D. R. Meena et al.
mixture was stirred for 1 h at 60 °C, propiolamide 11 (0.37 g, 5.31 mmol, 1.1
equiv) was added into the solution followed by the addition of [Cu(phen)(PPh ) ]-
NO (0.020 g, 0.5 mol%). Subsequently, the reaction mixture was continued to
3
2
3
heating at 60 °C with stirring. After 1 h, the reaction mixture was cooled to 0 °C
and filtered. The resulting solid was washed with ice cooled MeOH to afford 1.09 g
(
95% yield) of rufinamide 10 as a white solid.
1
-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide (10)
1
H NMR (600 MHz, DMSO-d ) d 8.54 (s, 1H), 7.84 (s, 1H), 7.49 (d, J = 9.0 Hz,
6
1
3
2
H), 7.18 (t, J = 7.9 Hz, 2H), 5.71 (s, 2H); C NMR (150 MHz, DMSO-d ) d
6
1 3
JCF = 242.1 Hz,
1
3
61.6, 161.2 (dd,
JCF = 10.2 Hz), 126.8, 112.1, 111.0 (t, JCF = 19.4 Hz), 41.2;
J
= 6.6 Hz), 142.8, 131.8 (d,
19
CF
3
F NMR
-
1
(
564 MHz, DMSO-d ) d -113.9 (s, 2F); IR (KBr, cm ): 3396, 1625,
6
-
1
1
z 238.0666; Found 238.0666 (M?).
616 cm , MS (EI) m/z: 238 (M?); HRMS (EI, m/z) calcd for C H F N O: m/
10 8 2 4
Supplementary information
Supplementary data for compound 10 associated with this article can be found, in
online version.
Acknowledgements The authors thank the management and VC for providing financial support from
VIT University as seed grant for establishing the research facility. Financial support from DST-SERB-
YSS/2015/00450 is also gratefully acknowledged. The authors thank the reviewers for giving
constructing comments for the overall improvement of the manuscript.
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