Category: indolines-derivatives

Adding a certain compound to certain chemical reactions, such as: 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 39603-24-2, Computed Properties of C10H9NO2

General procedure: A solution of an isatin (3) (1 mmol), a C-H acidderivative (2) (1 mmol), and naphthalen-1-amine (1)(1 mmol) was heated at 80 C in acetic acid (5 mL)for 24 h. After completion of the reaction as indicatedby TLC (MeOH/AcOEt, 1:4), the residue wasfiltered and washed successively with gl. acetic acid andCHCl3 (3 × 10 ml). The crude product thus obtainedwas crystallized from MeOH or EtOH and dried atroom temperature. The final product was obtained as a powder.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5,7-Dimethylindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 446292-08-6, Product Details of 446292-08-6

Put the compound of formula II (42.1g), ethanol (252mL), and n-butylamine (47.2g, 8eq) into the reaction flask, warm the temperature to 75-80 C, and hold the reaction for 8-12 hours. After the reaction is completed, cool the reaction solution to 0 to 5 C, heat and stir for 1 hour, filter the obtained solid,The filter cake was rinsed with ethanol (20 mL) and dried to obtain the intermediate compound of formula I (23.3 g), purity (HPLC) 99.57%, and yield 80%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

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. 320734-35-8, name is 7-Bromooxindole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 7-Bromooxindole

To a solution of 7-bromo-l,3-dihydro-2H-indol-2-one (200 mg, 0.94 mmol) in DMF (5 mL) were added cesium carbonate (676 mg, 2.07 mmol) and iodomethane (294 mg, 2.07 mmol). The reaction mixture was stirred at ambient temperature for 18 h, then partitioned between H2O (50 mL) and EtOAc (100 mL). The organic extract was dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexane: EtOAc – 100:0 to 85:15, to give the title compound. MS: mlz = 254 (M + 1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 320734-35-8.

Reference of 3485-84-5, These common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, 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.

In a reactor, 2 g of the compound obtained in Step A, 2 eq. of N-vinylphthalimide, 1.25 eq. of diisopropylethylamine and 0.05 eq. of palladium tetrakis(triphenylphosphine) are introduced into toluene and heated at reflux. The reaction is continued at reflux for 12 hours and then the reaction mixture is cooled to ambient temperature. Ethyl acetate is added, and then washings with water and IN HCl solution are carried out. After evaporating off the solvents, the residue obtained is purified by chromatography on silica gel (eluant:dichloromethane/heptane 1/1, and then dichloromethane) to yield the title product in a yield of 80% and with a chemical purity of more than 95%.Melting point: 146 C.

The synthetic route of 3485-84-5 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. 3676-85-5, name is 5-Aminoisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., SDS of cas: 3676-85-5

Example 250Preparation of rac (2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-amide To a stirred solution of thionyl chloride (2 mL), rac (2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (110 mg, 0.24 mmol) was added and the mixture was stirred at rt for 2 hrs. The excess thionyl chloride was removed and the residue was dissolved in methylene chloride (5 mL) and 5-amino-isoindole-1,3-dione (Aldrich, 0.30 mmol) was added followed by the addition of triethylamine (0.2 mL). The mixture was stirred overnight. The solvent was removed and the residue was purified on an ISCO machine (24 g column, eluent, 40-80% EtOAc/hexanes) to give a pale yellow solid. 10 mg.MS (ES+) m/z Calcd: [(M+H)+]: 611, found: 611

The synthetic route of 3676-85-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5332-26-3, Product Details of 5332-26-3

To a stirred solution of 26 (50.0 g, 0.142 mol) in THF (500 mL) was added NaHMDS (2 M in THF, 106.2 mL, 0.213 mol) at 0 C and the resultant mixture was stirred for about 30 min. Then 2-(bromomethyl)isoindoline-1,3-dione (17; 41.0 g, 0.171 mol) was added at 0 C and the resultant reaction mixture was stirred for about 30 min. The reaction mixture was quenched with H2O (500 mL) at 0 C and extracted with EtOAc (2 × 500 mL). The combined organic layers were washed with H2O and brine, and concentrated to get the crude compound of 27, which was purified by column chromatography using PE/EtOAc (8.5:1.5) as eluent to afford the desired compound 27 as a colorless syrup; yield: 51 g (70%). 1H NMR (400 MHz, CDCl3): delta= 7.87-7.84 (m, 2 H), 7.78-7.75 (m, 2 H),7.42-7.33 (m, 5 H), 5.80 (br s, 1 H), 5.25-5.18 (m, 2 H), 4.32 (s, 2 H),4.18 (q, J= 7.2 Hz, 2 H), 3.74-3.61 (m, 2 H), 1.45 (s, 9 H), 1.19 (t, J= 6.8Hz, 3 H). 13C NMR (100 MHz, CDCl3): delta= 168.6, 168.5, 168.4, 155.5, 135.4,134.4, 131.6, 128.4, 128.3, 128.2, 123.7, 123.6, 79.3, 67.6, 62.1, 57.6,40.9, 38.7, 28.3, 13.7.LCMS: m/z= 511 [M + 1]. HRMS: m/z[M]+calcd for C27H31N2O8+: 511.2075; found: 511.2068.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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.

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. 2913-97-5, name is N-(2-Oxoethyl)phthalimide, A new synthetic method of this compound is introduced below., Safety of N-(2-Oxoethyl)phthalimide

A series of acceptor aldehydes was used to study the scope of the reaction. Results of reactions with oc,a-disubstituted aldehyde acceptors are shown in Table 7, hereinafter.Reactions with 2-ethylbutyraldehyde, cyclohexanecarboxaldehyde (c-CgHnCHO) , andcyclopentanecarboxaldehyde (C-C5H9CHO), providedaldol products at 4 °C and these product aldehydes were transformed to the corresponding methyl esters in good yields (62-75 percent from Compound 1) with high enantioselectivities (94-98percent ee) (entries 1, 3, and 4). The diastereoselectivities of the aldol reactions were also high (dr = >10:1 to 15:1) . The diastereomeric ratio of the aldol products decreased by epimerization at C2 when the compounds were stored or when they were purified by silica gel columnchromatography. [See (9) (b) Notz et al. , J”. Org. Chem. 2003, 68, 9624. (c) Cordova et al., J. Am. Chem. Soc. 2002, 124, 1866.] The column chromatography did not completely separate the anti-and syn-isomers of Compound 3 from each other.The reaction with di-n-butylacetaldehyde, an aldehyde bearing a bulky group, was slow at 4 °C and was performed at room temperature (rt; entry 2). This case also provided the desired product with high enantioselectivity (93percent ee). The reaction with a-dimethoxy acetaldehyde, available in aqueous solution, afforded the desired aldol product with low diastereoselectivity, but 86percent ee in the presence of water (entry 5).Thus, the aldol reaction of Compound 1 was efficient for the synthesis of a broad range of enantiomerically enriched y-branched-p-hydroxy-ot-amino acid derivatives. Results for reactions illustrated in Scheme 2 are shown in Table 7, again only Compound 1 acted as the donor.Table 7aCompound 2entryRproductdr (anti:syn)D1CHEt22b>10:12’CH(nBu)22c10:13c-CsH-j-i2d15:14C-C5H92e14:15″CH(OMe)22f5:1Compound 3entryRproductdr (antksyn)”ee (percent)6Yield (percent)c1CHEt23b>10:194752’CH(nBu)23c7:193683C-CgHn3d5:198734C-C5H93e16:1989625hCH(OMe)23f1:186 (syn, 68)69a Unless otherwise noted, a mixture of Compound 1 (2 mmol), acceptor aldehyde (10-20 mmol), and L-proline(0.6 mmol) in N-methylpyrrolidone (NMP) (1 mL) was stirred at 4 °C for 16-48 hours for the aldol reaction. See Scheme 2. b Diastereomeric ratio of Compound 2 determined by XH NMR analysis of the reaction mixture without purification. c Isolated yields of Compound 3 (from Compound 1). d Diastereomeric ratio of Compound 3 after purification using silica gel column chromatography, determined by “”H NMR analysis. e Enantiomeric excess of anti-Compound 3 determined by chiral-phase HPLC analysis, except noted. f The reaction was performed at rt. 9 The ee of anti-Compound 2e was determined by HPLC analysis of the corresponding oxime prepared with O-benzylhydroxylamine. h The reaction mixture included water.

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 61-70-1, 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. 61-70-1, name is 1-Methylindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: An oven-dried reflux tube equipped with a magnetic stir bar and a Teflon stopcock was charged with aryl halide (1 mmol), oxindole (1 mmol),potassium carbonate (1.1 mmol), catalyst nanoparticles (0.05 mmol)and 1,4-dioxane (2 ml) and heated at 70 C. The mixture was vigorously stirred under these reaction conditions and completion of the reaction was monitored by TLC (EtOAc: n-hexane, 25:75). After completion of the reaction, the reaction mixture was cooled to room temperature, the magnetic nanoparticles of the catalyst were collected using a magnet. Ethyl acetate (5 mL) and water (10 mL)were added to the mixture in the next step. The aqueous layer was furtherextracted by ethyl acetate (2*5 mL). The combined organic layerswere washed with saturated brine, dried over CaCl2, filtered, and concentrated to give a residue which was purified by recrystallization from ethanol and water or by column chromatography on silica gelusing EtOAc: n-hexane, 1:7.

The chemical industry reduces the impact on the environment during synthesis 1-Methylindolin-2-one. I believe this compound will play a more active role in future production and life.

Application of 435273-55-5, 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 435273-55-5 as follows.

Example 2: Synthesis of 5,6-dimethyldibenzo[crfj/lindol-4(5//)-one; 4-Bromo-2-methylisoindolin-l-one (60 mg, 0.26 mmol) obtained in Step 3 of Example 1, 2-acetylphenylboronic acid (51 mg, 0.32 mmol), tetrakis(triphenylphosphine)palladium (12 mg, 0.01 mmol), 2- (dicyclohexylphosphino)-2′-(N,N-dimethylamino)biphenyl (8 mg, 0.02 mmol) and cesium carbonate (259 mg, 0.80 mmol) were dissolved in a 1 m. of ethanol-2 mNo. toluene mixture and placed in a vessel. The vessel was sealed using a septum, and heated for 5 min at 120C and for 10 min at 150C is a microwave reactor and cooled to room temperature. The reaction mixture was filtered through a cellite column while washing with ethyl acetate, and the solvent was evaporated under a reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 5,6- dimethyldibenzoindol-4(5H)-one (52 mg (77%)).1H NMR (300 MHz, CDCl3) delta 8.56-8.53 (m, 2H), 8.08-8.05 (m, 2H), 7.79-7.76 (m, IH), 7.65-7.59 (m, 2H), 3.75 (s, 3H), 2.84 (s, 3H).

According to the analysis of related databases, 435273-55-5, the application of this compound in the production field has become more and more popular.