Category: indolines-derivatives

Electric Literature of 161596-47-0, 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 161596-47-0 as follows.

[0048] (S)-2-(oxiran-2-ylmethyl)isoindoline-1,3-dione (3.87 g, 19.06 mmol, 1.1 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in chlorobenzene (70 mL) respectively, then heated to 115 C. and lithium iodide (0.23 g, 1.72 mmol) was added. The mixture was reacted for 4 h, white solid was obtained by filtration (6.85 g, yield: 94.09%). [0049] ESI-MS (m/z): 422 (M+H), 444 (M+Na); [0050] 1HNMR (400 MHz, CDCl3) delta: 3.74 (m, 2H), 3.94 (m, 4H), 4.10 (m, 2H), 4.32 (s, 2H), 4.98 (m, 1H), 7.34 (d, 2H), 7.56 (d, 2H), 7.75 (m, 2H), 7.88 (m, 2H); [0051] HPLC: 98.91%.

According to the analysis of related databases, 161596-47-0, the application of this compound in the production field has become more and more popular.

Application of 1677-47-0,Some common heterocyclic compound, 1677-47-0, name is 4,5-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.

5,6-Dichloroanthranilic Acid This material was obtained from 4,5-dichloroisatin in 91% yield by the method of B. R. Baker, et al., J. Org. Chem., 17, 141 (1952).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,5-Dichloroisatin, its application will become more common.

Related Products of 304876-29-7, A common heterocyclic compound, 304876-29-7, name is 2′,3′,5′,6′-Tetrahydrospiro[indoline-3,4′-pyran]-2-one, molecular formula is C12H13NO2, 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.

Sodium hydride (8.00 mg of a 60% dispersion in mineral oil, 0.207 mmol) was added to a solution of 2′,3′,5′,6I-tetrahydrospiro[indole-3,4′-pyran]-2(lH)-one from Step A (35.0 mg, 0.172 mmol) in DMF (1 mL) at 0 0C. After 1 hr, tert-butyl bromoacetate (0.280 mL, 0.189 mmol) was added and the reaction warmed to ambient temperature. After 18 h, the reaction was partitioned between CH2Cl2 (10 mL) and saturated NH4CI (10 mL). The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS: m/z = 318 (M + 1).

The synthetic route of 304876-29-7 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 25128-35-2, 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. 25128-35-2, name is 2,3-Dioxoindoline-7-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

(1) Preparation of methyl 7-indolo[2,3-b]quinoxalinecarboxylate A suspension of 3.96 g of 1,2-phenylenediamine and 7.00 g of 7-isatincarboxylic acid in 70 ml of acetic acid was heated under reflux for an hour. After completion of the reaction, the reaction solution was allowed to cool to room temperature, followed by addition of water, and resulting precipitate was collected by filtration. The thus obtained 7-indolo[2,3-b]quinolinecarboxylic acid and 170 ml of thionyl chloride were refluxed for 2 hours, and the excess thionyl chloride was evaporated. The residue, after addition of 250 ml of methanol, was stirred overnight. After addition of water, the resulting precipitate was collected by filtration, and purified by silica gel column chromatography to give methyl 7-indolo[2,3-b]quinoxalinecarboxylate. m.p. 251-255 C. Yield 4.04 g.

The chemical industry reduces the impact on the environment during synthesis 2,3-Dioxoindoline-7-carboxylic acid. I believe this compound will play a more active role in future production and life.

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. 162100-55-2, name is 5-(Trifluoromethyl)indoline, A new synthetic method of this compound is introduced below., name: 5-(Trifluoromethyl)indoline

Example 22 5-Trifluoromethyl-1-(3-pyridylcarbamoyl)indoline (E22) The title compound was prepared as in the method of (Example 2) from 3-pyridylisocyanate and 5-trifluoromethylindoline (D43) to give (E22) (0.12 g, 38%) m.p. 188-189 C. NMR (DMSO-d6) delta: 3.28 (2H, t, J=8), 4.22 (2H, t, J=8), 7.31-7.37 (1H, m), 7.47-7.57 (2H, m), 7.95-8.03 (2H, m), 8.24 (1H, d, J=6), 8.75 (1H, s), 8.90 (1H, s). MH+ 308 C15 H12 N3 OF3 H+ requires 308

The synthetic route of 162100-55-2 has been constantly updated, and we look forward to future research findings.

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. 1677-47-0, name is 4,5-Dichloroisatin, A new synthetic method of this compound is introduced below., name: 4,5-Dichloroisatin

A 10 mL tetrahydrofuran solution of 3.02 g of 2-bromo-1-methoxy-4-methylbenzene was added dropwise under a nitrogen atmosphere to a suspension of 360 mg of magnesium in 10 mL of tetrahydrofuran, after which the reaction mixture was stirred for 30 minutes under heating and reflux, and then allowed to stand and cool to room temperature. 1.50 g of 4,5-dichloro-1H-indol-2,3-dione was added under ice cooling and a nitrogen atmosphere to a 40 mL tetrahydrofuran solution of 310 mg of sodium hydride, and the reaction mixture was stirred for 1 hour. After this, 20 mL of a previously prepared tetrahydrofuran solution of bromo(2-methoxy-5-methylphenyl)magnesium was added dropwise over a period of 20 minutes, and the reaction mixture was stirred for 4.5 hours at the same temperature, after which 50 mL of a saturated ammonium chloride aqueous solution was added, and the reaction mixture was stirred for 30 minutes at room temperature. After liquid separation, the aqueous layer was extracted with ethyl acetate (30 mL × 3), the combined organic layer was washed with saturated brine and dried with sodium sulfate, and the drying agent was then filtered off and the solvent was distilled off under reduced pressure. The residue thus obtained was stirred and washed with isopropyl ether and the solids were filtered off to obtain 1.23 g of the titled compound (yellow solid). MS (ESI pos.) m/z : 360([M+Na]+), (ESI neg.) m/z : 336([M-H]-) 1 H-NMR (200 MHz, DMSO-d6) delta (ppm); 2.31 (s, 3 H), 3.38 (s, 3 H), 6.64 – 6.87 (m, 3 H), 7.00-7.13 (m, 1 H), 7.42 (d, J=8.4 Hz, 1 H), 7.68 (d, J=2.2 Hz, 1 H), 10.61 (s, 1 H)

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.

Related Products of 13078-91-6, A common heterocyclic compound, 13078-91-6, name is 2-(Indolin-3-yl)ethanamine, molecular formula is C10H14N2, 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.

To a solution of tyrptamine (Ig, 6.25mmol) in DCM (lOmi) was added TFA (2m1) followed by sodium borohydride (475mg, 12.5mmol) and stirred overnight. The mixture was diluted with DCM and neutralised with sat. Na2CO3(aq). The organic phase wasseparated1 dried and concentrated to give 2-indolin-3-ylethanamine, a yellow oil. This was taken up in DCM (3Oml), triethylamine (0.90ml, 6.2mmol) added followed by BOC anhydride (1 .35g, 6.2mmol) and stirred overnight. The mixture was diluted with DCM and water. The organic layer separated, dried and concentrated onto silica. The compound was purified via column chromatography (gradient elution from 5-25%EtOAc in Pet. Ether) to give a yellow oil (684mg, 42%); 1H NMR (400 MHz,CHLOROFORM-cl) oe ppm 1.46 (s, 9K), 1.72 (m, I H), 1.90-2.04 (m, 1 H), 3.15-3.28(m, 2 H), 3.28 – 3.41 (m, 1 H), 3.58 – 3.77 (m, 1 H), 4.06 – 4.11 (m, I H), 4.57 (m, 1 H),6.90 – 6,99 (m, I H), 7.08 – 7.22 (m, 2 H), 7.37 – 8.06 (m, 1 H); LC-MS (ESl): (MW)263.2

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.

Synthetic Route of 20870-77-3,Some common heterocyclic compound, 20870-77-3, name is 4-Chloroindolin-2-one, molecular formula is C8H6ClNO, 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.

REFERENCE EXAMPLE 30 5.5 g of 4-chlorooxindole was dissolved in 80 ml of dioxane and 6.2 g of sodium borohydride was suspended in the resulting solution. 12.7 ml of trifluoroacetic acid (d=1.48) was added thereto dropwise at room temperature while stirring. After heat-refluxing the mixture for 4.5 hours, the solvent was removed therefrom under reduced pressure. Water was added to the residue and the water-insoluble materials were removed by filtration and washed with diethyl ether. The filtrate was extracted with diethyl ether and the ether layer was dried over anhydrous sodium sulfate followed by removing the solvent. The residue was distilled under reduced pressure to obtain 3.9 g of 4-chloroindoline as a colorless oily product having a boiling point of 135 C. at 10 mm Hg.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloroindolin-2-one, its application will become more common.

Reference of 120266-80-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 120266-80-0 name is 5-Aminoindolin-2-one hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

5-lsothiocyanato-1,3-dihydro-indol-2-one To a stirring solution of 5-amino-1,3-dihydro-indol-2-one hydrochloride (2 g, 10.83 mmol) and diisopropylethylamine (4.19 g, 32.49 mmol) in dry dichloromethane (100 ml) at 0 C under N2, thiophosgene (1.49 g, 10.83 mmol) in dichloromethane is added dropwise and stirred for 30 minutes. The reaction mixture is quenched with water (100 ml) and the layers are separated, the organic layer is washed with water (50 ml X2) and dried over anhydrous MgSO.to get the product as brown crystalline solid (2.03 g, 99.02 %); TLC: chloroform/methanol (9.5/0.5) Rf- 0.5; H-NMR (400 MHz, DMSO-d6): delta [ppm] 10.60 (s, 1H), 7.31 (s, 1H), 7.25 (d, J = 7.88 Hz, 1H), 6.82 (d, J = 8.24 Hz, 1H), 3.50 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Aminoindolin-2-one hydrochloride, and friends who are interested can also refer to it.

Synthetic Route of 25128-35-2, 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 25128-35-2 as follows.

Step 1: 2-amino-3-(methoxycarbonyl)benzoic acidTo a solution (0.4 M) of 2,3-dioxoindoline-7-carboxylic acid (1 eq.) in MeOH, HCl gas was bubbled and the reaction mixture was stirred at 800C for 2 h. After evaporation of the solvent, the resulting residue was diluted with CHCI3, washed with aqueous NaHC?3 (saturated solution), brine and dried. Evaporation of the solvent afforded a crude (MS (ES+) m/z 206 (M+H)+) that was dissolved in H2O2 (10%). To the resulting solution (0.2 M) was added an equal volume of aqueous NaOH (2.5% solution) and the reaction mixture was stirred at RT for 15 min. The reaction mixture was acidified with cone. HCl and the resulting precipitate was filtered off and washed with water to afford (88%) the title compound as white powder. 1H NMR (400 MHz, DMSO-ds, 300K) ? 3.82 (s, 3H), 6.60 (t, IH, J 7.4), 8.04 (m, 3H), 12.94 (bs, IH); MS (ES+) m/z 196 (M+H)+.

According to the analysis of related databases, 25128-35-2, the application of this compound in the production field has become more and more popular.