One-Pot Synthesis of Dialkyl Esters of N-Formyl N-Phenyl (Alkylphenyl) Aminomethanephosphonic Acids

References

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• The 1H-NMR spectra were measured at 60 MHz with Perkin-Elmer R-24B spectrometer. The data, in δ ppm in CDCI3 are as follows∗: 4a 3.56 and 3.92 (s, s, 3H), 3.75(s, 3H), 6.03 and 6.42 (s, s, 1H), 7.05–7.45 (m, 10H) 8.25 (s, 1H); 4b 1.15 and 1.40 (t, t, 3H, J=12), 1.20 (t, 3H, J=12), 4.10 (q, 4H, J=12), 5.95 and 6.35 (s, s, 1H) 6.90–7.40 (m, 10H), 8.15 (s, 1H); 4c 3.65 and 3.95 (s, s, 3H), 3.75 and 3.85 (s, s, 3H), 5.95 and 6.35 (s, s, 1H), 6.95–7.40 (m, 5H), 7.55 (d, 2H, J=9), 8.05 (d, 2H, J=9), 8.25 (s, 1H); 4d 3.55 and 4.00 (s, s, 3H), 3.85 (s, 3H), 6.05 and 6.45 (s, s1H), 7.00–7.50 (m, 9H), 8.35 (s, 1H); 4e 3.55 and 4.00 (s, s, 3H), 3.82 (s, 3H), 6.05 and 6.45 (s, s, 1H), 7.00–7.55 (m, 9H), 8.35 (s, 1H); 4f 2.30 (s, 3H), 3.65 and 3.95 (s, s, 3H), 3.80 (s, 3H), 6.05 and 6.45 (s, s, 1H), 7.05–7.45 (m, 9H), 8.32 (s, 1H); 4g 1.15 and 1.35 (t, t, 3H, J=10), 3.55 and 3.95 (s, s, 3H), 4.00 (q, 2H, J=12), 5.95 and 6.35 (s, s, 1H), 7.00–7.45 (m, 10H), 8.25 (s, 1H); 4h 3.65 and 4.05 (s, s, 3H), 3.85 (s, 3H), 5.35 (s, 1H), 7.15 (d, 2H, J=8), 7.25 (d, 2H, J=8), 7.40 (s, 5H), 8.27 (s, 1H); 4i 3.55 and 3.75 (s, s, 3H), 3.80 and 3.95 (s, s3H), 3.82 (s, 3H), 5.32 (s, 1H), 6.38 (d, 2H, J=5), 6.88 (d, 2H, J=5), 7.32 (s, 5H), 8.20 (s, 1H); 4j 3.65 (s, 3H), 4.02 (s, 3H), 4.72 (s, 2H), 7.32 (s, 5H), 8.25 (s, 1H); 4k 3.62 (s, 2H), 3.65 (s, 3H), 4.02 (s, 3H), 4.72 (s, 2H), 7.32 (s, 5H), 8.26 (s, 1H); 41 2.85 (t, 2H, J=8), 2.95 (t, 2H, J=8), 3.55 (s, 3H), 3.75 and 3.90 (s, s, 3H), 4.38 and 4.60 (s, s, 2H), 7.16 (s, 5H), 7.72 and 8.12 (s, s, 1H). ∗the double signals are from conformers
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• The M.S. spectra were recorded on a JMS-D300 spectrometer and m/e (M+) are as follows: 4a 319 (C16H18NO4P, 318.9); 4b 347 (C18H22NO4P, 346 9); 4c 364 (C16H17N2O6P, 363.9); 4d 337 (C16H17FNO4P, 336.9); 4e 353 (C16H17CINO4P, 353.4); 4f 333 (C17H20NO4P, 332.9); 4g 333 (C17H20NO4P, 332.9); 4h 353 (C16H17CINO4P, 353.4); 4i 349 (C17H20NO5P, 348.9); 4j 243 (C10H14NO4P, 242.9); 4k 257 (C11H16NO4P, 256.9); 4l 271 (C12H18NO4P, 270.9)
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• The IR spectra were recorded on a Specord IR (C. Zeiss) spectrophotometer in CHCI3 and give ν 1650–168 cm-1 and ν 1220–1260 cm-1
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