6-amino-4-(2-chlorophenyl)-5-cyano-2-propyl-4H-pyran-3- carboxylate

Abstract

Keywords

ASJC Scopus subject areas

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