Tag: M.W=100-200

Related Products of 2058-74-4, 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 2058-74-4 as follows.

General procedure: Amultimodereactor (Synthos 3000 Anton Paar, GmbH, 1400Wmaximum magnetron) was used. The initial step was conductedwith 4-Teflon vessels rotor (MF 100) that allowsthe reactions to process under the same conditions. Isatinderivatives 1a-1f and hydrazine hydrate 2a, thiosemicarbazide2b, or 4-aminobenzamide 2c were mixed together ina small portion of ethanol and then subjected to microwaveirradiation (400 watt). The vessels were heated for 5 min at100?C and held at the same temperature for another 5min.cooling was accomplished by a fan (5 min).The final productwas washed with cold ethanol and then dried under vacuumto afford the products 3a-3n in high yield and purity.

According to the analysis of related databases, 2058-74-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; El-Faham, Ayman; Hozzein, Wael N.; Wadaan, Mohammad A. M.; Khattab, Sherine N.; Ghabbour, Hazem A.; Fun, Hoong-Kun; Siddiqui, Mohammed Rafiq; Journal of Chemistry; vol. 2015; (2015);,
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These common heterocyclic compound, 59-48-3, name is Indolin-2-one, 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. HPLC of Formula: C8H7NO

5-Acetyl-2-oxindole 2-Oxindole (3 g) was suspended in 1,2-dichloroethane and 3.2 mL acetyl chloride were slowly added. The resulting suspension was heated to 50 C. for 5 hours, cooled, and poured into water. The resulting precipitate was collected by vacuum filtration, washed copiously with water and dried under vacuum to give 2.9 g (73% yield) of the title compound as a brown solid.

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

Reference:
Patent; Sugen, Inc.; US6486185; (2002); B1;; ; Patent; Sugen, Inc.; US6114371; (2000); A;,
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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., Application In Synthesis of 2-Methylisoindoline-1,3-dione

A 4-N-methylphthalimide/water wet cake (50.0 grams (g) dry weight, containing 10-60% water), resulting from either a mixed acid (H2SC /HNO3) nitration of N- methylphthalimide or an all nitric acid nitration of N-methylphthalimide, was charged to a 1000 mL, single-necked (24/40 joint) round-bottomed flask, equipped with a magnetic stir bar, and means to heat the flask with an external temperature controlled oil bath. The flask was then charged with 367 g of toluene, and enough additional deionized water was added such that the total amount of water present in the flask was equal to 160 g. The amount of water used targeted 20 to 25 wt% of 4NPI with respect to the total weight of 4NPI and water. The reaction mixture was magnetically stirred with an oil bath set temperature of 90C. After the 4NPI had dissolved in the toluene the stirring was stopped, and the lower water phase was removed via pipette. This method of dissolution and separation of the 4NPI toluene phase from the aqueous phase constitutes a purification of the 4NPI as water soluble impurities were extracted from the 4NPI/toluene phase into the aqueous phase. This dissolution/separation method is termed herein the “4NPI Extraction.” The 4NPI toluene solution was then placed on a roto-evaporator, equipped with a hot oil bath to heat the flask, and plumbed to a cold trap connected to a vacuum pump. The flask was rotated in the hot oil bath (temperature controlled at 110C) and the solvent was removed under reduced pressure (<30 mm). Once the majority of toluene had been removed, the flask was allowed to rotate in the oil bath at 110C, 25 mm, for 60 minutes, to afford a dry solid free of toluene and water. The solid was transferred to a glove box inerted with dry nitrogen. The desired dried catalyst (HEGC1, TBAB, or C6B) was added to the dried 4NPI for the bisimide forming reaction. 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 550-44-7. Reference:
Patent; SABIC GLOBAL TECHNOLOGIES B.V.; GUGGENHEIM, Thomas Link; ODLE, Roy Ray; CHAULAGAIN, Mani Raj; (55 pag.)WO2017/117449; (2017); A1;,
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Application of 3891-07-4, 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. 3891-07-4 name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione, 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.

To a stirred suspension of sodium hydride (60 % dispersion in mineral oil, 6.28 g, [157] mmol) [IN N, N DIMETHYLFORMAMIDE (150] mL) under nitrogen at [0C] was added portion wise N (2-hydroxyethyl) phthalimide (2,20 g, 105 mmol). The reaction mixture was then allowed to warm to ambient temperature with stirring for 30 minutes. To a stirred suspension in a separate flask of sodium hydride (60 % dispersion in mineral oil, 6.28 g, 157 mmol) [IN N, N DIMETHYLFORMAMIDE] (150 mL) under nitrogen at [0C] was added portion wise methyl 4-chloroacetoacetate (1,12. 1 ml, 105 mmol). The reaction mixture was then allowed to warm to ambient temperature with stirring for 30 minutes. The two reaction mixtures were then combined portion wise and stirred at ambient temperature under nitrogen for 6 hours. After cooling to [0C,] a further portion of sodium hydride (2.0 g, 50.0 mmol) was added. The mixture was stirred for 10 minutes at [0C,] then a further portion of methyl 4-chloroacetoacetate (3.0 ml, 26.0 mmol) was added. The reaction mixture was then stirred at ambient temperature for 18 hours, then poured onto a mixture of ice and saturated ammonium chloride, and then neutralized with aqueous [HC1] (10 N). The precipitate which formed was filtered off and re-crystallized from ethyl acetate to give a first crop of 3 as a yellow solid. The combined filtrates were extracted with ethyl acetate (3 [X] 300 mL). The combined organic layers were washed with saturated brine (2 [X] 300 mL) and water (300 mL), dried over MgS04 and concentrated under reduced pressure to leave a residue which was purified by column chromatography over silica gel (50 g pre-packed [ISOLUTE] column) using ethyl acetate/hexane (1: 1) as eluent to give a second crop of 3 as a yellow solid, which was combined with the first crop to give methyl 4- ( (2′-hydroxyethyl) phthalimide) [ACETOACETATE] (3) (10.8 g, 34 % yield, 95 % pure by LCMS [AND 1H NMR), 1H NMR] (400 MHz; CDC13): 8 8.13 [(M,] 2H); 7.69 [(M,] 2H); 4.53 (s, 2H); 3.80 [(M,] 2H); 3.70 [(M,] 2H); 3.67 (s, 3H); 3.41 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2-Hydroxyethyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; ARTESIAN THERAPEUTICS, INC.; WO2004/33444; (2004); A1;,
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Reference of 22190-33-6, 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. 22190-33-6, name is 5-Bromoindoline, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Combine 5-bromoindoline (3.56 g, 18 mmol) and Et3N (1.92 g, 19 mmol) in CH2Cl2 (40 ml). Cool in an ice bath and add Boc2O (4.14 g, 19 mmol). Allow to warm, stir 2 h and add more Boc2O (0.50 g). Stir 2 h and wash with 1N HCl, then with 1N NaHCO3. Dry (MgSO4) and concentrate. Heat the solid with hexane, allow to cool, and filter to obtain the carbamate as off-white crystals, m.p. 124-6 C

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

Reference:
Patent; Schering Corporation; US2004/220194; (2004); A1;,
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Synthetic Route of 603-62-3, These common heterocyclic compound, 603-62-3, name is 3-Nitrophthalimide, 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 potassium hydroxide (16.1 g, 286 mmol) in water (500 mL), was added 3-nitrophthalimide (25.0 g, 130 mmol) in portion at 0 C. The suspension was stirred at 0 C for 3 hrs, and then heated to 30 C for 3 hrs. To the solution, was added HCl (100 mL, 6N). The resulting suspension was cooled to 0 C for 1 hr. The suspension was filtered and washed with cold water (2 x 10 mL) to give 3-nitro-phthalamic acid as a white solid (24.6 g, 90% yield): 1H MR (DMSO-d6) delta 7.69 (brs, 1H, HH), 7.74 (t, J = 8 Hz, 1H, Ar), 7.92 (dd, J = 1, 8 Hz, 1H, Ar), 8.13 (dd, J= 1, 8 Hz, 1H, Ar), 8.15 (brs, 1H, NHH), 13.59 (s, 1Eta, OH); 13C NMR (DMSO-d6) delta 125.33, 129.15, 130.25, 132.54, 136.72, 147.03, 165.90, 167.31.

The synthetic route of 603-62-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE CORPORATION; CATHERS, Brian, E.; CHAMBERLAIN, Philip; LOPEZ-GIRONA, Antonia; LU, Gang; (696 pag.)WO2017/117118; (2017); A1;,
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Some common heterocyclic compound, 17564-64-6, name is 2-(Chloromethyl)isoindoline-1,3-dione, molecular formula is C9H6ClNO2, 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: 2-(Chloromethyl)isoindoline-1,3-dione

0.45 g of potassium carbonate (1.1equiv) were added to a stirring solution of saccharin (500mg, 1.0equiv) in 20mL of N,N-dimethylformamide at room temperature. N-(Chloromethyl)phthalimide (0.54g, 1.0equiv) was added and the reaction stirred at 80C for 72h. The reaction was poured on ice. The aqueous phase was extracted with ethyl acetate (3×50mL), the organics were reunited, dried over sodium sulfate and evaporated in vacuo. Purification via column chromatography on silica gel (ethyl acetate-n-hexane 2:1) gave title compound as a white solid (0.61mg, 66% yield); mp 284-287C; IR numax 1725 (nu C=O), 1337 (nuas S=O), 1252 (nu C-N), 1166 (nus S=O), 727 (delta Csp2-H), 677 (delta Csp2-H) cm-1; 1H NMR (400MHz, DMSO-d6) delta 5.66 (2H, s, CH2), 7.90 (2H, m, 2×CHAr), 7.97 (m, 2H, 2×CHAr), 8.02 (1H, t, J=7.6Hz, CHAr), 8.07 (1H, t, J=7.6Hz, CHAr), 8.19 (1H, d, J=7.6Hz, CHAr), 8.28 (1H, d, J=7.6Hz, CHAr); 13C NMR (101MHz, DMSO-d6) delta 41.8 (CH2), 122.0 (Ar),124.1 (Ar), 126.0 (Ar), 126.15 (Ar), 131.6 (Ar), 135.6 (Ar), 135.9 (Ar), 136.7 (Ar), 137.1 (Ar), 157.75 (C=O), 166.9 (C=O).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17564-64-6, its application will become more common.

Reference:
Article; D’Ascenzio, Melissa; Carradori, Simone; De Monte, Celeste; Secci, Daniela; Ceruso, Mariangela; Supuran, Claudiu T.; Bioorganic and Medicinal Chemistry; vol. 22; 6; (2014); p. 1821 – 1831;,
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These common heterocyclic compound, 6341-92-0, name is 6-Chloroisatin, 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. Application In Synthesis of 6-Chloroisatin

General procedure: In a 25 mL round bottom flask, isatins 1 (1 mmol), 3-phenylisoxazol-5(4H)-one 2 (1 mmol) or 3-ethylisoxazol-5(4H)-one 7 (1 mmol), pyrazol-5-amine 3 (1 mmol) or 6-aminopyrimidine-2,4-(1H,3H)-dione 5 (1 mmol), and Amberlyst-15 (100 mg) were stirred in CH3OH (5.0 mL) at 80 C. When the reaction was completed (detected by TLC), the spherical catalyst was separated by a sieve at once under hot condition. Then, the reaction mixture was cooled to room temperature, and solid precipitation occurred. After filtration, the crude product was recrystallized from EtOH and DMF to give pure compound.

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

Reference:
Article; Niu, Qingqing; Xi, Junhua; Li, Lei; Li, Li; Pan, Chengli; Lan, Meijun; Rong, Liangce; Tetrahedron Letters; vol. 60; 43; (2019);,
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Related Products of 5428-09-1, 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. 5428-09-1, name is 2-Allylisoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To the mixture of B(C6F5)3 (5.0molpercent) and cyclic imides (1.0mmol) in dioxane, was added PhSiH3 (3.0mmol) slowly under an atmosphere of nitrogen. The reaction mixture was stirred and refluxed at 110°C under an atmosphere of nitrogen. After the imide was consumed completely (detected by TLC) the mixture was added with aqueous ammonia (15mL) and extracted with CH2Cl2 (10mL×3). The combined organic phase was dried over Na2SO4, after removing the solvent under vacuum, the residue was purified by column chromatography to give the product.

The synthetic route of 2-Allylisoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ding, Guangni; Wu, Xiaoyu; Lu, Bin; Lu, Wenkui; Zhang, Zhaoguo; Xie, Xiaomin; Tetrahedron; vol. 74; 11; (2018); p. 1144 – 1150;,
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Synthetic Route of 1074-82-4, 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. 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of potassium pthalimide (10.0 g, 54.0 mmol) and 1 ,6-dibromobutane (9.97 ml_, 64.8 mmol) in dry DMF (100 ml_) was stirred at room temperature for 12 days. The mixture was concentrated and extracted with chloroform (3×30 ml_) and washed with deionised water (3x 80 ml_) and brine (100 ml_). The organic layer was dried over magnesium sulfate and concentrated to give a white syrup. The syrup was triturated with hexanes, filtered and dried to give a white solid product (3) (14.3 g, 85%).

The synthetic route of Potassium 1,3-dioxoisoindolin-2-ide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SEREN TECHNOLOGIES LIMITED; NOCKEMANN, Peter; BROLLY, Donnacha; BRADLEY, Ena; MCCOURT, Eadaoin; (65 pag.)WO2019/239149; (2019); A1;,
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