Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 18711-15-4, name is 4,6-Dichloroisatin, A new synthetic method of this compound is introduced below., Product Details of 18711-15-4
Example 15,7-Dichloro-4-(5-chloro-2-methoxyphenyl)-3-hydroxy-2(1H)-quinolinone and its regioisomer 5,7-dichloro-3-(5-chloro-2-methoxyphenyl)-4-hydroxy-2(1H)-quinolinone A mixture of 4,6-dichloro-1 H-indol-2,3-dione (6.48 g, 0.03 mol), 5-chloro-2-methoxy-[N-(4-methylphenyl)hydrazonomethyl]phenyl (10.65 g, 0.0315 mol, 1.05 eq.) and NaOMe (90 mL of 1.0 M solution in methanol) in methanol (150 mL) was heated at reflux temperature for 3 hours. The reaction mixture was cooled and the solid was collected by filtration and washed with methanol (3 x 10 mL). The solid was suspended in 0.5 N HCl solution (500 mL), stirred for 20 minutes then filtered, washed with water (3 x 50 mL) and dried to yield 2.76 g of the desired isomer 5,7-dichloro-4-(5-chloro-2-methoxyphenyl)-3-hydroxy-2(1H)-quinolinone.1H NMR (300 MHz, DMSO-d6) delta: 7.39 (dd, 1H, J = 2.7, 8.8 Hz), 7.36, (1H, d, J = 2.2 Hz), 7.23 (1H, d, J = 2.2 Hz), 7.15 (1H, d, J = 2.2 Hz), 7.02 (1H, d, J = 8.9 Hz), 3.64 (3H, s), 12.53 (1H, bs), 9.79 (1H, bs).13C NMR (75 MHz, DMSO-d6) delta: 157.2, 156.0, 145.4, 135.4, 130.2, 130.0, 130.0, 128.8, 126.3, 124.5, 123.6, 118.5, 116.6, 114.4, 112.2, 55.7. UV(abs. ethanol at 5.2 x 10-4 g/100 mL) lambdamax: 232 (1107), 336 (299) , 288 (292), 322 (289) and 310 (221); MS (DCI): 370 (MH+); IR (KBr, cm-1): 3500-2400, 1665, 1300-1200 and 1020. [] Anal. calcd. for C16H10Cl3NO3 C, 51.85;H, 2.72;N, 3.78.FoundC, 51.89;H, 2.81;N, 3.74. The filtrate from the above reaction mixture was added to 0.5 N HCl solution (1500 mL) with stirring. The product which precipitated from the acidified mixture was collected by filtration and dried to yield 8.11 g of a mixture (6:1) of the regioisomer 5,7-dichloro-3-(5-chloro-2-methoxyphenyl)-4-hydroxy-2(1H)-quinolinone and some of the desired product. A sample of the purified regioisomer had the following characteristics:1H NMR (300 MHz, DMSO-d6) delta: 11.70 (1H, s), 10.08 (1H, s), 7.37 (1H, dd, J = 2.7, 8.9 Hz), 7.29 (2H, d, J = 1.6 Hz), 7.13 (1H, d, J = 2.6 Hz), 7.05 (1H, d, J = 8.9 Hz), 3.68 (3H, s);13C NMR (75 MHz, DMSO-d6) delta: 156.9, 141.2, 134.3, 132.2, 131.6, 128.9, 124.1, 123.6, 113.8, 113.1, 55.7; UV(abs. ethanol at 4.8 x 10-4 g/100 mL) lambdamax: 234 (1480), 296 (373) and 326 (300) nm; MS (DCI): 370 (MH+); IR (KBr, cm-1): 3500-2500, 1660 and 1250. [] Anal. calcd. for C16H10Cl3NO3 C, 51.85;H, 2.72;N, 3.78.FoundC, 52.01;H, 2.76;N, 3.80.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.