Expeditious Synthesis of Coumarin-Pyridone Conjugate Molecules and Their Anti-Microbial

SUPPLEMENTARY INFORMATION

Expeditious synthesis of coumarin-pyridone conjugate molecules and their anti-microbial evaluation

RAJNI KHAJURIAa,b, SHEENA MAHAJANa, AMBICAc and KAMAL K KAPOORa,*

aDepartment of Chemistry, University of Jammu 180006, Jammu and Kashmir, India

bDepartment of Chemistry and Chemical Sciences, Central University of Jammu, Jammu and Kashmir, India

Department of Chemistry, Government Degree College, Kathua 184101, Jammu and Kashmir, India

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List of Figures / Page No.
Figure S1 / 1H NMR spectrum of compound 2a / 3
Figure S2 / 13C NMR spectrum of compound 2a / 3
Figure S3 / 1H NMR spectrum of compound 2b / 4
Figure S4 / 13C NMR spectrum of compound 2b / 4
Figure S5 / 1H NMR spectrum of compound 2c / 5
Figure S6 / 13C NMR spectrum of compound 2c / 5
Figure S7 / 1H NMR spectrum of compound 2d / 6
Figure S8 / 13C NMR spectrum of compound 2d / 6
Figure S9 / 1H NMR spectrum of compound 2e / 7
Figure S10 / 13C NMR spectrum of compound 2e / 7
Figure S11 / 1H NMR spectrum of compound 2f / 8
Figure S12 / 13C NMR spectrum of compound 2f / 8
Figure S13 / 1H NMR spectrum of compound 2g / 9
Figure S14 / 13C NMR spectrum of compound 2g / 9
Figure S15 / 1H NMR spectrum of compound 2h / 10
Figure S16 / 13C NMR spectrum of compound 2h / 10
Figure S17 / 1H NMR spectrum of compound 2i / 11
Figure S18 / 13C NMR spectrum of compound 2i / 11
Figure S19 / 1H NMR spectrum of compound 2j / 12
Figure S20 / 13C NMR spectrum of compound 2j / 12
Figure S21 / 1H NMR spectrum of compound 2k / 13
Figure S22 / 13C NMR spectrum of compound 2k / 13
Figure S23 / 1H NMR spectrum of compound 2l / 14
Figure S24 / 13C NMR spectrum of compound 2l / 14
Figure S25 / 1H NMR spectrum of compound 2m / 15
Figure S26 / 13C NMR spectrum of compound 2m / 15
Figure S27 / 1H NMR spectrum of compound 2n / 16
Figure S28 / 13C NMR spectrum of compound 2n / 16
Figure S29 / 1H NMR spectrum of compound 2o / 17
Figure S30 / 13C NMR spectrum of compound 2o / 17
Figure S31 / 1H NMR spectrum of compound 2p / 18
Figure S32 / 13C NMR spectrum of compound 2p / 18

Figure S1.1H NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-phenylpyridin-2(1H)-one 2a

Figure S2.13C NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-phenylpyridin-2(1H)-one 2a

Figure S3.1H NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-(p-tolyl) pyridin-2(1H)-one 2b

Figure S4.13C NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-(p-tolyl) pyridin-2(1H)-one 2b

Figure S5.1H NMR spectrum of 4-(3-methoxyphenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2c

Figure S6.13C NMR spectrum of 4-(3-methoxyphenyl)-6-(2-oxo-2H-chromen-3-yl) pyridin-2(1H)-one 2c

Figure S7.1H NMR spectrum of 4-(4-methoxyphenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2d

Figure S8.13C NMR spectrum of 4-(4-methoxyphenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2d

Figure S9.1H NMR spectrum of 4-(4-hydroxyphenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2e

Figure S10.13C NMR spectrum of 4-(4-hydroxyphenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2e

Figure S11.1H NMR spectrum of 4-(2-chlorophenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2f

Figure S12.13C NMR spectrum of 4-(2-chlorophenyl)-6-(2-oxo-2H-chromen-3-yl) pyridin-2(1H)-one 2f

Figure S13.1H NMR spectrum of 4-(4-chlorophenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2g

Figure S14.13C NMR spectrum of 4-(4-chlorophenyl)-6-(2-oxo-2H-chromen-3-yl) pyridin-2(1H)-one 2g

Figure S15.1H NMR spectrum of 4-(4-bromophenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2h

Figure S16.13C NMR spectrum of 4-(4-bromophenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2h

Figure S17.1H NMR spectrum of 4-(3-nitrophenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2i.

Figure S18. 13C NMR spectrum of 4-(3-nitrophenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin -2(1H)-one 2i.

Figure S19.1H NMR spectrum of 4-(4-nitrophenyl)-6-(2-oxo-2H-chromen-3-yl) pyridin-2(1H)-one 2j

Figure S20.13C NMR spectrum of 4-(4-nitrophenyl)-6-(2-oxo-2H-chromen-3-yl) pyridin-2(1H)-one 2j

Figure S21.1H NMR spectrum of 4-(3-bromo-4-methoxyphenyl)-6-(2-oxo-2H-chromen-3-yl) pyridin-2(1H)-one 2k

Figure S22.13C NMR spectrum of 4-(3-bromo-4-methoxyphenyl)-6-(2-oxo-2H-chromen-3-yl) pyridin-2(1H)-one 2k

Figure S23.1H NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-(3,4,5-trimethoxyphenyl) pyridin-2(1H)-one 2l

Figure S24.13C NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-(3,4,5-trimethoxyphenyl) pyridin-2(1H)-one 2l

Figure S25. 1H NMR spectrum of 4-(furan-2-yl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2m

Figure S26.13C NMR spectrum of 4-(furan-2-yl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2(1H)-one 2m

Figure S27.1H NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-(thiophen-2-yl)pyridin-2(1H)-one 2n

Figure S28.13C NMR spectrum of 6-(2-oxo-2H-chromen-3-yl)-4-(thiophen-2-yl)pyridin-2(1H)-one 2n

Figure S29.1H NMR spectrum of 6'-(2-Oxo-2H-chromen-3-yl)-[2,4'-bipyridin]-2'(1'H)-one 2o

Figure S30.13C NMR spectrum of 6'-(2-Oxo-2H-chromen-3-yl)-[2,4'-bipyridin]-2'(1'H)-one 2o

Figure S31. 1H NMR spectrum of 4-methyl-2H-chromeno[3,4-c]pyridine-2,5(3H)-dione 2p

Figure S32.13C NMR spectrum of 4-methyl-2H-chromeno[3,4-c]pyridine-2,5(3H)-dione 2p