Tag: M.W=100-200

Reference of 3891-07-4, The chemical industry reduces the impact on the environment during synthesis 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

Team, in a 50 mL round bottom flask,The thiacalix [4] arene (721 mg, 1. OO mmol) was added,N-Light ethyl phthalimide(1.75 g, 8.57 mmol),Triphenylphosphine (800 mg, 3.05 mmol),Dry tetrahydrofuran 20 mL,Ice bath,Then diethylazodicarboxylate (531 mg, 3.05 mmol) was slowly added dropwise,After the addition, the reaction was stirred at room temperature for 48h,Hot methanol 20mL by adding, cooling,Precipitation of a large number of white solid crude products,The crude product was purified by column chromatography (eluent: ethyl acetate / n-hexane, nu / nu = 1/4) to give a white product, 748 mg, in 70% yield.

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, 2-(2-Hydroxyethyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guizhou university; ZENG, XI; SUN, QIANG; ZHAO, YUANHUI; MOU, LAN; (27 pag.)CN104177351; (2016); B;,
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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. 480-91-1, name is Isoindolin-1-one, A new synthetic method of this compound is introduced below., Quality Control of Isoindolin-1-one

General procedure: Isoindolin-1-one (200 mg, 1.50mmol) was dissolved in super-dry DMSO (4 mL), and Cs2CO3 (1215 mg, 3.75 mmol), CuI (58 mg, 0.30mmol) and N1,N2-dimethylethane-1,2-diamine (27 mg, 33 muL, 0.30 mmol) were added to the solution.The resulting mixture was stirred at room temperature for 10 min, after which iodobenzene (2.25mmol) was added. Then the mixture was heated to 120 C. When TLC showed that isoindolin-1-onehad been fully converted, the reaction was stopped. The mixture was extracted with ethyl acetate (20mL) and H2O (10 mL). The water phase was re-extracted with ethyl acetate (20 mL). The organic layerwas combined and washed with brine (10 mL). Then the solution was dried over anhydrous MgSO4,filtered and concentrated, and the crude residue was purified by flash chromatography over silica gelusing CH2Cl2/CH3OH as the gradient elution to afford the title compounds.

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:
Article; Wang, Yixuan; Wang, Huiqiang; Jiang, Xinbei; Jiang, Zhi; Guo, Tingting; Ji, Xingyue; Li, Yanping; Li, Yuhuan; Li, Zhuorong; Molecules; vol. 24; 5; (2019);,
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Electric Literature of 3676-85-5, 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 3676-85-5 as follows.

Inthe above reaction scheme, the compound6and 7 was synthesized by literature procedure[2]. To a boiling ethanol solution (10 mL) of 7 (0.2 mmol, 30 mg) was added hydrazinehydrate 50% (0.2 mmol, 1 mL). Thereaction mixture was refluxed at 80 oC for 45 min. After completionof the reaction the reaction mixture was cooled in ice water bath, theprecipitate was collected and dried in room temperature. (Color: yellow solid;Yield: 25 mg (74%)). 1H-NMR spectrum of 8(DMSO-d6, 300MHz, ppm): delta 5.73 (s, 2H), 6.53 (s, 1H), 6.56 (s,1H), 7.30 (d, J = 8.4 Hz, 2H), 7.80 (s, 1H); 13C-NMRspectrum of 8 (DMSO-d6, 75MHz, ppm): delta 157.6, 154.3, 152.9, 128.8, 117.2, 119.3, 116.5, 106.0. 1 H-NMR spectrum of 7 (DMSO-d6,300 MHz, ppm): delta 5.54, (s 2H), 6.83 (dd, J = 6.1 Hz, 1H), 6.9 (d, J = 2.1 Hz, 1H), 7.48 (d, J = 8.4Hz, 1H), 7.58 (s, 1H), 10.24 (s, 1H).FTIR spectrum of 6, 7and8, FTIR (ATR)(nu,cm-1): 3317 (N-H), 1695 (C=O), 1543,1340 (N-O), 1070, 1301 (C-O), 715 (C-H); 3440 (N-H), 1710 (C=O), 1381, 1072 (C-O),746 (C-H) and 3740 (N-H), 1640 (C=O), 1407, 1072 (C-O), 719 (C-H),respectively. UV-Visible absorption of8(c 0.564¡Á10-4 mol/ L, C2H5OH); UV (C2H5OH)lambdamax(log epsilon) 273 (1.949).

According to the analysis of related databases, 3676-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Daniel Thangadurai; Nithya; Rakkiyanasamy; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 211; (2019); p. 132 – 140;,
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Electric Literature of 3891-07-4, These common heterocyclic compound, 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione, 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.

Preparation of Ethyl 4-[2-(PHTHALIMIDO) ETHOXY] ACEFOACETATE (X1 A 250 mL two-necked flask, equipped with a magnetic stirring bar, thermometer and a pressure equalized addition funnel was charged with 75 mL of tetrahydrofuran under nitrogen atmosphere. 7.53 g Sodium hydride (60% dispersed in oil) was added and the resulting suspension was cooled to-10 C and 20 g of N- (2-HYDROXYETHYL) PHTHALIMIDE was added slowly over 5 minutes. The resulting slurry was stirred at-10 C for 30 minutes. To this mixture a solution of 16.35 g ethyl 4-chloroacetoacetate in 30 ML of TETRAHYDRAFURAN was added at-10 C in 40 minutes. The reaction mixture was warmed to room temperature and then stirred at room temperature for 18 hours. The reaction mixture was placed in an ice bath and quenched by dropwise addition of 10 mL ethanol. The mixture was then poured into 150 mL of IN hydrochloric acid solution in crushed ice and 200 ML of ethyl acetate was added. The resulting mixture was transferred into a separatory funnel and the aqueous phase was separated. The organic phase was first washed with 70 mL of ethyl acetate was added. The resulting mixture was transferred into a separatory funnel and the aqueous phase was separated. The organic phase was first washed with 70 mL of 5 wt. % OF NAHC03 solution, then with 150 ML of water, dried over 5 G of MgS04. MgS04 was filtered off and the filtrate was concentrated in vacuo to give a light brown oily product. The oil was washed with 15 mL of hexane to remove the mineral oil to give 17.2 g of ethyl 4- [2- (phthalimido) ethoxy] acetoacetate light brown product. (yield 51%, rel. compound purity > 80%). IR (KBR, CM~L) : 2995 and 1716. 1H-NMR (CDC13) 6 7.76 (dd, 2H), 7.65 (dd, 2H), 4.11 (S, 2H), 4.02 (q, 2H), 3.80 (t, 2H), 3.70 (t, 2H), 3.37 (s, 2H), 1. 16 (t, 3H). 13C-NMR (CDC13) 8 201.7, 168.4, 167.2, 134.3, 132.2, 123.5, 75.6, 68.7, 61.6, 46.0, 37.4, 14.3.

The synthetic route of 3891-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EOS ECZACIBASI OZGUN KIMYASAL URUNLER SANAYI VE TICARET A.S.; WO2004/58711; (2004); A1;,
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Electric Literature of 2913-97-5, 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. 2913-97-5, name is N-(2-Oxoethyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 3 was prepared by the condensation of commercially available aminoacetaldehyde diethyl acetal with the phthalic anhydride (1:1 mol ratio), using toluene under reflux, in the presence of a catalytic amount of DMAP (yield 52percent) for 2 h. In the next step, 2-(2,2-diethoxyethyl)isoindoline-1,3-dione (3) underwent acid hydrolysis (sulphuric acid at 70percent) in reflux for 2 h. After the reaction was completed, it was allowed to reach at room temperature and was then cooled to induce precipitation. The formed precipitate was filtered on a sintered funnel with distilled water, yielding 55percent of the pure product. For the synthesis of 5a and 5b, 2-(1,3-dioxoisoindol-2-yl) acetaldehyde (4) reacted with thiosemicarbazide (in the ratio 1:1) (for 5a) or 4-phenyl-3-thiosemicarbazide (for 5b), in ethanol, under reflux with catalytic amount of HCl (4 drops) for 4 h. The reactions were followed by thin layer chromatographic plate analysis. The formed precipitate was filtered on a sintered funnel with ethanol to yield the pure product (yield 76percent for 5a and 70percent for 5b). 4.1.3.1 (E)-2-[2-(1,3-dioxoisoindolin-2-yl)ethylidene]hydrazinecarbothioamide (5a) White crystals; Yield: 76percent; m.p. (¡ãC) 223-224; Rf 0.45 (hexane/ethyl acetate 3:2); IR (KBr, cm-1): 3423 and 3308 (N-H), 1769 and 1713 (C=O), 1602 (C=N); 1H NMR (300 MHz, DMSO-d6), delta ppm: 4.36 (d, J = 3.6 Hz, 2H, CH2), 7.36 (s, 1H, NH), 7.42 (t, J = 3.6 Hz, 1H, CH=N), 7.83-7.90 (m, 4H, Ar), 8.03 and 11.27 (s, 1H, NH2); 13C NMR (75.5 MHz, DMSO-d6), delta ppm: 40.1 (CH2), 123.1 (Ar), 131.7 (Ar), 134.4 (Ar), 140.4 (C=N), 167.5 (C=O), 177.9 (C=S). Anal. Calcd for C11H10N4O2S: C, 50.37; H, 3.84; N, 21.36; S, 12.22. found: C, 50.03; H, 3.45; N, 20.98; S, 12.30. HRMS: 262.3388 [M+H] +.

The chemical industry reduces the impact on the environment during synthesis N-(2-Oxoethyl)phthalimide. I believe this compound will play a more active role in future production and life.

Reference:
Article; De Moraes Gomes, Paulo Andre Teixeira; Oliveira, Arsenio Rodrigues; De Oliveira Cardoso, Marcos Verissimo; De Farias Santiago, Edna; De Oliveira Barbosa, Miria; De Siqueira, Lucianna Rabelo Pessoa; Moreira, Diogo Rodrigo Magalhaes; Bastos, Tanira Matutino; Brayner, Fabio Andre; Soares, Milena Botelho Pereira; De Oliveira Mendes, Andresa Pereira; De Castro, Maria Carolina Accioly Brelaz; Pereira, Valeria Rego Alves; Leite, Ana Cristina Lima; European Journal of Medicinal Chemistry; vol. 111; (2016); p. 46 – 57;,
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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. 550-44-7, name is 2-Methylisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Methylisoindoline-1,3-dione

ZrCl4 (8.7 g, 37.3 mmol) was added slowly to a solution of 2-methylisoindoline-1,3- dione (41.1, 3.0 g, 18.6 mmol) in THF (50 mL) at -20 C. The mixture was stirred at -20 C for 1h. MeMgBr (1 M, 111.6 mL, 111.6 mmol) was added slowly to the reaction at -20 C. The mixture was stirred at room temperature overnight. The reaction mixture was poured into 5N NaOH solution (while keeping pH 14) and extracted with DCM. The organic solution was concentrated to afford 1,1,2,3,3-pentamethylisoindoline (41.2) as a brown oil (1.0 g, 28%).

According to the analysis of related databases, 550-44-7, the application of this compound in the production field has become more and more popular.

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 3891-07-4 as follows. name: 2-(2-Hydroxyethyl)isoindoline-1,3-dione

Into the reaction tank, put 350 kg of toluene, stirring temperature, distillation of toluene, after the liquid in the water separator is filled, keep the reflux water for 60 minutes, and take a sample to measure the water, when the water content of the reflux liquid is ?0.2%, the reflux is changed to distillation, distilled 45kg of toluene (worked ethyl 4-chloroacetoacetate as a dilution solvent), stirring and lowering the temperature, when the temperature in the tank drops to 45 C, the reaction tank is filled with nitrogen, continue to cool down at-5 C, under stirring add 40 kg of N-(2-hydroxyethyl)-phthalimide, and the add 20 kg of sodium hydride, after the addition, cover the can lid, stirring at -5 C, into the metering tank draw 38.4 kg of ethyl 4-chloroacetoacetate, 45 kg of toluene and mix well, at -5 C condition added the drops of ethyl 4-chloroacetoacetate toluene solution, the dropping time is controlled at 4 hours, after the addition, the reaction is stirred and the temperature is slowly increased, the temperature of the reaction solution is slowly raised at 32 C within 5 hours, the reaction time is more than 12 hours, and the temperature is raised at 45 C to continue the heat preservation, until the reaction is complete, cool down, control the internal temperature of 25 C, add 61 kg of glacial acetic acid, after the addition, continue stirring to make the material in the reaction solution stir evenly, and the internal temperature is controlled at 25 C, add 180kg of water, add, continue to stir for 30 minutes, stop nitrogen filling, stop stirring, let stand, divide the water layer into the barrel and transfer the toluene layer to the washing tank, transfer the water layer into the reaction tank, into the reaction tank add 75kg of toluene, stir and let stand, the water layer is separated into barrels, and the toluene layer is transferred to a washing tank, the water layer is transferred into the reaction tank, 75 kg of toluene is added into the reaction tank, stirred, and allowed to stand, and the water layer was separated, combine the toluene layer into a water wash tank, add 100kg of 25% salt water to the washing tank, stir for 15 minutes, let stand for 30 minutes, and separate the water layer, obtained 4-[(2-phthalimido) ethyoxyl] ethyl acetoacetate toluene solution

According to the analysis of related databases, 3891-07-4, the application of this compound in the production field has become more and more popular.

Reference of 7699-18-5, 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. 7699-18-5, name is 5-Methoxyindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

Example A lOO. (l R*.2S*V5′-methoxy-l’-methyl-2-(3-(4-(4-methylpiperazin-l- vDphenv?-l H-indazol–v?spirofcvclopropane-U’-indolini^’-one Sigma^^-trifluoroacetateA . 5-methoxy- 1 -methylindolin-2-oneA dry round-bottom flask was charged with NaH (60% wt) (64 mg, 1.61 mmol) and toluene (2.0 mL). The suspension was heated to 100 0C and then 5-methoxyindolin-2- one (250 mg, 1.53 mmol) was added. After 30 min at 100 0C, Me2SO4 (0.16 mL, 1.68 mmol) was added and the temperature maintained at 1000C for 2.5 h. The reaction was cooled to room temperature and the solvent was removed in vacuo. The residue was purified by column chromatography (silica gel, hexanes/EtOAc, 3: 1 to 2:1) to give the product as a beige solid (144mg, 53%); MS ESI 164.1 [M + H]+, calcd for [C9H9NO2 +H]+ 164.07.

The chemical industry reduces the impact on the environment during synthesis 5-Methoxyindolin-2-one. I believe this compound will play a more active role in future production and life.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89-40-7, name is 5-Nitroisoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 89-40-7

In a 250 ml two-necked flask, 40 ml of absolute ethanol and 10 ml of distilled water, 14.56 g (0.26 mol) of iron powder and 1.643 g (0.031 mol) of ammonium chloride were added.10g (0.052mol) of 4-nitrophthalimide was added under stirring without nitrogen protection; the temperature was set at 65 C, and the reaction was about 4 h.TCL shows that the disappearance of the starting point of the reaction is completed; the pH of the solution is adjusted to 9-10 by sodium carbonate, the filter cake is filtered and dried, and extracted with 100 ml of absolute ethanol (85 C) for 3 times.Ethanol distilled under reduced pressure to give a yellow solid 7.5g, yield 89.03%.

The synthetic route of 89-40-7 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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: 102359-00-2

Example 30 COMPOUND IN-022 2-Oxo-3-[5-(2-pyrrolidin-1-yl-ethoxy)-1H-indol-2-ylmethylene]-2,3-dihydro-1H-indole-5-carboxylic acid 2-Oxo-2,3-dihydro-1H-indole-5-carboxylic acid was condensed with 5-(2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carbaldehyde to give the title compound. 1H-NMR (360 MHz, DMSO-d6) delta 12.74 (s, 1H, NH), 11.42 (br s, 1H, NH), 8.31 (s, 1H), 8.12 (s, 1H), 7.84 (dd, 1H), 7.53 (d, 1H), 7.2 (3, 1H), 7.14 (m, 1H), 7.0 (m, 2H), 4.26 (m, 2H, CH2), 2.94 (m, 2H, CH2), 2.49 (m, under DMSO), 1.67 (m, 4H, 2*CH2). MS-Ve APCI m/z 416.5 [M+-1].

The synthetic route of 2-Oxoindoline-5-carboxylic Acid has been constantly updated, and we look forward to future research findings.