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Thomi, S.4
Vifian, W.5
Groaning, M.D.6
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3
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0037817456
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For examples: P.H. Olesen, A.R. Sorensen, B. Urso, P. Kurtzhals, A.N. Bowler, U. Ehrbar, and B.F. Hansen J. Med. Chem. 38 2003 3333
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Olesen, P.H.1
Sorensen, A.R.2
Urso, B.3
Kurtzhals, P.4
Bowler, A.N.5
Ehrbar, U.6
Hansen, B.F.7
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4
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0344741282
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H.J. Breslin, T.A. Miskowski, M.J. Kukla, H.J. De Winter, M.V.F. Somers, P.W.M. Roevens, and R.W.D. Kavash Bioorg. Med. Chem. Lett. 13 2003 4467
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Breslin, H.J.1
Miskowski, T.A.2
Kukla, M.J.3
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Somers, M.V.F.5
Roevens, P.W.M.6
Kavash, R.W.D.7
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5
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0016828320
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J.J. Baldwin, P.A. Kasinger, F.C. Novello, J.M. Spradue, and D.E. Duggen J. Med. Chem. 18 1975 895
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Baldwin, J.J.1
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Duggen, D.E.5
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6
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0001184477
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A high yielding synthesis of 3,5-disubstituted 1,2,4-triazole from the less reactive amidine has been reported, however, it only applied to acetamidine and benzamidine: J.E. Francis, L.A. Gorczyca, G.C. Mazzenga, and H. Meckler Tetrahedron Lett. 28 1987 5133
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Francis, J.E.1
Gorczyca, L.A.2
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Meckler, H.4
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7
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85030800650
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note
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In our laboratories, Shimadzu analytical LC/MS and preparative HPLC with auto-sampling are used
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8
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85030804945
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note
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The automation capacity of a microwave synthesizer that can be coupled to the Shimadzu instruments is also an attractive feature for this purpose
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9
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85030796095
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DE Patent 1076136, 1958
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Neat thermal fusion between benzonitrile (5) and hydrazides at 230°C: Weidinger, H.; Kranz, J. DE Patent 1076136, 1958
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Weidinger, H.1
Kranz, J.2
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10
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17144392302
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Reaction between benzonitrile (5) and benzoic hydrazide (6) in refluxing MeOH provided a mixture of 1,2,4-triazole (26%) and 1,3,4-oxadiazole (20%): Neelima, and A.P. Bhaduri Indian J. Chem. 22B 1993 79
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Neelima1
Bhaduri, A.P.2
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13
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0035813242
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3 was presumably because the equilibration of temperature was equally achieved over the 3 h under both conditions, and assuming equal internal pressure. L. Perreux, and A. Loupy Tetrahedron 57 2001 9199
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(2001)
Tetrahedron
, vol.57
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Perreux, L.1
Loupy, A.2
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15
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85030804757
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note
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2O/0.1% TFA). Due to concern about the stability of the hydrazides over the >1 h time period under the basic reaction conditions, 3 equiv of the nitriles were used in all examples. In general, hydrazides show toxicity (e.g., hepatotoxicity), which is usually because of the formation of reactive radical metabolites in vivo
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16
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85030800135
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note
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This protocol was found to be incompatible with the presence of nitroaromatic derivatives in either reaction partner. Complex reaction mixtures containing insignificant amounts of product were obtained when either nitrobenzonitrile or nitrobenzoic hydrazide were used
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17
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0016701343
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D.E. Duggen, R.M. Noll, J.E. Baer, F.C. Novello, and J.J. Baldwin J. Med. Chem. 18 1975 900
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Duggen, D.E.1
Noll, R.M.2
Baer, J.E.3
Novello, F.C.4
Baldwin, J.J.5
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