Abstract
The incorporation of nitrogen-containing substrates into syn gas/methanol reactions increases considerably the number of interesting products that are potentially available from these systems. We have already mentioned in Chapter 6 that methanol and ammonia manufacture are usually integrated in one plant. Much of the hydrogen necessary for ammonia manufacture in the Haber process is produced by the Water Gas Shift reaction. Some of the carbon dioxide coproduct from this reaction is used for the production of urea for fertilizer. The reactions involved are summarized below for an intregrated plant based on syn gas derived from methane steam reforming.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Hydrocarbon Process., 58(11), 185 (1979).
R. F. Heck and D. S. Breslow, J. Am. Chem. Soc., 85, 2779 (1969).
J. J. Brunet, C. Sidot, B. Loubinoux and P. Caubere, J. Org. Chem., 44, 2199 (1979).
A. Schoenberg and R. F. Heck, J. Org. Chem., 39, 3327 (1974).
A. Mullen, in New Syntheses with Carbon Monoxide, ( J. Falbe. Ed.), Springer-Verlag, Berlin, 1980, p. 414.
J. Falbe, Carbon Monoxide in Organic Synthesis,Springer-Verlag, Berlin, 1970, p. 146. -
J. Falbe and F. Korte; Chem. Ber., 98, 1928 (1965).
J. Falbe, H. Weitkamp and F. Korte, Tetrahedron Letters, 2677 (1965).
R. F. Prince, US Patent 3,637,743 (1968) to Atlantic Richfield.
G. Soder, German Patent 1,620,391 (1966); see also ref. 5.
J. Falbe and F. Korte, Chem. Ber., 95, 2680 (1962).
J. Falbe, Angew. Chem., 78, 532 (1966).
H. Wakamatsu, J. Uda and N. Yamagami, US Patent 3,766,266 (1973) to Ajinomoto.
H. Wakamatsu, J. Uda and N. Yamakami, J. Chem. Soc. Chem. Commun., 1540 (1971).
J. J. Parnaud, G. Campari and P. Pino, J. Mol. Catal., 6, 341 (1979).
R. Stern, A. Hirschauer, D. Commereuc and Y. Chauvin, British Patent 2,000,132 (1978) to Institut Français du Pétrole.
K. Izawa, T. Yamashita and Y. Ozawa, Abstr. 26th Int. Congr. Pure Appl. Chem.,Tokyo, 1977, Sect. Ia, p. 80.
T. Yukawa, N. Yamakami, M. Honora, Y. Komachiya and H. Wakamatsu, German Patent 2,364,039 (1974) to Ajinomoto.
A. Rosenthal and I. Wender, in Organic Syntheses via Metal Carbonyls, (I. Wender and P. Pino, Eds.) Vol. 1, Wiley Interscience, New York, 1968, p. 405.
H. W. Sternberg, I. Wender, R. A. Friedel and M. Orchin, J. Am. Chem. Soc., 75, 3148 (1953); W. Hieber, J. Sedlmeier and W. Abeck, Chem. Ber., 86, 700 (1953).
G. L. Rempel, W. K. Teo, B. R. James and D. V. Plackett, Advan. Chem. Ser., 132, 166 (1974).
J. J. Byerley, G. L. Rempel, N. Takabe and B. R. James, J. Chem. Soc. Chem. Commun., 1482 (1971).
D. Durand and C. Lassau, Tetrahedron Letters, 2329 (1971).
B. D. Dombek and R. J. Angelici, J. Catal., 48, 433 (1977).
B. D. Dombek and R. J. Angelici, J. Organometal. Chem., 134, 203 (1977).
E. W. Stern and M. L. Spector, J. Org. Chem., 26, 3126 (1961).
J. Tsuji and N. Iwamoto, J. Chem. Soc. Chem. Commun., 380 (1966).
Y. L. Sheludyakov, V. A. Golodov and D. V. Sokolskii, Dokl. Akad. Nauk SSSR, 249 (3), 658 (1979).
N. Sonada, T. Yasuhara, K. Kondo, T. Ikeda and S. Tsutsumi, J. Am. Chem. Soc., 93, 6344 (1971).
P. D. Hammond, W. M. Clarke and W. I. Denton, US Patent 3, 832, 372 (1974);
P. D.Hammond, J. A. Scott, W. M. Clarke and W. I. Denton, US Patent 3, 828, 089 (1974);
P. D.Hammond and N. B. Franco, US Patent 3, 823, 174 (1974);
P. D.Hammond and J.A. Scott, US Patent 3,812,169 (1974) all to Olin Corporation.
W. W. Pritchard, US Patent 3,576,836 (1971) to Du Pont.
W. B. Hardy and R. P. Bennett, Tetrahedron Letters, 961 (1967).
British Patent 1,485, 108 (1977) to Mitsui Toatsu.
J. G. Zajacek, J. J. McCoy and K. E. Fuger, US Patent 3,895,054 (1975) to Atlantic Richfield.
J. G. Zajacek and J. J. McCoy, US Patent 3,993,685 (1976) to Atlantic Richfield.
K. Cann, T. Cole, W. Slegeir and R. Pettit, J. Am. Chem. Soc., 100, 3969 (1978).
H. Alper and K. E. Hashem, J. Am. Chem. Soc.,103, 6514 (1981); see also T. Okano
K. Fujiwara, H. Konishi and J. Kiji, Chem. Letters, 1083 (1981); J. M. Landesberg
L. Katz and C. Olsen, J. Org. Chem., 37, 930 (1972).
H. des Abbayes and H. Alper, J. Am. Chem. Soc., 99, 98 (1977).
H. Alper and S. Amaratunga, Tetrahedron Letters, 21, 2603 (1980).
R. Ryan, G. M. Wilemon, M. P. Dalsanto and C. Pittman, J. Mol. Catal., 5, 319 (1979).
A. F. M. Igbal, Tetrahedron Letters, 3385 (1971).
A. F. M. Igbal, J. Org. Chem., 37, 2791 (1972).
A. F. M. Iqbal, Heiv. Chim. Acta, 54, 1440 (1971).
R. M. Laine, J. Org. Chem., 45, 3370 (1980).
F. Jachimowicz and J. W. Raksis, J. Org. Chem., 47, 445 (1982).
Y. Sugi, A. Matsuda, K. Bando and K. Murata, Chem. Letters, 363 (1979).
S. Olivé and G. Olivé, German Patent 2,629,189 (1977) to Monsanto.
Additional Reading
A. Mullen, `Ring Closure Reactions with Carbon Monoxide’ in New Syntheses with Carbon Monoxide,(J. Falbe, Ed.), Springer-Verlag, Berlin, 1980, p. 414.
A. F. M. Iqbal, `Deoxygenate Organic Compounds with Carbon Monoxide’, Chem. Tech., 4, 566 (1974)
Author information
Authors and Affiliations
Rights and permissions
Copyright information
© 1983 Springer Science+Business Media Dordrecht
About this chapter
Cite this chapter
Sheldon, R.A. (1983). Nitrogen-Containing Systems. In: Chemicals from Synthesis Gas. Catalysis by Metal Complexes, vol 3. Springer, Dordrecht. https://doi.org/10.1007/978-94-017-1019-0_8
Download citation
DOI: https://doi.org/10.1007/978-94-017-1019-0_8
Publisher Name: Springer, Dordrecht
Print ISBN: 978-90-481-8378-4
Online ISBN: 978-94-017-1019-0
eBook Packages: Springer Book Archive