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1
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0006661360
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Barcelona
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[1a] J.R. Prous, The Year's Drug News, Therapeutic Targets, Prous Science, Barcelona, 1995, pp 447-454;
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(1995)
The Year's Drug News, Therapeutic Targets, Prous Science
, pp. 447-454
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Prous, J.R.1
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5
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1542746556
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Alpha-styrylcarbinols: New antifungal triazoles. Chemistry and structure-activity relationships
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Abstract 598, Atlanta
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[2a] R.E. Olson, C-L. J. Wang, M. A. Wuonola, R. S. Greenberg, R. E. Conlow, J. E. Drumm, J. J. Mrowca, W. C. Peterson, N. M. Mayer-Mihalski and A. M. Slee, Alpha-styrylcarbinols: New antifungal triazoles. Chemistry and structure-activity relationships. In 30th Interscience Conference on Antimicrobial Agents and Chemotherapy, Abstract 598, Atlanta, 1990;
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(1990)
30th Interscience Conference on Antimicrobial Agents and Chemotherapy
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Olson, R.E.1
Wang, C.-L.J.2
Wuonola, M.A.3
Greenberg, R.S.4
Conlow, R.E.5
Drumm, J.E.6
Mrowca, J.J.7
Peterson, W.C.8
Mayer-Mihalski, N.M.9
Slee, A.M.10
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6
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1542431584
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Pharmacokinetics of DuP 860, a novel triazole antifungal in laboratory animials and the quantitation of its epoxide metabolites
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Abstract 600, Atlanta
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[b] G. N. Lam, Y. N. Wong, I. Zajac, R. E. Olson and N. M. Mayer-Mihalski, Pharmacokinetics of DuP 860, a novel triazole antifungal in laboratory animials and the quantitation of its epoxide metabolites. In 30th Interscience Conference on Antimicrobial Agents and Chemotherapy, Abstract 600, Atlanta, 1990;
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(1990)
30th Interscience Conference on Antimicrobial Agents and Chemotherapy
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Lam, G.N.1
Wong, Y.N.2
Zajac, I.3
Olson, R.E.4
Mayer-Mihalski, N.M.5
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7
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1542536387
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US Patent 4,952,232 (1990)
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[c] J. Cuomo, R. S. Greenberg and R. E. Olson, US Patent 4,952,232 (1990); Chem. Abstr., 112, 50601 (1990);
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Cuomo, J.1
Greenberg, R.S.2
Olson, R.E.3
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8
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1542536385
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[c] J. Cuomo, R. S. Greenberg and R. E. Olson, US Patent 4,952,232 (1990); Chem. Abstr., 112, 50601 (1990);
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(1990)
Chem. Abstr.
, vol.112
, pp. 50601
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10
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1542641256
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Recent Developments in the Chemistry of Azole Fungicides
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BCPC Publications, Croydon
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For example, flutriafol has been prepared via both routes: P. A. Worthington in Recent Developments in the Chemistry of Azole Fungicides, Proceedings of 1984 British Crop Protection Conference, Pests and Diseases, Vol 3, BCPC Publications, Croydon, 1984, pp 955-962.
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(1984)
Proceedings of 1984 British Crop Protection Conference, Pests and Diseases
, vol.3
, pp. 955-962
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Worthington, P.A.1
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11
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1542746544
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note
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The article describes the preparation of 1a. The fluoro analog 1b was prepared by substituting difluoroacetophenone in place of 2,4′-dichloroacetophenone. The procedure was essentially identical to that of 1a
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16
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0002226325
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R. Adams, ed, John Wiley & Sons Inc, New York
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[7a] T.L. Jacobs in Organic Reactions, Vol 5, R. Adams, ed, John Wiley & Sons Inc, New York, 1949, pp 20-22;
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(1949)
Organic Reactions
, vol.5
, pp. 20-22
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Jacobs, T.L.1
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17
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1542641260
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John Wiley & Sons Inc, New York, NY
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[b] J. March, Advanced Organic Chemistry, 4th Ed, John Wiley & Sons Inc, New York, NY, 1992, pp 908-909;
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(1992)
Advanced Organic Chemistry, 4th Ed
, pp. 908-909
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March, J.1
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24
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0027754149
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A. Narayanan, D.R. Chapman, S.P. Upadhyaya and L. Bauer, J. Heterocyclic Chem., 30, 1405 (1993).
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(1993)
J. Heterocyclic Chem.
, vol.30
, pp. 1405
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Narayanan, A.1
Chapman, D.R.2
Upadhyaya, S.P.3
Bauer, L.4
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25
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1542641270
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note
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About 5% of the total reactants volume was present in the reaction vessel at any one time.
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26
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1542746539
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note
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The heat of reaction was determined to be -42 kcal/mole for dichloroacetophenone to produce a typical mixture of chlorohydrin 2a and oxirane 8a via the co-feed route. Reactions that formed largely 8a seemed to be more exothermic.
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27
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1542431585
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note
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On a kilolab scale (221) using a batch process, the yields from 4a were 40-45%.
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28
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1542536383
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note
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Sozzani and coworkers [23] have demonstrated the value of polyethylene glycols as good solvents for both organic substrates and inorganic salts, in particular potassium salts. Although a wide variety of chemistry is possible in these solvents[24], a literature search indicated the field has been but little exploited. Polyethylene glycol of average molecular weight 300 possessed an attractive combination of solubility, viscosity, toxicity, and cost within our process, and was chosen as the co-solvent. [14] Other potassium bases, such as bicarbonate, hydroxide, bis(trimethylsilyl)amide, and methoxide produced inferior results. Since charging the potassium salt of triazole in place of t-butoxide produced very similar results, it could be assumed that the triazole anion would be both sufficiently basic and nucleophilic to drive the two reactions to 9a.
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29
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0028951363
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[15a] A. Tasaka, N. Tamura, Y. Matsushita, T. Kitazaki, R. Hayashi, K. Okonogi and K. Itoh, Chem. Pharm. Bull., 43, 432 (1995);
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(1995)
Chem. Pharm. Bull.
, vol.43
, pp. 432
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Tasaka, A.1
Tamura, N.2
Matsushita, Y.3
Kitazaki, T.4
Hayashi, R.5
Okonogi, K.6
Itoh, K.7
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30
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0028958092
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[b] A. Tasaka, N. Tsuchimori, T. Kitazaki, H. Tomoyuki, K. Hiroe, R. Hayashi, K. Okonogi and K. Itoh, Chem. Pharm. Bull., 43,441 (1995);
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(1995)
Chem. Pharm. Bull.
, vol.43
, pp. 441
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Tasaka, A.1
Tsuchimori, N.2
Kitazaki, T.3
Tomoyuki, H.4
Hiroe, K.5
Hayashi, R.6
Okonogi, K.7
Itoh, K.8
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31
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0027935466
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[c] I. Saji, K. Tamoto, Y. Tanaka, H. Miyauchi, K. Fujimoto and N. Ohashi, Bull. Chem. Soc. Japan., 67, 1427 (1994);
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(1994)
Bull. Chem. Soc. Japan.
, vol.67
, pp. 1427
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Saji, I.1
Tamoto, K.2
Tanaka, Y.3
Miyauchi, H.4
Fujimoto, K.5
Ohashi, N.6
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32
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0027183990
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[d] A. Tasaka, N. Tamura, Y. Matsushita, K. Teranishi, R. Hayashi, K. Okonogi and K. Itoh, Chem. Pharm. Bull., 41, 1035 (1993);
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(1993)
Chem. Pharm. Bull.
, vol.41
, pp. 1035
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Tasaka, A.1
Tamura, N.2
Matsushita, Y.3
Teranishi, K.4
Hayashi, R.5
Okonogi, K.6
Itoh, K.7
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33
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0030029079
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[e] D. Gala, D. J. DiBenedetto, J. E. Clark, B. L. Murphy, D. P. Schumacher and M. Steinman, Tetrahedron Letters, 37, 611 (1966).
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(1966)
Tetrahedron Letters
, vol.37
, pp. 611
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Gala, D.1
DiBenedetto, D.J.2
Clark, J.E.3
Murphy, B.L.4
Schumacher, D.P.5
Steinman, M.6
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35
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1542536381
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note
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Efficient methods to prepare l-phenacyl-1H,1,2,4-triazoles from 4-amino-l,2,4-triazole have recently been published: see references 9 and 19, and references cited therein.
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37
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1542431577
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note
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[b] The control of regioselectivity, specifically of potentially valuable β-hydroxyethyl(l,2,4-triazole) derivatives, has been examined extensively and several innovative methods are now available to the process chemist [25].
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38
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0001677784
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and references cited therein
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B. A. Astleford, G. L. Goe, J. G. Keay and E. F. V. Scriven, J. Org. Chem., 54, 731 (1989) and references cited therein.
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(1989)
J. Org. Chem.
, vol.54
, pp. 731
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Astleford, B.A.1
Goe, G.L.2
Keay, J.G.3
Scriven, E.F.V.4
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39
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1542431573
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note
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The direct addition of methanesulfonic acid to the reaction mixture formed la but it couldn't be efficiently isolated from the black, viscous mixture.
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40
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1542431578
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note
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Analysis by gc: DB1-30 column, 30 m x 0.32 mm, carrier He, program: 2 minutes at 50°, 10°/minute up to 240°.
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41
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1542431574
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note
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[22a] Novapack C18 column, 45% 0.05 M sodium dihydrogen phosphate/55% acetonitrile, 225 nm;
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42
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1542746533
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note
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[b] ES Industries column, A: 0.1% triethylamine/0.1% phosphoric acid in water adjusted to pH 3.0 with sodium hydroxide, B: acetonitrile; gradient elution%B increasing from 55 to 90%; 225 nm.
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44
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0347913443
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and references within
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N. Suzuki, Y. Kaneko, T. Tsukanaka, T. Nomoto, Y. Ayaguchi and Y. Izawa, Tetrahedron, 41, 2387 (1985) and references within.
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(1985)
Tetrahedron
, vol.41
, pp. 2387
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Suzuki, N.1
Kaneko, Y.2
Tsukanaka, T.3
Nomoto, T.4
Ayaguchi, Y.5
Izawa, Y.6
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46
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1542536380
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US Patent 4404216 (1983)
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K. Richardson, US Patent 4404216 (1983); Chem. Abstr., 99, 38467 (1983).
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Richardson, K.1
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47
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4243847727
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K. Richardson, US Patent 4404216 (1983); Chem. Abstr., 99, 38467 (1983).
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(1983)
Chem. Abstr.
, vol.99
, pp. 38467
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