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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 17
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Original Articles

Nucleophilic Substitution of 7-Chloro-1-Methyl-4-Quinolone

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Pages 2507-2513 | Received 04 Jan 1995, Published online: 23 Sep 2006

References

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  • Compound 1 was obtained (96%) by methylation of commercial 7-chloro-4-hydroxyquinoline following the procedure described in ref. 2 for preparation of 1 -methyl-4-quinolone. Spectroscopic data of compound 1: mp 225-227 °C (CH2C12). nmu (KBr) 1625, 1580, 809 cm-l; dH (CDCl3, 200 MHz) 3.81 (s, 3 H); 6.27 (d, J= 7.7 Hz, 1H); 7.36 (dd, J= 8.7 and 1.8 Hz, 1 H); 7.45 (d, J=1.8 Hz, 1 H); 7.64 (d, J=7.7 Hz, 1 H); 8.30 (d, J=8.7 Hz, 1 H); dc (CDCl3, 200 MHz): 40.62 (c); 110.47 (d); 115.17 (d); 124.31 (d); 125.21 (s); 128.45 (d); 138.56 (s); 141.20 (s); 144.01 (d); 177.40 (s). (Found: M, 193.0324 C10H8NOCl requires M, 193.0204). (Found: C, 62.03; H, 4.06; N, 6.87 C10H8NOCl requires C, 62.02; H, 4.16; N, 7.23)

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