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N Br N N OH Cl Yield: 81 %. 1 H NMR (300 MHz, CDCl3): δ = 9.06 (d, J = 4.11 Hz, 1H), 8.84 (d, J = 6.21 Hz, 1H), 7.95 (s, 1H), 7.69 (d, J = 8.58 Hz, 2H), 7.55 (d, J = 8.55 Hz, 2H), 7.35 (t, J = 5.22 Hz, 1H), 4.64 (m, 2H), 3.89 (m, 1H), 2.73 (m, 2H), 1.91 (m, 2H), 1.66 (m, 2H). 2-Hydroxy-2-(4-methoxyphenyl)-1-octyl-2,3-dihydro-1H-imidazo[1,2a]pyrimidin-4-ium bromide (BS-175) N Br N N C 8H 17 OH OMe Yield: 77 %. 1 H NMR (300 MHz, CDCl3): δ = 9.02 (m, 1H), 8.84 (d, J = 6.3 Hz, 1H), 7.71 (s, 1H), 7.65 (d, J = 8.79 Hz, 2H), 7.30 (m, 2H), 7.01 (d, J = 8.79 Hz, 1H), 4.79 (s, 2H). 3.79 (s, 3H), 3.17 (m, 2H), 1.10 (m, 12H), 0.83 (t, J = 6.66 Hz, 3H). 13 C NMR (75.5 MHz, CDCl3): δ = 167.4, 159.7, 154.4, 148.2, 129.8, 128.4 (×2), 113.5 (×2), 111.0, 90.5, 62.5, 55.2, 40.5, 31.0, 28.2 (×2), 27.3, 25.8, 22.0, 13.8. 2-(4-Fluorophenyl)-2-hydroxy-1-octyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin- 4-ium bromide (BS-176) N Br N N C 8H 17 OH F Yield: 68 %. 1 H NMR (300 MHz, CDCl3): δ = 9.03 (d of d, J = 1.92, 4.71 Hz, 1H), 8.84 (d of d, J = 1.65, 6.3 Hz, 1H), 7.86 (s, 1H), 7.82 (m, 2H), 7.33 (m, 3H), 4.82 (s, 2H). 3.17 (m, 2H), 1.10 (m, 12H), 0.83 (t, J = 6.72 Hz, 3H). 13 C NMR (75.5 MHz, CDCl3): δ = 167.4, 164.1, 160.8, 154.5, 134.5 (×2), 129.5 (d), 115.3 (d), 111.2, 90.2, 62.5, 40.6, 31.0, 28.2 (×2), 27.3, 25.8, 21.9, 13.8.
2-(3,4-Dichlorophenyl)-2-hydroxy-1-octyl-2,3-dihydro-1H-imidazo[1,2a]pyrimidin-4-ium bromide (BS-177) N Br N N C 8H 17 OH Cl Cl Yield: 82 %. 1 H NMR (300 MHz, CDCl3): δ = 9.05 (d of d, J = 1.86, 4.62 Hz, 1H), 8.88 (d of d, J = 1.74, 6.27 Hz, 1H), 8.07 (s, 1H), 8.02 (s, 1H), 7.78 (s, 2H), 7.33 (m, 1H), 4.83 (m, 2H). 3.23 (m, 2H), 1.11 (m, 12H), 0.83 (t, J = 6.75 Hz, 3H). 13 C NMR (75.5 MHz, CDCl3): δ = 167.4, 154.6, 148.0, 139.4, 132.1, 131.2, 130.4, 129.4, 127.3, 111.3, 89.6, 62.3, 40.6, 31.0, 28.2 (×2), 27.2, 25.7, 21.9, 13.8. 2-(3-Bromophenyl)-2-hydroxy-1-octyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin- 4-ium bromide (BS-178) N Br N N C 8H 17 OH Br Yield: 53 %. 1 H NMR (300 MHz, CDCl3): δ = 9.04 (d of d, J = 1.86, 4.68 Hz, 1H), 8.87 (d of d, J = 1.62, 6.27 Hz, 1H), 8.01 (s, 1H), 7.93 (s, 1H), 7.77 (d, J = 7.86 Hz, 1H), 7.66 (d, J = 8.4 Hz, 1H), 7.46 (t, J = 7.92 Hz, 1H) 7.33 (m, 1H), 4.82 (m, 2H). 3.22 (m, 2H), 1.36 (m, 2H), 1.11 (m, 10H), 0.83 (t, J = 6.72 Hz, 3H). 13 C NMR (75.5 MHz, CDCl3): δ = 167.4, 154.6, 148.1, 140.9, 132.1, 130.4, 129.9, 126.0, 121.7, 111.2, 89.8, 62.5, 40.6, 31.0, 28.2 (×2), 27.2, 25.7, 21.9, 13.8. 2-Hydroxy-2-(naphthalen-1-yl)-1-octyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin- 4-ium bromide (BS-179)
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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
Page 37 and 38: Another route to 4(5)-acyl-2-amino-
Page 39 and 40: this series of compounds against th
Page 41 and 42: documented. Extra care is needed be
Page 43 and 44: Very recently the research group of
Page 45 and 46: OH a,b O N H2N N Boc N 3 H N R N N
Page 47 and 48: 1.12.2 Biofilm Growth Cycle 1) Plan
Page 49 and 50: can survive both the onslaught of a
Page 51 and 52: [26] Leadbeater, N. E. (2004) Chemi
Page 53 and 54: [86] Kreutzberger, A. (1962) J. Org
Page 55 and 56: Microwave Assisted Synthesis & Stru
Page 57 and 58: 2.1 Introduction As described in ch
Page 59 and 60: 2.3 Proposed Mechanism: Regarding t
Page 61 and 62: No. 12 60 120 traces 84 a All react
Page 63 and 64: the development of biofilm related
Page 65 and 66: In first instance, a series of 2-hy
Page 67 and 68: Br N N N R 1 OH Br N N N R 1 OH Fig
Page 69 and 70: do have a very strong effect agains
Page 71 and 72: 2.6 Conclusion In the present study
Page 73 and 74: 2.8 Biological assays 2.8.1 Static
Page 75 and 76: 2.9 Experimental protocol: 2.9.1 Ge
Page 77 and 78: temperature of 80 °C and a maximum
Page 79 and 80: 29.5,29.4, 29.2, 27.0, 22.6, 14.1.
Page 81 and 82: Yield: 78 %. 1 H NMR (300 MHz, CDCl
Page 83 and 84: 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: N Br N N C 14H 29 OH Cl Yield: 90 %
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 and 136: 3.10 Representative NMR spectra 3.1
Page 137 and 138: 3.11 References [1] (a) Alvi K. A,
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Copper Catalyzed Microwave Assisted
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4.1 Introduction There are only a f
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(Table-1, No- 6). Next reaction tem
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No. Product, Yield b (%) No. Produc
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4.4 Possible Mechanism Regarding th
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4.7 Experimental protocols 4.7.1 Ge
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Yield: 69 %. 1 H NMR (300 MHz, CDCl
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1-(3-Azidopropyl)-2-(3,4-dichloroph
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Yield: 84 %. 1 H NMR (300 MHz, DMSO
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1H), 1.66 (m, 6H), 1.70 (m, 2H). 13
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5.48 Hz, 2H), 3.59 (m, 2H), 3.16 (d
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4.10 References [1] For a general r
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Crystal and Molecular Structure Ana
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5.1 Introduction The membrane efflu
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oscillation range of 5˚ and proces
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C12-C13 1.372(4) C32-C37 1.390(3) C
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Fig.-3: Packing of the molecules wh
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1 H NMR (400 MHz CDCl3): δ = 7.57-
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5.9.2 13 C spectra of bs-DP-7
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SUMMARY The work represented in the
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CONFERENCES/SEMINARS/WORKSHOPS ATTE
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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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