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• W2086588077 abstract "first_page settings Order Article Reprints Font Type: Arial Georgia Verdana Font Size: Aa Aa Aa Line Spacing:    Column Width:    Background: Open AccessShort Note 5-(1-Acetamido)benzyl-5-methyl Imidazolidin-2,4-dione by S. Thennarasu * and P. T. Perumal Organic Chemistry Laboratory, Central Leather Research Institute, Adyar, Chennai-600020, Tamil Nadu, India * Author to whom correspondence should be addressed. Molbank 2003, 2003(3), M326; https://doi.org/10.3390/M326 Received: 3 July 2002 / Accepted: 25 October 2002 / Published: 3 May 2003 Download Download PDF Download PDF with Cover Download XML Download Epub Download Supplementary Material Versions Notes A general two-step method for the synthesis of 5,5-disubstituted imidazolidin-2,4-diones has been reported elsewhere [1].A one-pot preparation of the title compound 3 was achieved by treating L-phenylglycine (1) with a mixture of acetic anhydride and pyridine, followed by conversion of the acetamido ketone derivative 2 to the hydantoin 3. Compound 1 (3.2 g, 20 mmol) was dissolved in a solution of acetic anhydride (15 mL) and pyridine (10 mL), and subjected to pulsed microwave irradiation for a total period of 2 min., using a household microwave oven (BPL-SANYO BMO-700T) with an operating power level of 700W/250V/50Hz. After removing the solvent under reduced pressure, potassium cyanide (1.95 g, 30 mmol), commercial ammonium carbonate (4.78 g, 60 mmol) and water (100 mL) were added. The reaction mixture was heated under reflux for 9 hrs and concentrated under reduced pressure. The colorless solid obtained was crystallized from 3 N HCl - ethanol (3:1) mixture to afford 3. Yield: 72%, mp.: 232-235°C.IR ν (KBr pellet): 3346, 3066, 1713, 1720, 1661, 1526, 1400, 1371,1130 cm-1.1HNMR δ (200 MHz; DMSO-d6): 1.17 (s, 3H), 1.84 (s, 3H), 5.10 (d, 1H, 9.78 Hz), 7.29-7.35 (m, 5H), 7.86 (s, 1H), 8.41 (d, 1H, 9.79 Hz), 10.58 (s, 1H). 13CNMR δ (50 MHz; DMSO-d6): 21.39, 22.39, 55.91, 64.89, 127.31, 127.74 (2C), 128.27 (2C), 137.93, 156.60, 168.67, 176.96.MS (m/z): 262 (M+1), 261 (M+), 218 (0.01), 203 (0.03), 191 (0.01), 174 (0.18), 158 (0.06), 148 (34.34), 130 (0.49), 113 (4.05), 106 (100), 89 (1.32), 79 (18.71), 77 (14.82), 65 (1.04), 42 (70.55). Supplementary materialsSupplementary File 1Supplementary File 2Supplementary File 3ReferenceThennarasu, S.; Perumal, P.T. Indian J. Chem. Sec. B 2001, 40B, 1174–1176.Sample Availability: Available from MDPI. © 2003 MDPI. All rights reserved. Share and Cite MDPI and ACS Style Thennarasu, S.; Perumal, P.T. 5-(1-Acetamido)benzyl-5-methyl Imidazolidin-2,4-dione. Molbank 2003, 2003, M326. https://doi.org/10.3390/M326 AMA Style Thennarasu S, Perumal PT. 5-(1-Acetamido)benzyl-5-methyl Imidazolidin-2,4-dione. Molbank. 2003; 2003(3):M326. https://doi.org/10.3390/M326 Chicago/Turabian Style Thennarasu, S., and P. T. Perumal. 2003. 5-(1-Acetamido)benzyl-5-methyl Imidazolidin-2,4-dione Molbank 2003, no. 3: M326. https://doi.org/10.3390/M326 Find Other Styles Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here. Article Metrics No No Article Access Statistics For more information on the journal statistics, click here. Multiple requests from the same IP address are counted as one view." @default.
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