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Yield: 67 %. 1 H NMR (300 MHz, DMSO-d6) : δ = 9.10 (m, 2H), 8.38 (s, 1H), 8.16 (s, 1H), 8.02 (m, 3H), 7.88 (m, 1H), 7.59 (m, 2H), 7.44 (m, 1H), 5.05 (s, 2H), 3.42 (m, 4H). 13 C NMR (75.5 MHz, DMSO-d6): δ = 167.5, 154.9, 148.5, 135.0, 132.9, 132.1, 128.4, 128.2, 127.5, 127.1, 126.7 (×2), 124.1, 111.9, 90.8, 62.6, 48.2 (×2). 1-(3-Azidopropyl)-2-(4-bromophenyl)-2-hydroxy-2,3-dihydro-1H-imidazo[1,2a]pyrimidin-4-ium bromide (BS-272) N Br N N OH Yield: 76 %. 1 H NMR (300 MHz, DMSO-d6) : δ = 9.06 (d of d, J = 1.62, 4.60 Hz, 1H), 8.98 (d of d, J = 1.62, 6.24 Hz,1H) 8.00 (s, 1H), 7.72 (m, 4H), 7.37 (m, 1H), 4.85 (m, 2H), 3.37 (m, 4H), 1.66 (m, 2H). 13 C NMR (75.5 MHz, DMSO-d6): δ = 167.5, 154.7, 148.2, 137.6, 131.4(×2), 129.3 (×2), 122.9, 111.5, 90.3, 62.5, 47.9, 38.2, 27.0. 1-(2-Azidoethyl)-2-(3,4-dichlorophenyl)-2-hydroxy-2,3-dihydro-1H-imidazo[1,2a]pyrimidin-4-ium bromide (BS-273) N Br N Br N OH Yield: 78 %. 1 H NMR (300 MHz, DMSO-d6) : δ = 9.12 (m, 2H), 8.20 (s, 1H), 8.09 (s, 1H), 7.79 (m, 2H), 7.43 (m, 1H), 4.93 (m, 2H), 3.42 (m, 4H). 13 C NMR (75.5 MHz, DMSO-d6): δ = 167.5, 154.9, 148.3, 139.0, 132.2, 131.3, 130.5, 129.5, 127.4, 112.1, 89.8, 62.5, 48.0 (×2). Cl N 3 N 3 Cl
1-(3-Azidopropyl)-2-(3,4-dichlorophenyl)-2-hydroxy-2,3-dihydro-1Himidazo[1,2-a]pyrimidin-4-ium bromide (BS-274) N Br N N OH Yield: 81 %. 1 H NMR (300 MHz, DMSO-d6) : δ = 9.07 (m, 1H), 8.97 (m,1H) 8.12 (s, 1H), 8.08 (Br s, 1H), 7.97 (m, 2H), 7.38 (t, J = 4.92 Hz, 1H), 4.86 (m, 2H), 3.37 (m, 4H), 1.68 (m, 2H). 13 C NMR (75.5 MHz, DMSO-d6): δ = 167.5, 154.7, 148.1, 139.2, 132.2, 131.3, 130.6, 129.3, 127.4, 111.6, 89.8, 62.4, 47.8, 38.3, 26.9. 1-(2-Azidoethyl)-2-(4-chlorophenyl)-2-hydroxy-3-p-tolyl-2,3-dihydro-1Himidazo[1,2-a]pyrimidin-4-ium bromide (BS-299) N Br N Cl N OH Yield: 42 %. 1 H NMR (300 MHz, DMSO-d6) : δ = 9.19 (d, J = 3.06 Hz, 1H), 8.55 (d, J = 5.43 Hz, 1H), 7.71 (d, J = 8.52 Hz, 2H), 7.70 (s, 1H), 7.55 (d, J = 8.49 Hz, 2H), 7.38 (m, 1H), 7.42 (d, J = 7.80 Hz, 2H), 7.08 (d, J = 7.80 Hz, 2H), 6.10 (s, 1H), 3.36 (m, 4H), 2.33 (s, 3H) 13 C NMR (75.5 MHz, DMSO-d6): δ = 168.2, 156.1, 146.9, 139.5, 135.9, 134.4, 129.4 (×6), 128.4 (×2), 124.4, 112.8, 93.5, 74.9, 47.9, 41.0, 20.7. 1-(2-Azidoethyl)-2-(4-fluorophenyl)-2-hydroxy-2,3-dihydro-1H-imidazo[1,2a]pyrimidin-4-ium bromide (BS-300) N Br N N OH F Cl Cl N 3 N 3 N 3
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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
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(75.5 MHz, CDCl3): δ = 167.7, 154.
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N Br N N C 14H 29 OH Cl Yield: 90 %
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2-(3,4-Dichlorophenyl)-2-hydroxy-1-
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N Br N N C 8H 17 OH NO 2 Yield: 49
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C3H7 HN N N H Cl Cl Yield : 70 %. 1
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(s, 1H), 3.16 (s, 3H), 1.80 (m, 2H)
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5-(4’-Nitrobiphenyl-4-yl)-N-octyl
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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 and 136: 3.10 Representative NMR spectra 3.1
Page 137 and 138: 3.11 References [1] (a) Alvi K. A,
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: Yield: 69 %. 1 H NMR (300 MHz, CDCl
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-
Page 200 and 201: 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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