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3.10.2 1 H and 13 C NMR spectra of bs-125 Integral 9.0 160 8.5 149.1738 150 8.0 7.3853 7.3570 7.2629 7.2334 2.0207 2.6488 7.5 7.0 6.6722 N H2N N C12H25 0.9125 133.1114 129.5949 129.3876 128.8857 128.2966 123.6310 140 130 6.5 6.0 5.5 N H2N N C12H25 120 110 100 5.0 Cl Cl 3.9909 3.7536 3.7285 3.7028 1.4687 1.9926 4.5 4.0 (ppm) 77.4765 77.0510 76.6292 90 80 (ppm) 70 3.5 3.0 60 2.5 50 2.0 43.1952 40 1.5750 1.9595 1.5 1.2492 1.1802 0.9021 0.8808 0.8576 18.169 3.0000 1.0 0.5 31.9039 29.6019 29.4965 29.4019 29.3292 28.9983 26.4927 22.6890 14.1359 30 20 10 0.0002 0.0 0.0008 0
3.11 References [1] (a) Alvi K. A, Peters B. M, Hunter L. M, Crews P. (1993) Tetrahedron. 49,329. (b) Chan G. W, Mong S, Hemling M. E, Freyer A. J, Offen P. H, DeBrosse C. W, Sarau H. M, Westley J. W. (1993) J. Nat. Prod. 56, 116. (c) Tsuda M, Shigemori H, Ishibashi M, Kobayashi J. (1992) Tetrahedron Lett. 33, 2597. (d) Ishibashi M, Tsuda M, Ohizumi Y, Sasaki T, Kobayashi (1991) J. Ezperientia, 47, 299. (e) Kobayashi J, Tsuda M, Ohizumi Y. (1991) Experientia 47, 301. (f) Keifer P. A, Schwartz R. E, Koker M. E. S, Hughes R. J, Rittschof D, Rinehart K. L. (1991) J. Org. Chem. 56, 2965. (g) Morales J. J, Rodriguez A. D. (1991) J. Nat. Prod. 54, 629. (h) Alvi K. A, Crews P, Loughhead D. G. (1991) J. Nat. Prod. 54, 1509. (i) Wright A. E, Chiles S, Cross S. (1991) J. Nat. Prod. 54, 1684. (j) Kobayashi J, Tsuda M, Murayama T, Nakamura H, Ohizumi Y, Ishibashi M, Iwamura M, Ohta T, Nozoe S. (1990) Tetrahedron 46, 5579. (k) Bedoya-Zurita M, Ahond A Poupat C, Potier P. (1989) Tetrahedron 45, 6713. (l) Walker R. P, Faulkner D. J, Van Engen D, Clardy J. (1981) J. Am. Chem. SOC. 103, 6772. [2] (a) Nagai W, Kirk K. L, Cohen L. A. (1973) J. Org. Chem. 38, 971. (b) Dismukes K, Rogers M, Daily J. W. (1976) J. Neurochem. 26, 785. (c) Lipinski C. A, LaMattina J. L, Hohnke L. A. (1986) J. Med. Chem. 28, 1628. (d) Impicciatore M, Morini G, Chiavarini M, Plazzi P. V, Bordi F, Vitali F. (1986) Agents Actions 18, 134. (e) Haaksma J, DonnB-Op den Kelder M, Timmerman H, Weinstein H, (1991) In New Perspectives in Histamine Research; BirkhEiuser Verlag: Basel, 315-324. [3] See Ann. Drug Data Rep. 1993,15, 513. [4] Jung F, Boucherot D, Delvare C, Olivier A, Davies G. M, Betts M. J, Brown R, Stevenson R, Joseph M, Kingston F, Pittam, (1993) J. Antibiot. 46, 992. [5] (a) Beaman A. G, Tautz W, Gabriel T, Duschinsky R. (1966) J. Am. Chem. SOC. 87, 389. (b) Lancini C, Lazzari E, Arioli V, Bellani P. (1969) J. Med. Chem. 12, 775. [6] For example see: Jenkins C, Naylor A, O'Neill, Threadgill D, Cole S, Stratford J, Adams G. E, Fielden M, Suto J, Stier A. J. Med. Chem. lSW, 33, 2603. Adams E, Stratford J. (1986) Biochem. Pharm. 35, 71. [7] Storey B. T, Sullivan W. W, Moyer C. L. (1986) J. Org. Chem. 29, 3118. [8] Lawson, A. (1956) J. Chem. SOC. 307. [9] (a) Lancini G. C, Lazzari E. (1966) J. Heterocycl. Chem. 3, 1 (b) Cavalleri B, Ballotta R, Lancini G. C. (1979) J. Heterocycl. Chem. 979. [10] See: Porter A. E. A. (1984) In Comprehensive Heterocyclic Chemistr Pyrazines and Their Benzo Derivatives; Boulton A. J, McKillop A Eds.; Pergamon Press: New York. 3, 184-185. [11] Fargher R. G, Pyman F. L. (1919) J. Chem. SOC. 217. [12] Kirk K. L. (1978) J. Org. Chem. 43, 4381. [13] Kreutzberger A. (1962) J. Org. Chem. 27, 886. [14] Nishimura T, Kitajima K. (1979) J. Org. Chem. 44, 818.
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Saurashtra University Re - Accredit
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JANUARY-2011 Statement under O. Ph.
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Acknowledgment This thesis arose in
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since I was a child. My Mother Hans
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CHAPTER - 2 Microwave Assisted Synt
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5.5 Results and discussion 156 5.6
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Ms Mesyl MW Microwave NBS N-bromosu
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1. Microwave Assisted Organic Synth
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1.4 Heating Mechanism In microwave
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1.5. Effects of solvents Every solv
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1.7 Application of microwave in org
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aromatic amines, Lancini’s group
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1.9 2-Aminoimidazole Alkaloids The
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Recently group of Erik 83 described
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1.10 Methods for the preparation of
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R 1 O X R 2 NH 2 H 2N NAc R 1 HN R
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this manifold, was reported in 1925
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Another route to 4(5)-acyl-2-amino-
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this series of compounds against th
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documented. Extra care is needed be
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Very recently the research group of
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OH a,b O N H2N N Boc N 3 H N R N N
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1.12.2 Biofilm Growth Cycle 1) Plan
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can survive both the onslaught of a
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[26] Leadbeater, N. E. (2004) Chemi
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[86] Kreutzberger, A. (1962) J. Org
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Microwave Assisted Synthesis & Stru
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2.1 Introduction As described in ch
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2.3 Proposed Mechanism: Regarding t
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No. 12 60 120 traces 84 a All react
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the development of biofilm related
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In first instance, a series of 2-hy
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Br N N N R 1 OH Br N N N R 1 OH Fig
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do have a very strong effect agains
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2.6 Conclusion In the present study
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2.8 Biological assays 2.8.1 Static
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2.9 Experimental protocol: 2.9.1 Ge
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temperature of 80 °C and a maximum
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29.5,29.4, 29.2, 27.0, 22.6, 14.1.
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Yield: 78 %. 1 H NMR (300 MHz, CDCl
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N Br N N C 14H 29 OH Yield: 72 %. 1
Page 85 and 86: (75.5 MHz, CDCl3): δ = 167.7, 154.
Page 87 and 88: N Br N N C 14H 29 OH Cl Yield: 90 %
Page 89 and 90: 2-(3,4-Dichlorophenyl)-2-hydroxy-1-
Page 91 and 92: N Br N N C 8H 17 OH NO 2 Yield: 49
Page 93 and 94: C3H7 HN N N H Cl Cl Yield : 70 %. 1
Page 95 and 96: (s, 1H), 3.16 (s, 3H), 1.80 (m, 2H)
Page 97 and 98: 5-(4’-Nitrobiphenyl-4-yl)-N-octyl
Page 99 and 100: 2.11 Representative NMR spectra 2.1
Page 101 and 102: 2.11.3 10.4329 0.7429 151.5720 10.0
Page 103 and 104: [21] Matz C, McDougald D, Moreno A.
Page 105 and 106: Chapter-3 Structure Activity Relati
Page 107 and 108: imidazoles, where the addition of a
Page 109 and 110: 3.4 Result and Discussion It was fo
Page 111 and 112: No. H 2N Compound Code N N C8H17 R1
Page 113 and 114: medium used in the set-up to monito
Page 115 and 116: H 2N N N N H2N N R R Figure-1 Effec
Page 117 and 118: 3.5.3 Cyclo-alkyl 2-aminoimidazoles
Page 119 and 120: 3.6. Conclusion In the present stud
Page 121 and 122: 3.8. Experimental protocols 3.8.1 G
Page 123 and 124: 122.6, 54.6, 33.3(×2), 27.3 (×2),
Page 125 and 126: Yield: 52 %. 1 H NMR (300 MHz, CDCl
Page 127 and 128: 5-(4-Chlorophenyl)-1-cyclooctyl-1H-
Page 129 and 130: Yield: 50 %. Mp: 76-78 ° C. 1 H NM
Page 131 and 132: 5-(4-Chlorophenyl)-1-cyclobutyl-1H-
Page 133 and 134: Yield: 66%. 1 H NMR (300 MHz, CDCl3
Page 135: 3.10 Representative NMR spectra 3.1
Page 139 and 140: Copper Catalyzed Microwave Assisted
Page 141 and 142: 4.1 Introduction There are only a f
Page 143 and 144: (Table-1, No- 6). Next reaction tem
Page 145 and 146: No. Product, Yield b (%) No. Produc
Page 147 and 148: 4.4 Possible Mechanism Regarding th
Page 149 and 150: 4.7 Experimental protocols 4.7.1 Ge
Page 151 and 152: Yield: 69 %. 1 H NMR (300 MHz, CDCl
Page 153 and 154: 1-(3-Azidopropyl)-2-(3,4-dichloroph
Page 155 and 156: Yield: 84 %. 1 H NMR (300 MHz, DMSO
Page 161 and 162: 1H), 1.66 (m, 6H), 1.70 (m, 2H). 13
Page 163 and 164: 5.48 Hz, 2H), 3.59 (m, 2H), 3.16 (d
Page 165 and 166: 4.10 References [1] For a general r
Page 167 and 168: Crystal and Molecular Structure Ana
Page 169 and 170: 5.1 Introduction The membrane efflu
Page 171 and 172: oscillation range of 5˚ and proces
Page 173 and 174: C12-C13 1.372(4) C32-C37 1.390(3) C
Page 175 and 176: Fig.-3: Packing of the molecules wh
Page 177 and 178: 1 H NMR (400 MHz CDCl3): δ = 7.57-
Page 179 and 180: 5.9.2 13 C spectra of bs-DP-7
Page 181 and 182: SUMMARY The work represented in the
Page 183 and 184: CONFERENCES/SEMINARS/WORKSHOPS ATTE
Page 185: PUBLICATIONS [1] One-Pot Microwave-
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Scheme 2 Competitive formation of 1
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Table 2 continued 9 10 11 12 N hydr
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8. Colson G, Raboult L, Lavelle F,
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