N-(3-(4-(4-Tert-butylphenyl)-1H-1,2,3-triazol-1-yl)propyl)-5-(3,4dichlorophenyl)-1H-imidazol-2-amine (BS-340): Cl Cl N N H N H N N N Yield: 91 %. 1 H NMR (300 MHz, DMSO-d6): δ = 10.68 (br s, 1H), 8.53 (s, 1H), 7.82 (s, 1H), 7.73 (d, J = 7.9 Hz, 2H), 7.57 (m, 1H), 7.43 (m, 3H), 7.25 (s, 1H) 6.02 (m, 1H), 4.48 (t, J = 6.73 Hz, 2H), 3.20 (m, 2H), 2.14 (m, 2H), 1.30 (s, 9H). 13 C NMR (75.5 MHz, DMSO-d6): δ = 150.2, 146.2, 131.0, 130.3, 128.0, 126.6, 125.5 (×3), 124.8 (×3), 124.7, 123.4, 121.0 (×2), 104.1, 47.3, 39.6, 34.2, 31.0 (×3), 29.9.HRMS (EI) C24H26Cl2N6, calcd 468.1596, found: 468.1602. 5-(3,4-Dichlorophenyl)-N-(3-(4-(thiophen-3-yl)-1H-1,2,3-triazol-1-yl)propyl)-1Himidazol-2-amine (BS-341): Cl Cl N N H N H N N N Yield: 80 %. 1 H NMR (300 MHz, DMSO-d6): δ = 10.67 (br s, 1H), 8.46 (s, 1H), 7.82 (m, 2H), 7.63 (m, 1H), 7.58 (m, 1H), 7.51 (m, 2H), 7.26 (s, 1H) 6.02 (m, 1H), 4.47 (t, J = 6.8 Hz, 2H), 3.19 (m, 2H), 2.14 (m, 2H). 13 C NMR (75.5 MHz, DMSO-d6): δ = 151.3, 142.8, 132.1 (×2), 131.0, 130.0, 127.0, 126.5, 125.7, 124.7, 123.4, 121.1, 120.6 (×2), 104.1, 47.3, 39.5, 29.9. HRMS (EI) C18H16Cl2N6S, calcd 418.0534, found: 418.0522. 5-(4-Bromophenyl)-N-(2-(4-cyclopropyl-1H-1,2,3-triazol-1-yl)ethyl)-1H-imidazol- 2-amine(BS-342): Br N H N N H N N N Yield: 78 %. 1 H NMR (300 MHz, DMSO-d6): δ = 10.56 (br s, 1H), 7.80 (s, 1H), 7.60 (d, J = 7.3 Hz, 2H), 7.43 (d, J = 7.3 Hz, 2H), 7.14 (s, 1H), 5.93 (m, 1H), 4.49 (t, J = S
5.48 Hz, 2H), 3.59 (m, 2H), 3.16 (d of d, J = 5.2, 1.4 Hz, 1 H), 0.87 (m, 2H), 0.69 (m, 2H). 13 C NMR (75.5 MHz, DMSO-d6): δ = 150.4, 148.7 (×3), 131.0, 130.9, 125.3, 120.9 (×3), 117.4, 48.9, 42.8, 7.5 (×2), 6.5. HRMS (EI) C16H17BrN6, calcd 372. 0698, found: 372.0689. 4.9 Representative NMR spectra 4.9.1 1 H and 13 C NMR spectra of bs-272 170 167.5180 9.0686 9.0591 9.0535 8.9901 8.9844 8.9694 8.9637 Integral 160 1.9907 9.0 154.7139 148.2373 150 140 137.6005 8.0015 7.7800 7.7505 7.7216 7.6921 7.3908 7.3745 7.3701 7.3544 1.0890 8.0 3.9124 131.4039 129.3129 0.9792 122.9491 N Br 130 N Br 7.0 N 120 N 111.5523 N OH 110 N OH Br Br 6.0 N 3 100 N 3 90.3697 90 (ppm) 4.9593 4.9109 4.8569 4.8086 2.0000 5.0 (ppm) 80 4.0 70 62.5832 8.6996 60 3.4617 3.4378 3.3788 3.3437 3.3217 3.2991 3.0 50 47.9135 40.0332 39.7568 39.4768 39.2005 38.9205 27.0036 40 2.0 30 1.6835 1.6609 1.6377 1.9439 20 1.0 10 0.0 0
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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
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2.11.3 10.4329 0.7429 151.5720 10.0
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[21] Matz C, McDougald D, Moreno A.
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Chapter-3 Structure Activity Relati
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imidazoles, where the addition of a
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3.4 Result and Discussion It was fo
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