Potential anti-bacterial agents: Montmorillonite Clay catalyzed synthesis of novel 2-(3, 5-substituted-1H-pyrazol-1-yl)-3-substituted quinolones and their in-silico molecular docking studies Pasupala Pavan, R. Subashini*, K. R. Ethiraj and Fazlur-Rahman Nawaz Khan*

Supplementary files

Fig. 1: GC-MS spectrum of 1-(3-(1,3-dioxolan-2yl)-8-methylquinolin-2-yl)hydrazine, 2e

N NHNH2

O

O

C13H15N3O2Exact Mass: 245.12

Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2014

Fig. 2: 1H NMR spectrum of 1-(3-(1,3-dioxolan-2yl)-8-methylquinolin-2-yl)hydrazine, 2e

N NHNH2

O

O

-CH2-CH2

-NH2

-CHAr-H

-NH

-CH3

Fig. 3: 13C NMR spectrum of 1-(3-(1,3-dioxolan-2yl)-8-methylquinolin-2-yl)hydrazine, 2e

N NHNH2

O

O

-CH3

-CH2-CH2

-CH

Ar-C

Fig. 4: GC-MS spectrum of 2-pyrazoloquinoline-3-carbaldehyde, 4

Fig. 5:1H-NMR spectrum of 2-pyrazoloquinoline-3-carbaldehyde, 4

N N

O

N

C16H15N3O

3-CH3

-CH-CHO

Ar-H

Fig. 6:13C-NMR spectrum of 2-pyrazoloquinoline-3-carbaldehyde, 4

N N

O

N

C16H15N3O

3-CH3

Ar-C

-CHC=O

Fig. 7: 1H-NMR- spectrum 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)quinoline,

N N

O

O

N

H3C

CH3

C17H17N3O2

2-CH3

-CH2-CH22-CH

Ar-H

5a Fig. 8: 13C-NMR- spectrum 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)quinoline, 5a

N N

O

O

N

H3C

CH3

C17H17N3O2

2-CH3

CH2-CH2

Ar-C

Fig. 9: HRMS-spectrum 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)quinoline, 5a

Fig. 10: 1H-NMR- spectrum of 3-(1,3-dioxolan-2-yl)-2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)quinolone, 5b

Fig. 11: 13C-NMR- spectrum of 3-(1,3-dioxolan-2-yl)-2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)quinolone, 5b

Fig. 12: HRMS-spectrum 3-(1,3-dioxolan-2-yl)-2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)quinoline, 5b

Fig. 13: HRMS-spectrum3-(1, 3-dioxolan-2-yl )-2-(3,5-diphenyl-1H-pyrazol-1-yl)quinoline, 5c

Fig. 14: 1H-NMR- spectrum of 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)-7-methylquinoline, 5d

Fig. 15: 13C-NMR- spectrum of 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)-7-methylquinoline, 5d

Fig. 16: HRMS-spectrum2-(3, 5-dimethyl-1H-pyrazol-1-yl )-3-(1, 3-dioxolan-2-yl)-7-methyl quinoline, 5d

Fig. 17: HRMS-spectrum3-(1,3-dioxolan-2-yl)-7-methyl-2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)quinoline, 5e

Fig. 18: 1H-NMR- spectrum of 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)-7,8-dimethylquinoline, 5f

Fig. 19: 13C-NMR- spectrum of 2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)-7,8-dimethylquinoline, 5f

Fig. 20: HRMS-spectrum2-(3,5-dimethyl-1H-pyrazol-1-yl)-3-(1,3-dioxolan-2-yl)-7,8-dimethylquinoline, 5f

Fig. 21: HRMS-spectrum3-(1,3-dioxolan-2-yl)-7,8-dimethyl-2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)quinoline,5g