Tag: M.W=200-300

Reference of 2058-72-2, A common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, molecular formula is C9H6BrNO2, 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.

General procedure: To a solution of ligand 1(11mol %) in ethanol (2 ml) was added coppersalt (10 % mol), After 5 hours the color of the solution changed from blue-green to purple. Then,dipolarophile (0.20 mmol) has been added andstirred about 30 min. Next, a mixture of isatin derivatives (0.20 mmol) and (S)-proline (0.21 mmol), in 3 ml ethanol/dichloromethane (5/1) was added to reaction mixture.After completion of the reaction (monitored by TLC), reaction was diluted withdiethyl ether and filtered through a pad of silica gel. The organic layer wasconcentrated in vacuum to furnish the products, which were recrystallized fromethanol.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Salahi, Farbod; Taghizadeh, Mohammad Javad; Arvinnezhad, Hamid; Moemeni, Mehdi; Jadidi, Khosrow; Notash, Behrouz; Tetrahedron Letters; vol. 55; 9; (2014); p. 1515 – 1518;,
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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. 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, A new synthetic method of this compound is introduced below., HPLC of Formula: C11H9NO3

General procedure: Neat TiCl4 (120 muL, 1.1 mmol) was added dropwise to a solution of the corresponding alpha-silyloxy methyl ketone (1.0 mmol) in CH2Cl2 (5.0 mL) at -94 C, and the mixture was stirred for 5 min. Then, anhydrous i-Pr2NEt (190 muL, 1.1 mmol) was added dropwise and the resulting dark red solution was stirred for 30 min at -94 C. After dropwise addition of the freshly distilled aldehyde (1.5 mmol), stirring was continued for 30 min at -78 C. The reaction was quenched by the addition of saturated NH4Cl (5 mL) and vigorously stirred at room temperature for 10 min. Then it was diluted with Et2O (50 mL), and washed with H2O (50 mL), saturated NaHCO3 (50 mL) and brine (50 mL). The combined organic extracts were dried (MgSO4) and concentrated. The resulting crude was analysed by 1H NMR and purified by column chromatography.

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; Lorente, Adriana; Pellicena, Miquel; Romea, Pedro; Urpi, Felix; Tetrahedron; vol. 71; 7; (2015); p. 1023 – 1035;,
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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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 5-Bromo-1-methylindoline-2,3-dione

General procedure: A mixture of an N-substituted isatin (1.0 mmol), benzoyl cyanid (0.145 g, 1.1 mmol), and MS 4A (200 mg) in dry acetonitrile (2 mL) was stirred at room temperature for the indicated time (Table 2). The progress of the reaction was monitored by TLC. After completion of the reaction, the MS 4A was recovered by simple filtration, thoroughly washed with dry acetonitrile. Then the filtrate was evaporated to dryness in a rotary evaporator under reduced pressure and the residue was crystallized from a mixture of CH2Cl2 and petroleum ether, which yielded the pure products.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Esmaeili, Abbas Ali; Ghalandarabad, Saeid Amini; Zangouei, Mahdieh; Tetrahedron Letters; vol. 53; 42; (2012); p. 5605 – 5607;,
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Adding a certain compound to certain chemical reactions, such as: 6941-75-9, name is 5-Bromoisoindoline-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 6941-75-9, COA of Formula: C8H4BrNO2

In a stirred three-necked reaction flask, 100 g of 4-bromophthalimide, 62 g of phenol, 92 g of potassium carbonate, 6.5 g of cuprous bromide, 7 g of N, N-dimethylglycine, 200 mL of 1,4 – dioxane, in the N2 protection, the system temperature to 85 C reaction, 24 hours after the complete reaction of the raw materials, vacuum distillation of dioxane; by adding 300mL of methylene chloride dissolved products After filtration, the filtrate was evaporated to dryness, and 100 mL of methanol was added. The temperature was raised to 40 C for 1 hour. The temperature of the system was reduced to -5 to 0 C, After stirring for 5 hours, the mixture was filtered and dried to obtain 85 g of a white crystalline solid, Yield 80% HPLC purity 98%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromoisoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; Lianhua Technology Co., Ltd.; Zou Benli; Xie Siwei; Yuan Li; Cui Yan; (22 pag.)CN107188875; (2017); A;,
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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. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., category: indolines-derivatives

In a pear-shaped flask, compound 1 (see Fig. S5b) was synthesised by reacting sodium (0.3615 g, 15.7 mmol) and mercury (2.1 mL, 13.4 mmol) under an argon atmosphere. A violent formation of the amalgam resulted and this was allowed to cool down before dry and degassed THF was added. Cyclopentadienyliron dicarbonyl dimer (1.009 g, 2.85 mmol) was added and the reaction mixture was stirred at room temperature for two hours. The yellowish brown metallate was transferred into a RBF (kept at -78 C) by means of a canula. The reaction mixture was transferred into a flask already containing bromomethylphthalimide (0.953 g, 3.97 mmol) dissolved in approximately 15 mL of dry and degassed THF. The reaction mixture was allowed to stir at -78 C for two hours before being allowed to stir at room temperature for a further three hours. After removal of solvent under reduced pressure the residue was chromatographed on silica using DCM as eluent. The yellow band, which eluted out second, was collected and concentrated. The final product was obtained as a yellow powder. Yield: (1.074 g, 80%): m.p. 181 C, 1H-NMR (400 MHz, CDCl3, ppm) deltaH = 4.05 (2H,s, Fe-CH2), 4.91 (5H, s, C5H5), 7.70 (4H, m, C6H4). 13C-NMR (100 MHz, CDCl3, ppm) deltaC =11.14 (Fe-CH2), 85.36 (Cp moiety), 122.5 (2C, Ar-CH), 132.8 (2C, Ar-C), 133.4 (2C, Ar-CH), 168.7 (NCO), 215.5 (terminal CO). IR (ATR, cm-1): 1997 (terminal CO), 1951 (terminal CO),1751, 1701. CHN analysis for C16H11FeNO4 Calculated: C; 57.01, H; 3.29, N; 4.15. Found: C;57.16, H; 3.34, N; 4.18.

The synthetic route of 5332-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nyamori, Vincent O.; Bala, Muhammad D.; Mkhize, Dennis S.; Journal of Organometallic Chemistry; vol. 780; (2015); p. 13 – 19;,
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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 5332-26-3 as follows. Product Details of 5332-26-3

2-Ethylacrylic acid (250 mg, 2.5 mmol) was dissolved in anhydrous dimethylformamide (8.0 mL), to the solution were added N-bromomethylphthalimide (660.0 mg, 2.8 mmol) and potassium fluoride (291.0 mg, 5.0 mmol), and the mixture was stirred for 12 hr at 80 C. under nitrogen atmosphere. The reaction mixture was concentrated in vacuo, and the obtained residue was extracted with dichloromethane after the addition of water (80 mL). The organic layer was dried over magnesium sulfate and concentrated in vacuo, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain the objective substance (463.1 mg, 72%). 1H-NMR (CDCl3) delta: 7.94 (dd, J=5.4, 3.2 Hz, 2H), 7.79 (dd, J=2.8, 1.4 Hz, 2H), 6.16 (d, J=1.0 Hz, 1H), 5.80 (s, 2H), 5.57 (d, J=1.5 Hz, 1H), 2.35-2.25 (m, 2H), 1.06 (t, J=7.4 Hz, 3H).

According to the analysis of related databases, 5332-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TEIJIN PHARMA LIMITED; US2005/182032; (2005); A1;,
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Related Products of 923590-95-8,Some common heterocyclic compound, 923590-95-8, name is 4-Bromoisoindoline hydrochloride, molecular formula is C8H9BrClN, 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.

4-Bromoisoindoline hydrochloride (3.0 g, 13 mmol, 1 eq) was suspended in dry DCM (50 ml), and then TEA (5.4 ml, 39 mmol, 3 eq) was added. Reaction mixture was cooled to 0C in an ice-bath, and then benzyl chloroformate (2.7 ml, 19 mmol, 1 .5 eq) dissolved in 10 ml DCM was added dropwise. Reaction was carried out under inert gas (nitrogen) atmosphere while stirring at room temperature for 3h. Reaction mixture was extracted thrice with saturated NaHCC solution, then once with water and with saturated NaCl solution. Organic phase was dried over anhydrous Na2S04, and then concentrated under reduced pressure to obtain white solid which was dried under vacuum. (0165) White solid, yield: 90% (3.8 g), Ci6Hi4BrN02, MW 332.19, monoisotopic mass 331 .02, [M+H]+ 332.2, UPLC Rt = 8.12. 1H NMR (300 MHz, CDCU) d (ppm) 4.73 (dd, J= 1 1 .6, 1 .4 Hz, 2H), 4.79-4.89 (m, 2H), 5.22 (d, J = 2.2 Hz, 2H), 7.09-7.50 (m, 7H).

The synthetic route of 923590-95-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELON PHARMA S.A.; UNIWERSYTET JAGIELLONSKI; INSTYTUT FARMAKOLOGII POLSKIEJ AKADEMII NAUK; KAMINSKI, Krzysztof; GRYCHOWSKA, Katarzyna; CANALE, Vittorio; BOJARSKI, Andrzej J.; SATALA, Grzegorz; LENDA, Tomasz; POPIK, Piotr; MATLOKA, Mikolaj; DUBIEL, Krzysztof; MOSZCZYNSKI-PETKOWSKI, Rafal; PIECZYKOLAN, Jerzy; WIECZOREK, Maciej; ZAJDEL, Pawel; (69 pag.)WO2019/97282; (2019); A1;,
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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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 5-Bromo-1-methylindoline-2,3-dione

General procedure: To a boiling slurry of 1 mmol of imidazothiazolotriazine hydrobromide 1a and 1b and 1 mmol of an appropriate isatin 2 in 15 mL of methanol, 0.108 mL of 40% water solution of KOH was added. The reaction mixture was stirred for 2 h. The precipitate separated on cooling the reaction mixture was filtered off, if necessary recrystallized from methanol, and dried.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Izmest?ev; Gazieva; Kulikov; Anikina; Kolotyrkina; Kravchenko; Russian Journal of Organic Chemistry; vol. 53; 5; (2017); p. 753 – 763; Zh. Org. Khim.; vol. 53; 5; (2017); p. 741 – 750,10;,
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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. 193354-13-1, name is 5-Iodoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Iodoindolin-2-one

5-Methoxycarbonyl-2-oxindole 5-Iodo-2-oxindole (17 g) was refluxed with 2 g of palladium diacetate, 18.2 g of triethylamine, 150 ML of methanol, 15 ML of dimethylsulfoxide and 2.6 g of DPPP in an atmosphere saturated with carbon monoxide.. After 24 hours, the reaction was filtered to remove the catalyst and the filtrate concentrated.. The concentrate was chromatographed on silica gel (30% ethyl acetate in hexane).. The fractions containing product were concentrated and allowed to stand.. The precipitated product was collected by vacuum filtration to give 0.8 g (7%) of the title compound as an off-white solid.

According to the analysis of related databases, 193354-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sugen, Inc.; US6350754; (2002); B2;,
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Application of 3783-77-5, A common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, molecular formula is C12H11NO3, 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.

A mixture of 50 g of 2- (3-oxobutyl) isoindoline-1,3-dione, 14.3 g of ethylene glycol and 7.4 g of p-toluenesulfonium tetrahydrate were dissolved in 500 ml of anhydrous toluene and treated with a water separator Reflux for 24 hours. After completion of the reaction, the reaction system was saturatedNaHCO3 aqueous solution 500 ml twice. The aqueous phase was extracted twice with 500 ml of ethyl acetate. The organic phase is combined with anhydrous sulfur Dried over sodium carbonate, and the solvent was distilled off under reduced pressure to obtain a distillation residue which was recrystallized from ethanol to give 45 g of a yellow solid: 2- (2-(2-methyl-1,3-dioxolan-2-yl) ethyl) isoindoline-1,3-dione, yield: 74.8%.

The synthetic route of 3783-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan Yao Ming Kant, Immanuel New Drug Development Co., Ltd.; Yu Lingbo; Wang Ruile; Zhou Qiang; Xu Xueqin; Zhang Dawei; Bai Youyin; Chen Dongzhi; Gao Mingfei; Yao Baoyuan; Han Huaxin; Fu Xinyu; Ma Rujian; (5 pag.)CN106939001; (2017); A;,
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