Category: 18711-15-4

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 18711-15-4 as follows. category: indolines-derivatives

At room temperature, to a solution of the intermediate I-2 (5.0 g, 23.1 mmol) prepared by the above peparation example I(2) in 75 mL 1N NaOH (aq) was added portionwise hydrogen peroxide (28% v/v, 10 mL). The reaction mixture was filtered after stirring for 2 hours to remove insoluble dark brown solid. The filterate was then carefully acidified to pH 2 by conc. hydrochloric acid. The formed yellow precipitates were collected, washed with water, and dried in vacuo. The objective compound (3.90 g, 82%) was obtained as ivory-colored solid by recrystalization from benzene: TLC Rf=0.1 (EtOAc:n-hexane=1:1); m.p. 188-189 C.; 1H NMR (DMSO-d6) delta 6.76 (d, J=1.9 Hz, 1H, ArH), 6.85 (d, J=1.9 Hz, 1H, ArH); MS (EI) m/e 206 [M+], 162 [M+-CO2].

According to the analysis of related databases, 18711-15-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 18711-15-4,Some common heterocyclic compound, 18711-15-4, name is 4,6-Dichloroisatin, molecular formula is C8H3Cl2NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A reaction flask with high vacuum valve was charged with 2-amino-N?-arylbenzohydrazides (1.0 mmol), 4-halogenated isatins (1.0 mmol), CuI (10 mg, 0.05 mmol), and Cs2CO3 (650 mg, 2.0 mmol). After being degassed by three freeze-thaw pump cycles, THF (10.0 mL) was injected into the mixture. And then, the reaction mixture was stirred at reflux for 10-16 h before reaching completion, which was monitored by TLC. The solvent was recovered by distillation under reduced pressure, and the residue was purified by chromatography over silica gel to give 3 using ethyl acetate and petroleum ether (1:2) as an eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,6-Dichloroisatin, its application will become more common.

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.

Reference of 18711-15-4, A common heterocyclic compound, 18711-15-4, name is 4,6-Dichloroisatin, molecular formula is C8H3Cl2NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 15; Process for producing =l, 6-dichlot(at)o-3-(at)(at)5, 6-dimethyl-7-(3-morpholine–l yl- propyl)-7H pyrrolo-(at)2,3-dJpyrimidine-(at) ylJ-hydrazonoJ-1,3-dihyd(at)o-indole-2-on. 108 mg (0.5 millimole) of 4,6-dichloro-isatin was added to 152.2 mg (0.5 millimole) of [5,6-dimethyl-7-(3-morpholine-4-yl-propyl)-7H-pyrrolo[2,3- d]pyrimidine-4-yl]-hydrazine (Example 11) and the mixture was refluxed in 4 ml of ethanol. The precipitated orange yellow crystals were filtered then washed with ethanol and hexane (102 mg; 40 %).

The synthetic route of 18711-15-4 has been constantly updated, and we look forward to future research findings.

Application of 18711-15-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 18711-15-4, name is 4,6-Dichloroisatin, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4,6-dichloroisatine (7.2 g, 33 mmol) in THF (120 ml) was dropwise added under nitrogen atmosphere to 3,4-dichlorophenylmagnesium bromide (200 ml, 0.5 M in THF). The mixture was stirred 4 h at 70 C, then NH4Claq was added. After extraction in EtOAc, the organic phase was washed three times with NaOH 1 N, then dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel (cyclohexane/EtOAc = 8/2) to give 11 (6.73 g, 56%) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 4,6-Dichloroisatin. I believe this compound will play a more active role in future production and life.

18711-15-4, name is 4,6-Dichloroisatin, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 4,6-Dichloroisatin

1.8 g of Grignard magnesium are placed in 19 ml of anhydrous ethyl ether in a round-bottomed flask equipped with a mechanical stirrer, and under a stream of nitrogen. A mixture of 8.9 ml of 4-bromotrifluoromethylbenzene in 46 ml of anhydrous ethyl ether is then added. The mixture is stirred for one hour, followed by addition of a solution of 5.7 g of 4,6-dichloro-1H-indole-2,3-dione in 100 ml of anhydrous THF. The mixture is stirred at room temperature for 4 hours 30 minutes. Water is added and the resulting mixture is extracted with ethyl acetate. The organic phase is separated out and dried over Na2SO4, filtered and evaporated under vacuum. The residue is taken up in ethyl acetate and washed with 1N sodium hydroxide solution. The organic phase is dried over Na2SO4, filtered and evaporated under vacuum. The solid is taken up in ethyl ether and filtered off. 4.7 g of expected product are obtained.

The synthetic route of 18711-15-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2010/210662; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 18711-15-4, name is 4,6-Dichloroisatin, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 18711-15-4

3) Intermediate I-3; 2-amino-4,6-dichloro benzoic acid; At room temperature, to a solution of the intermediate I-2 (5.0 g, 23.1 mmol) prepared by the above peparation example I(2) in 75 mL 1N NaOH (aq) was added portionwise hydrogen peroxide (28 % v/v, 10 mL). The reaction mixture was filtered after stirring for 2 hours to remove insoluble dark brown solid. The filterate was then carefully acidified to pH 2 by conc. hydrochloric acid. The formed yellow precipitates were collected, washed with water, and dried in vacuo. The objective compound (3.90 g, 82 %) was obtained as ivory-colored solid by recrystalization from benzene: TLC Rf = 0.1 (EtOAc:n-hexane = 1:1); m.p. 188 – 189 C; 1H NMR (DMSO-d6) delta 6.76 (d, J = 1. 9 Hz, 1H, ArH), 6.85 (d, J = 1. 9 Hz, 1H, ArH); MS(EI) m/e 206[M+], 162[M+-CO2].

The synthetic route of 4,6-Dichloroisatin has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; EP1650190; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem