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1-Alkyl-1-phenylhydrazines
95
7.89–7.93 (2H, m, Ar-H); EIMS m/z (%) 356 (Mþ, 91), 251 (100). Anal.
Calcd for C23H20N2O2: C, 77.51; H, 5.66; N, 7.86. Found: C, 77.32; H,
5.67; N, 7.59.
6b: Yield 89%; yellow crystals: m.p. 124–124.5ꢀC (benzene/hexane);
IR (KBr) 1790, 1735 cmꢁ1; 1H NMR 3.01 (2H, t, J ¼ 8.1, CH2), 3.99 (2H,
t, J ¼ 8.1, CH2), 6.81 (2H, d, J ¼ 7.7, Ar-H), 6.89 (1H, t, J ¼ 7.3, Ar-H),
7.10–7.27 (7H, m, Ar-H), 7.79–7.84 (2H, m, Ar-H), 7.86–7.91 (2H, m, Ar-
H); EIMS m/z (%) 342 (Mþ, 15), 251 (100). Anal. Calcd for C22H18N2O2:
C, 77.17; H, 5.30; N, 8.18. Found: C, 77.07; H, 5.19; N, 8.02.
6c: Yield 84%; yellow crystals: m.p. 134–136ꢀC (benzene/hexane); IR
1
(KBr) 1790, 1725 cmꢁ1; H NMR 4.93 (2H, s, CH2), 6.83–6.94 (3H, m,
Ar-H), 7.20–7.31 (5H, m, Ar-H), 7.50–7.53 (2H, m, Ar-H), 7.70–7.76
(2H, m, Ar-H), 7.78–7.84 (2H, m, Ar-H); EIMS m/z (%) 328 (Mþ, 25),
181 (100). Anal. Calcd for C21H16N2O2: C, 76.81; H, 4.91; N, 8.53.
Found: C, 76.88; H, 4.81; N, 8.25.
6d: Yield 86%; yellow crystals: m.p. 137–138ꢀC (benzene/hexane); IR
(KBr) 1780, 1730 cmꢁ1; 1H NMR 4.54 (2H, d, J ¼ 8.0, CH2), 6.87 (1H, dt,
J ¼ 16.1, 8.0, CH), 6.55 (1H, d, J ¼ 16.1, CH), 7.19–7.30 (10H, m, Ar-H),
7.74–7.77 (2H, m, Ar-H), 7.85–7.88 (2H, m, Ar-H); EIMS m/z (%) 354
(Mþ, 20), 117 (100). Anal. Calcd for C23H18N2O2: C, 77.95; H, 5.12; N,
7.90. Found: C, 77.95; H, 5.25; N, 7.90.
6e: Yield 89%; yellow crystals: m.p. 150–151ꢀC (benzene/hexane); IR
1
(KBr) 1780, 1730 cmꢁ1; H NMR 2.26 (3H, s, CH3), 4.89 (2H, s, CH2),
6.84–6.94 (3H, m, Ar-H), 7.07 (2H, d, J ¼ 8.0, Ar-H), 7.20–7.26 (2H, m,
Ar-H), 7.36–7.40 (2H, m, Ar-H), 7.72–7.75 (2H, m, Ar-H), 7.80–7.83 (2H,
m, Ar-H); EIMS m/z (%) 342 (Mþ, 27), 105 (100). Anal. Calcd for
C22H18N2O2: C, 77.17; H, 5.30; N, 8.18. Found: C, 77.31; H, 5.53; N, 7.90.
6f: Yield 86%; yellow crystals: m.p. 145ꢀC (benzene/hexane); IR
(KBr) 1790, 1730 cmꢁ1 1H NMR 4.90 (2H, s, CH2), 6.03 (2H, d,
;
J ¼ 7.7, Ar-H), 6.93 (1H, t, J ¼ 7.7, Ar-H), 7.21–7.27 (4H, m, Ar-H),
7.47 (2H, d, J ¼ 8.4, Ar-H), 7.74–7.77 (2H, m, Ar-H), 7.82–7.85 (2H,
m, Ar-H); EIMS m/z (%) 364 (Mþ þ 2, 8), 362 (Mþ, 23), 215 (100).
Anal. Calcd for C21H15ClN2O2: C, 69.52; H, 4.17; N, 7.72. Found: C,
69.48; H, 4.22; N, 7.73.
6g: Yield 82%; colorless crystals: m.p. 157ꢀC (benzene/hexane); IR
1
(KBr) 1780, 1730; H NMR 3.73 (3H, s, CH3O), 4.86 (2H, s, CH2), 6.79
(2H, d, J ¼ 8.7, Ar-H), 6.86 (2H, d, J ¼ 9.0, Ar-H), 6.92 (1H, t, J ¼ 7.5,
Ar-H), 7.24 (2H, dd, J ¼ 9.0, 7.5, Ar-H), 7.40 (2H, d, J ¼ 8.7, Ar-H),
7.70–7.81 (4H, m, Ar-H); EIMS m/z (%) 358 (Mþ, 10), 121 (100).
Anal. Calcd for C22H18N2O3: C, 73.73; H, 5.06; N, 7.82. Found: C,
73.77; H, 5.12; N, 7.81.