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Chapter – 5 Synthesis and Characterization….. 5.7 PLAUSIBLE REACTION MECHANISM H H H O N + R1 H R 2 + H + O O NH O NH OH - H 2 O + H + + H O + H H H N + R1 H R 2 H 2 O + H + H H N R2 N + H R1 Department of Chemistry, Saurashtra University, Rajkot – 360 005 293 N : O NH R 1 R 2 : R 1 OH + H + H + + H + HO H HO H - H + H R 2 - H + H R1 N : O R 2 NH O OH + H NH N R1 O O NH N R1 OH H R 2 R 2
Chapter – 5 Synthesis and Characterization….. 5.8 EXPERIMENTAL 5.8.1 PREPARATION OF 4-HYDROXY COUMARIN It was prepared according to the method reported by Shah et. al. a Yield - 55 %, MP - 210-212°C (210-212°C a ). 5.8.2 GENERAL PROCEDURE FOR THE PREPARATION OF 4- (SUBSTITUTED ANILINO) COUMARIN Mixture of 0.1 mole of 4-hydroxy coumarin and 0.1 mole of appropriately substituted primary amine was irradiated neat under microwave irradiation using domestic microwave oven (LG MS-192 W) for desired time at 320 Watt. The reaction mixture was cooled to room temperature and methanol was added to it. The separated solid was filtered and washed with methanol. It was dried and recrystallized with dimethylformamide to give 4- (substituted anilino) coumains. Required reaction time and obtained results are summarized as under. Code No. Reaction Time (min.) 320 Watt % yield Code No. Reaction Time (min.) 320 Watt % yield AAC-1 6.0 81 AAC-8 6.4 91 AAC-2 4.1 85 AAC-9 5.3 83 AAC-3 6.3 79 AAC-10 7.3 80 AAC-4 5.2 88 AAC-11 7.1 79 AAC-5 5.5 84 AAC-12 7.0 88 AAC-6 4.3 90 AAC-13 5.2 84 AAC-7 6.2 77 a A. K. Shah, N. S. Bhatt and V. M. Thakor; Curr. Sci., 1984, 53(24), 1289. Department of Chemistry, Saurashtra University, Rajkot – 360 005 294
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Saurashtra University Re - Accredit
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Statement under O. Ph. D. 7 of Saur
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ACKNOWLEDGEMENT It is a moment of g
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Jignesh Lunagariya, Hitesh Sarvaiya
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CONTENT Content General Remarks 6 A
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Content 3.2 Reaction scheme 149 3.3
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5.14 Conclusion 313 5.15 Spectral r
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MF Molecular Formula MW Molecular W
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GABA Gamma Amino Butyric Acid MES M
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PART - A STUDIES ON 2-METHYL INDOLI
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Part-A Studies on 2-methyl indoline
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CHAPTER - 1 PREPARATION AND YIELD O
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Chapter - 1 Preparation and Yield o
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Chapter - 2 Microwave assisted simp
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Part - B Studies on isatin derivati
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CHAPTER - 3 PREPARATION OF SMALL LI
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Chapter - 3 Preparation of small li
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CHAPTER - 4 STUDIES ON DIFFERENT TY
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Chapter - 4 Studies on different ty
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Chapter - 6 Biological evaluation o
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Chapter - 6 Biological evaluation o
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Summary Synthesis and biological pr
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Summary Synthesis and biological pr
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Conferences / Seminar / Workshop At
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