1486
A. DEVI ET AL.
(m, 1H). 13C NMR (300 MHz, CDCl3) d 10.35, 103.87, 116.78, 125.35, 126.02,
127.32, 128.53, 131.84, 140.95.
2,5-Dimethyl-1-(2-fluorophenyl)-1H-pyrrole
(Entry
7). 1H
NMR
(300 MHz, CDCl3) d 2.09 (s, 6H), 5.98 (d, 2H), 7.32 (m, 3H), 7.47 (m, 1H). 13C
NMR (300 MHz, CDCl3) d 10.25, 104.05, 116.23, 122.23, 124.63, 126.66, 127.52,
128.45, 157.91.
2,5-Dimethyl-1-(3-nitrophenyl)-1H-pyrrole (Entry 8). 1H NMR (300 MHz,
CDCl3) d 2.04 (s, 6H), 5.84 (d, 2H), 7.56 (d, 1H), 7.68 (t, 1H), 8.07 (s, 1H), 8.24 (d,
1H). 13C NMR (300 MHz, CDCl3) d 10.49, 104.84, 120.65, 125.66, 126.13, 127.28,
131.60, 137.81, 146.18.
3-(2,5-Dimethyl-pyrrol-l-yl)benzoic Acid (Entry 9). 1H NMR (300 MHz,
CDCl3) d 2.10 (s, 6H), 5.71 (d, 2H), 7.76 (m, 2H), 8.25 (m, 2H), 12.21 (bs, 1H).
13C NMR (300 MHz, CDCl3) d 10.51, 105.83, 120.32, 125.17, 126.23, 128.19,
130.26, 132.61, 139.52, 166.34.
2-(2,5-Dimethyl-pyrrol-l-yl)benzenethiol (Entry 10). 1H NMR (300 MHz,
CDCl3) d 1.80 (s, 3H), 1.95 (s, 3H), 2.76 (bs, 1H), 5.87 (d, 2H), 7.09 (m, 2H), 7.28
(m, 2H). 13C NMR (300 MHz, CDCl3) d 10.25, 10.44, 104.43, 116.34, 123.83,
125.69, 125.96, 129.19, 129.32, 145.63.
3-(2,5-Dimethyl-pyrrol-l-yl)pyridine (Entry 11). 1H NMR (300 MHz,
CDCl3) d 2.03 (s, 6H), 5.83 (d, 2H), 7.40 (m, 1H), 7.55 (m, 1H), 8.50 (d, 1H), 8.62
(m, 1H). 13C NMR (300 MHz, CDCl3) d 13.13, 107.13, 123.40, 128.40, 135.28,
135.73, 148.66, 149.53. EIMS (70 eV) m=z 172.1 [Mþ], 171.1, 156.1.
1-Benzyl-2,5-dimethyl-1H-pyrrole (Entry 12). Mp 43–44 ꢀC; 1H NMR
(300 MHz, CDCl3) d 2.10 (s, 6H), 5.11 (s, 2H), 5.77 (s, 2H), 6.81 (m, 2H), 7.23
(m, 3H). 13C NMR (300 MHz, CDCl3) d 10.48, 44.65, 103.82, 123.59, 125.95,
126.92, 128.64, 136.66.
2,5-Dimethyl-1-phenethyl-1H-pyrrole (Entry 13). 1H NMR (300 MHz,
CDCl3) d 2.15 (s, 6H), 2.85 (t, 2H, J ¼ 7.50 Hz), 3.91 (t, 2H, J ¼ 7.50 Hz), 5.74 (s,
2H), 7.03 (m, 2H), 7.25 (m, 3H). 13C NMR (300 MHz, CDCl3) d 10.21, 35.46,
43.02, 103.25, 124.43, 124.80, 126.40, 126.66, 136.31.
2,5-Dimethyl-1-(naphthalene-1-yl)-1H-pyrrole (Entry 14). Mp 120–121 ꢀC;
1H NMR (300 MHz, CDCl3) d 1.83 (s, 6H), 5.90 (s, 2H), 7.20 (m, 1H), 7.51 (m, 4H),
7.58 (d, 2H). 13C NMR (300 MHz, CDCl3) d 10.58, 103.82, 107.39, 116.80, 121.40,
122.52, 125.93, 126.45, 129.97, 132.14, 133.96.
2,5-Dimethyl-1-(2-methylpropyl)-1H-pyrrole (Entry 15). 1H NMR
(300 MHz, CDCl3) d 1.07 (d, 6H, J ¼ 6.60 Hz), 2.17 (m, 1H), 2.36 (s, 6H), 3.67 (d,
2H, J ¼ 6.60 Hz), 5.85 (s, 2H). 13C NMR (300 MHz, CDCl3) d 11.33, 18.47, 28.39,
49.02, 104.09, 125.27.
1,3-Bis-(2,5-dimethyl-pyrrol-1-yl)propane
(Entry
16). 1H
NMR
(300 MHz, CDCl3) d 1.88 (m, 2H), 2.13 (s, 12H), 3.71 (t, 4H), 5.67 (s, 4H). 13C
NMR (300 MHz, CDCl3) d 10.09, 10.37, 30.38, 40.06, 103.27, 103.96, 123.88, 124.33.