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2 at atmospheric pressure is 16.7-93.5% at 18 °C and 14.2-95.3% at 200 °C. See: Green, R. V. In Kirk-Othmer Encyclopedia of Chemical Technology, 2nd ed.; Mark, H. F., McKetta, J. J., Jr., Othmer, D. F., Standen, A., Eds.; Wiley-Interscience: New York, 1964; Vol. 4, pp 429-430.
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These conditions (16 atm of CO together with 5 total atm of air, considering that the autoclave was loaded under 1 atm of air) corresponded to 76.2% of CO in air and were outside the explosion range for CO in air (ca. 17-70% at 18-20 °C and atmospheric pressure, 14.8-71.5% at 100 °C and atmospheric pressure. At higher total pressure, the range of flammability decreases: for example, at 20 atm and 20 °C the range is ca. 20-60%). See: Bartish, C. M.; Drissel, G. M. In Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed.; Grayson, M., Eckroth, D., Bushey, G. J., Campbell, L., Klingsberg, A., van Nes, L., Eds.; Wiley-Interscience: New York, 1978; Vol. 4, pp 774-775.
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3042851650
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note
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In this reaction, as well as in other cases described subsequently, formation of unidentified heavy products accounted for the difference between the total yield obtained (22%) and substrate conversion (35%).
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0012740947
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2 in the gaseous mixture further decreases the range of flammability for CO in air: see ref 29.
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note
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2 because we were mainly interested in the formation of urea product and in optimizing its yield and selectivity.
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191
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3042817471
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note
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2 pressures, with less satisfactory results in terms of yield and selectivity towards ureas.
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192
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Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford and references therein
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0034683351
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Carbamoylpalladium complexes, stabilized by appropriate ligands, were reported in the literature; see, for example: Aresta, M.; Giannoccaro, P.; Tommasi, I.; Dibenedetto, A.; Lanfredi, A. M. M.; Ugozzoli, F. Organometallics 2000, 19, 3879-3889 and references therein.
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(b) Ohmoto, K.; Yamamoto, T.; Okuma, M.; Horiuchi, T.; Imanishi, H.; Odagaki, Y.; Kawabata, K.; Sekioka, T.; Hirota, Y.; Matsuoka, S.; Nakai, H.; Toda, M. J. Med. Chem. 2001, 44, 1268-1285.
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198
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note
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Dibutylurea 2a was the only product formed when the reaction was carried out with secondary amines of low nucleophilicity, such as diisopropylamine or N-methylaniline.
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199
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3042811480
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note
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As we have already pointed out, these conditions are outside the explosion limits for CO-air mixtures (see note 29).
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