March 2013
Synthesis and Dynamic NMR Studies of Some New Symmetrical Podands of
Dithiocarbamates Formed from Bis(N-thiazol)chloroacetamides
215
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193.31 ppm; Anal. calcd. for C22H32N6O2S7: C, 41.48; H, 5.06, N,
13.19. Found: C, 42.52; H, 5.21; N, 13.01.
Bis[N‐(1‐oxoethyl piperidine‐2‐carbamodithioate)‐4‐methyl‐2‐
chloroacetamidothiazo‐ le)sulfide (Ve). Dark brown solid; Yield
89%, mp 98–100°C; IR (KBr): 3160, 2938, 2855, 1690, 1665,
1533, 1299, 1242 cm−1; 1H NMR (300 MHz, CDCl3); δ 1.72 (s, b,
12H), 2.45 (s, 6H), 3.86 (s, b, 4H), 4.28 (s, b, 4H), 4.38 (s, 4H),
10.26 (s, b, 2H) ppm; 13CNMR (300 MHz, CDCl3); δ 15.53,
23.95, 24.15, 25.37, 39.03, 51.93, 54.28, 117.89, 151.73, 157.45,
166.64, 193.02 ppm; Anal. calcd. for C24H32N6 O2S7: C, 43.61; H,
4.88; N, 12.71. Found: C, 42.69; H, 4.94; N, 12.65.
Bis[N‐(1‐oxoethyl morpholine‐2‐carbamodithioate)‐4‐methyl‐2‐
chloroacetamidothia‐ zole)sulfide (Vf). Dark brown solid; Yield
92%, mp 186–187°C; IR (KBr): 3192, 3044, 2964, 1689, 1538,
1
1301, 1268 cm−1; H NMR (300 MHz, CDCl3); δ 2.45 (s, 6H),
3.79 (s, b, 8H), 3.93 (s, b, 4H), 4.31 (s, b, 8H), 10.05 (s, b, 2H)
ppm; 13C NMR (300 MHz, CDCl3); δ 15.56, 38.77, 50.83, 52.56,
66.02, 66.34, 118.00, 151.80, 157.36, 166.18, 195.07 ppm; Anal.
calcd. for C22H28N6O4S7: C, 39.74; H, 4.24; N, 12.26. Found: C,
39.63; H, 4.24; N12.92.
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Acknowledgments. The authors thank the research council of the
Tarbiat Moallem University for financial support.
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Journal of Heterocyclic Chemistry
DOI 10.1002/jhet