Bis(7-Methyl-2- or 6-Purinyl) Disulfides
2889
C14H14N8S4 (422.55): C, 39.79; H, 3.34; N, 26.52. Found: C, 39.52; H,
3.16; N, 26.20.
3. Bis (7-methyl-6-chloro-2-purinyl) disulfide 9c (yield 80%), m.p. 232–
1
233◦C. H NMR (CDCl3) δ: 8.61 (s, 2H, H-8), 4.22 (s, 6H, N-CH3),
EI MS (70 eV) m/z: 399 (M+, 15.2), 199 (1/2 M, 72.8), 200 (1/2 M+
1, 100), TLC Rf = 0.37. Anal. Calcd. for C12H8Cl2N8S2 (399.27): C,
36.10; H, 2.02; N, 28.06. Found: C, 35.89; H, 2.14; N, 28.17.
Synthesis of Bis(7-Methyl-6-purinyl) Disulfide 5d (yield 68%),
m.p. 219–220◦C
To a stirred solution of 6,6ꢀ-dipurinyl disulfide 5e (0.3g, 1 mmol) in a
mixture of sodium methoxide (0.54 g, 1 mmol) and 40 mL dry methanol,
at 20◦C, methyl iodide (0.14 g, 1 mmol) was added. After 1 h, the result-
ing solid was collected by filtration and washed with water. The crude
product was purified by column chromatography (silica gel 200–300
mesh, chloroform) to give disulfide 5d.
1H NMR (CDCl3)δ: 8.68 (s, 2H, H-8), 8.33 (s, 2H, H-2), 3.74 (s, 6H,
N-CH3), EI MS (70 eV) m/z: 332 (M+, 7.9), 166 (1/2 M, 82.5), 167 (1/2
M + 1, 100), TLC Rf = 0.44. Anal. Calcd. for C12H10N8S2 (330.38): C,
43.63; H, 3.05; N, 33.92. Found: C, 43.36; H, 3.27; N, 33.60.
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