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CHATURVEDI, KUMAR, AND RAY
Isoamyl n-Octylcarbamate (2): IR (Neat) ¼ 1702 cmÀ1 (-O-CO-NH).
1H NMR (CDCl3) ꢀ ¼ 0.67–0.75 (d, 6H, CH3), 0.85–0.93 (t, 3H, CH3),
0.95–1.34 (m, 12H, CH2), 1.35–1.37 (m, H, CH), 1.7–1.9 (m, 2H, CH2),
4.02–4.04 (t, 2H, CH2), 4.73–4.75 (bs, H, NH). (Yield 0.36 g, oil).
n-Pentyl n-butylcarbamate (3): IR (Neat) ¼ 1789 cmÀ1 (O-CO-NH).
1H NMR (CDCl3) ꢀ ¼ 0.87–0.95 (t, 6H, CH3), 1.02–1.66 (m, 12H, CH2),
4.05–4.21 (t, 2H, OCH2), 4.65–4.73 (bs, H, NH), (Yield, 0.29 g, oil).
n-Hexyl cyclohexylcarbamate (4): IR (KBr) ¼ 1698 cmÀ1 (O-CO-NH),
1H NMR (CDCl3) ꢀ ¼ 0.85–0.91 (t, 3H, CH3), 0.95–1.71 (m, 6H, CH2),
4.02–4.06 (t, 2H, CH2-O), 4.75–4.78 (bs, H, NH), 1.99–2.10 (m, 10H, cyclo-
hexyl-CH2), 1.91–2.1 (m, CH of cyclohexyl ring) (Yield 0.43 g, m.p.
139–140ꢀC).
n-Hexyl n-propylcarbamate (5): IR (Neat) ¼ 1693 cmÀ1 (O-CO-NH),
1H NMR (CDCl3) ꢀ ¼ 0.85–0.93 (m, 3H, CH3), 1.22–1.66 (m, 12H, CH2),
2.3–2.7 (s, 2H, CH2), 3.7–3.7 (s, 3H, OCH3), 4.73–4.77 (bs, H, NH),
7.12–7.77 (m, 4H, Ar-H) (Yield, 0.26 g, oil).
n-Octyl m-methoxybenzylcarbamate (6): IR (KBr) ¼ 1705 cmÀ1
1
(O-CO-NH) H NMR (CDCl3) ꢀ ¼ 0.87–0.93 (t, 6H, CH3), 1.02–1.77 (m,
10H, CH2), 3.22–3.55 (m, 2H, CH2-NH), 4.05–4.12 (t, 2H, CH2) (Yield
0.45 g, m.p. 137ꢀC).
n-Decyl n-hexylcarbamate (7): IR (Neat): 1693 cmÀ1.1H NMR (CDCl3)
ꢀ ¼ 0.89–0.93 (m, 12H, CH2), 1.55–1.67 (m, 8H, CH2), 2.96–2.99 (t, 2H,
CH2), 4.10–4.32 (t, 2H, CH2-O), (Yield 0.38 g, oil).
2-Phenylethyl n-butylcarbamate (8):[18] IR(neat): 1692 cmÀ1 (O-CO-NH).
1H NMR (CDCl3) ꢀ ¼ 0.87–0.94 (3H, m, CH3), 1.25–1.35 (2H, m, CH2),
1.38–1.44 (2H, m, CH2), 2.13–2.20 (2H, m, CH2NH), 2.3–2.7 (2H, m,
CH2Ar), 3.5–3.8 (2H, t, CH2O), 7.12–7.77 (5H, m, Ar-H) (Yield 0.37 g, oil).
3-Phenylpropyl n-hexylcarbamate (9): IR (Neat) ¼ 1697 cmÀ1 (O-CO-
1
NH). H NMR (CDCl3) ꢀ ¼ 0.92–0.97 (t, 3H, CH3), 1.29–1.32 (m, 10H,
CH2), 2.93–2.85 (t, 2H, CH2-N), 2.87–2.95 (t, 2H, CH2-Ar), 4.22–4.32
(t, 2H, CH2), 7.12–7.77 (m, 5H, Ar-H) (Yield 0.38 g, oil).
2-Phenylethyl di-isopropylcarbamate (10): IR (Neat) ¼ 1695 cmÀ1 (-O-
1
CO-NH). H NMR (CDCl3) ꢀ ¼ 0.89–0.94 (t, 6H, CH3), 1.23–1.44 (m, 8H,
CH2), 2.83–2.86 (t, 4H, CH2), 2.87–2.95 (t, 2H, CH2-Ar), 4.21–4.32 (t, 2H,
CH2-O), 7.13–7.77 (m, 5H, Ar-H) (Yield, 0.38 g, oil).
REFERENCES
1. (a) The Pesticidal Manual, 10th Ed.; Tomlin, C.D.S., Ed.; Crop
Protection Publication; (b) Ghosh, A.K.; McKee, S.P.; Thompson,
W.J.; Darke, P.L.; Zugay, J.C. J. Org. Chem. 1993, 58, 1025–1029.