1-(4-chlorophenyl)-N-methoxymethanamine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-(4-chlorobenzyl)-O-methyl-hydroxylamine (Kawase, M. et al., J. Chem. Soc. Perkin Trans. 1, 1979, 643–645) as described in the preparation of compound 1-A gave the title amide as white crystals (95% yield): mp 129–130° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.75 (6H, s, CH3), 3.69 (3H, s, OCH3), 4.79 (2H, s, NCH2), 6.39 (1H, s, CH), 7.4 (4H, s, aromatics). Anal. calcd. for C15H16ClNO5: C, 55.31; H, 4.95; N, 4.30. Found: C, 55.32; H, 4.95; N, 4.27.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-(4-chlorobenzyl)-O-methyl-hydroxylamine (Kawase, M.; Kikugawa, Y. J. Chem. Soc. Perkin Trans.1, 1979, 643-645) as described in the preparation of compound 1-A gave the title amide as white crystals (95% yield): mp 129-130° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.75 (6H, s, CH3), 3.69 (3H, s, OCH3), 4.79 (2H, s, NCH2), 6.39 (1H, s, CH), 7.4 (4H, s, aromatics). Anal. calcd. for C15H16ClNO5: C, 55.31; H, 4.95; N, 4.30. Found: C, 55.32; H, 4.95; N, 4.27.