Tag: M.W=300-400

Application of 356068-93-4, 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. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 7: Preparation of iV-(2-aminophenyl)-5-((Z)-(5-fluoro-2-oxoindolin- 3-ylidene)methyl)-2,4-dimethyl-lH-pyrrole-3-carboxamide (Compound 10)To a stirred solution of compound 109 (0.2 g, 0.67 mmol) in DMF (30 mL) at 00C was added etaOBt (0.136 g, 1.0 mmol), triethylamine (0.24 mL, 1.67 mmol), ECDI-etaC1 (0.192 g, 1.0 mmol) and benzene- 1,2-diamine (0.2 g, 2.0 mmol) successively. The mixture was stirred for 72 h at room temperature, diluted with water (20 mL), brine (20 mL) and saturated aqueous sodium bicarbonate (20 mL). The peta of solution was adjusted to 11-12 with 1OM NaOH. The mixture was filtered, washed with water, dried to obtain the product 10 as a yellow solid (0.13 g, 50.03%). LCMS: 391 [M+lf, 1H NMR (DMSO-^6): delta 4.83 (s, 2H), 6.58 (t, J= 7.2 Hz, IH), 6.78 (d, IH), 6.84 (m, IH), 6.92 (t, J= 7.8 Hz, 2H), 7.25 (d, IH), 7.74 (m,2H), 9.00 (s, IH), 10.90 (d, IH) ,13.75 (s, IH), 1H NMR (DMSO-D2O) delta 2Al (s, 3H),2.44 (s, 3H), 6.62 (t, J= 7.4 Hz, IH), 6.78 (d, IH), 6.89 ( m, IH), 6.95 (m, 2H), 7.19 (d, IH), 7.67 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CURIS, INC.; WO2008/33743; (2008); A1;,
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Synthetic Route of 24566-79-8,Some common heterocyclic compound, 24566-79-8, name is N-(6-Bromohexyl)phthalimide, molecular formula is C14H16BrNO2, 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 mixture of the corresponding R1R2NH (3.0 mmol), anhydrous K2CO3 (449 mg, 3.25 mmol) and KI (20.75 mg, 0.125 mmol) in CH3CN (12 ml) were added the appropriate intermediates 6-9 (2.5mmol). The reaction mixture was warmed to 60-65 C and stirred for 6-8 h under an argon atmosphere. After complete reaction, the solvent was evaporated under reduced pressure. Then water (25 mL) was added to the residue and the mixture was extracted with dichloromethane (25 mL¡Á3). The combined organic phases were washed with saturated aqueous sodium chloride (30 mL), dried over sodium sulfate, and filtered. The solvent was evaporated to dryness under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of petroleum ether/EtOAc as eluent, obtaining the corresponding intermediates 10-13a-d.

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

Reference:
Article; Li, Yuxing; Qiang, Xiaoming; Li, Yan; Yang, Xia; Luo, Li; Xiao, Ganyuan; Cao, Zhongcheng; Tan, Zhenghuai; Deng, Yong; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2035 – 2039;,
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These common heterocyclic compound, 88150-75-8, name is Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate, 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. Quality Control of Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate

EXAMPLE 1 Ethyl 2-(o-chlorobenzylidene)-4-(2-phthalimidoethoxy)acetoacetate (Compound 3a) 300 g of ethyl 4-(2-(phthalimido)ethoxy)acetoacetate was mixed with 90 ml of 2-chlorobenzaldehyde and 140 ml of 2-propanol. The solution was agitated at 20-25 C. and the solution of 3.6 ml of piperidine in 40 ml of 2-propanol was added dropwise during 2 hours. The mixture was than stirred for 1 hour at the same temperature and 2 hours at 35-40 C. The mixture was acidified with 4.1 ml of acetic acid, 500 ml of 2-propanol was added and the solution was cooled to 0-5 C. Two layers are formed in the reaction mixture; the upper one was separated and the lower organic layer was again washed with 200 ml of 2-propanol. The organic layer, containing the desired product, was evaporated to dryness in order to remove the residual solvent. Yield: 350 g (84%), as the mixture of cis and trans isomers (6:4). Content of 2-chlorobenzaldehyde less than 5%.

The synthetic route of Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peters, Theodorus H. A.; Benneker, Franciscus B. G.; Slanina, Pavel; Bartl, Jiri; US2002/143046; (2002); A1;; ; Patent; Synthon BV; US6653481; (2003); B2;,
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17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-(8-Bromooctyl)isoindoline-1,3-dione

General procedure: To a solution of compound 4 (2 mmol) in N,N-dimethylformamide (DMF) (40.0 mL), the intermediate 2 (0.44 g, 2.5 mmol) and KHCO3 (0.40 g, 4.0 mmol) were added. The mixture was heated at 35-40C for 10 h. Monitored by TLC, and then filtered, concentrated by vacuum. The crude compound was purified by column chromatography on silica gel (VEtOAc-VPet = 2 : 3) to give compound 5. (Chart 1). The 1H-NMR data of compounds 5a-i were listed as follow.

The synthetic route of 17702-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Ruliang; Mei, Xiangdong; Ning, Jun; Chemical and Pharmaceutical Bulletin; vol. 67; 4; (2019); p. 345 – 350;,
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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. 1498-88-0, name is 1′,3′,3′-Trimethyl-6-nitrospiro[chromene-2,2′-indoline] belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C19H18N2O3

General procedure: All spectroscopic analyses were performed with an Ocean OpticsUSB 4000 spectrometer and an LS-1 tungsten halogen lamp with a400 nm longpass filter. UV and visible light exposures were performedusing a UV-UVP lamp (4 Watt, 365 nm) and a Fisher ScientificUltra-bright LED Illuminator (18 mW, 400e750 nm)respectively. All spectroscopic analyses were carried out withconstant magnetic stirring at room temperature. Monomer solution spectra were measured using a quartz cuvette containing a 1 mLaliquot of a 1 103 M monomer solution in acetone. Polymerspectra were obtained by suspending a 5 mg quantity of polymer in2 mL of acetone in a 1 cm quartz cuvette. Absorbance spectra of theMC forms of dyes were recorded after exposure to UV light for1 min. The metal complex spectra were obtained by adding a 20 mLaliquot of a 0.02 M CoCl2 or ZnCl2 solution in acetone to the cuvetteafter 1 min of UV light exposure, and then recording the spectrum.Experiments to measure the rates of photochemical isomerizationfrom the SP to MC form (forward reaction) were conducted underconstant UV light, with absorbance measurements recorded at thewavelength of maximum absorbance (lmax) every 10 s for a total of10 min. To determine the rate of isomerization from the MC to SPform (reverse reaction), the cuvette was first exposed to UV light(solution 45 s; polymer 8 min) to convert the dye to the MCform. The reverse reaction was then monitored during constantvisible light exposure, with absorbance measurements recorded atlmax every 10 s for total of 15 min.

The synthetic route of 1498-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sennett, Kelly A.; Lindner, Brian K.; Kaur, Navdeep; Fetner, Shannon M.; Stitzel, Shannon E.; Dyes and Pigments; vol. 98; 3; (2013); p. 437 – 441;,
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Related Products of 24566-79-8, The chemical industry reduces the impact on the environment during synthesis 24566-79-8, name is N-(6-Bromohexyl)phthalimide, I believe this compound will play a more active role in future production and life.

General procedure: Amixture of the corresponding secondary amine 7a-d (5.5 mmol), anhydrous K2CO3 (6 mmol) andcompounds 2-4 (5 mmol) was added inCH3CN (20 ml). The mixture was heated at 65 C for 8-10 h. Thesolvent was evaporated under reduced pressure. Then water (25 mL) was added,and the mixture was extracted with dichloromethane (20 mL ¡Á 3). The combinedorganic phases were washed with saturated aqueous NaCl (30 mL), dried oversodium sulfate, and filtered. The solvent was evaporated under a vacuum. The residue was purified on a silicagel chromatography using mixtures of petroleum/acetone as eluent to obtain theoil products 8-10.

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, N-(6-Bromohexyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pan, Wanli; Hu, Ke; Bai, Ping; Yu, Lintao; Ma, Qinge; Li, Tao; Zhang, Xu; Chen, Changzhong; Peng, Kelin; Liu, Wenmin; Sang, Zhipei; Bioorganic and Medicinal Chemistry Letters; vol. 26; 10; (2016); p. 2539 – 2543;,
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Related Products of 24566-79-8, A common heterocyclic compound, 24566-79-8, name is N-(6-Bromohexyl)phthalimide, molecular formula is C14H16BrNO2, 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.

11.9 g tritylsulfide 32 (43.1 mmol, 1.02 eq) were dissolved in 50 mL DMSO. 7.30 mL DBU (48.8 mmol; 1.14 eq) and 13.3 g phthalimide 31 followed by 15 mL DMSO were added. The mixture was stirred for 12 min at ambient temperature. 700 mL ethyl acetate and 200 mL 0.1 N HCl were added. The mixture was stirred until both solvent layers were clear. The layers were separated. The aqueous phase was extracted with ethyl acetate (3x, 50 mL each). The organic solutions were combined, washed with 80 mL sat. NaHC03and 80 mL brine, dried over Na2S04and filtered. The solvent was removed in vacuo. The residue was recrystallized from 240 mL ethanol under heating. The suspension was stored for 1 h at -18C. The trityl protected product 33 was filtered off, washed 2x with ethanol and dried under high vacuum. Yield: 19.6 g; 90 %MS: m/z = 528.07 [M+Na]+

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:
Patent; ASCENDIS PHARMA A/S; BISEK, Nicola; RAU, Harald; CLEEMANN, Felix; KNAPPE, Thomas; REIMANN, Romy; (140 pag.)WO2016/20373; (2016); A1;,
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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. 24566-79-8, name is N-(6-Bromohexyl)phthalimide, A new synthetic method of this compound is introduced below., Computed Properties of C14H16BrNO2

To a stirred solution of compound 3-i (6.39 g, 20.3 mol) in DMF (60 mL) was added potassium thioacetate (2.78 g, 34.3 mmol) portion wise and stirred for 20 min at room temperature. After complete addition, the reaction mixture was stirred at room temperature for 30 min. Reaction progress was monitored by TLC; after completion the reaction mixture was quenched with ice-cold water (250 mL) and stirred for 1 h. The resultant precipitated was filtered, washed with water (100 mL) and dried in vacuo to afford 4-i as an off-white solid (5.8 g, 93.5%). LCMS: 306.20 (M+l).

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:
Patent; CV6 THERAPEUTICS (NI) LIMITED; SPYVEE, Mark; LADNER, Robert, D.; (244 pag.)WO2018/98208; (2018); A1;,
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Synthetic Route of 24566-80-1, A common heterocyclic compound, 24566-80-1, name is 2-(10-Bromodecyl)isoindoline-1,3-dione, molecular formula is C18H24BrNO2, 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 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo and gave 85.4 g of 2-[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)-dione as an oil which solidified on standing at room temperature.

The synthetic route of 24566-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4710502; (1987); A;,
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Synthetic Route of 356068-93-4,Some common heterocyclic compound, 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid, molecular formula is C16H13FN2O3, 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 stirred solution of compound 109 (220.0 mg, 0.73 mmol) in DMF (15 mL) at room temperature was added etaOBt (148.6 mg, 1.1 mmol), triethylamine(0.21 mL, 1.46 mmol), ECDI-etaC1 (210.2 mg, 1.1 mmol) and methyl 7- aminoheptanoate hydrochloride (157.1 mg, 0.8 mmol) successively. The mixture was stirred for 24 h at room temperature and was then diluted with water (20 mL), brine (20 mL) and saturated bicarbonate solution (20 mL). The peta of the mixture was adjusted to 11-12 with IO N NaOH. The mixture was filtered and the solid was washed with water, dried to obtain a crude product 110-15 as a yellow solid (0.3 g, 93.2%). LCMS: 442 [M+l]+; 1H NMR(DMSO-J6): delta 1.31 (m, 4eta), 1.50 (m, 4H), 2.31 (t, J= 7.35 Hz, 2H), 2.40 ( s, 3H), 2.42 (s,3H), 3.19 (m, 2H), 3.59 (s, 3H), 6.87 (m, 2H), 7.71 (m,3H), 10.91 (s, IH), 13.67 (s, IH).

The synthetic route of 356068-93-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURIS, INC.; WO2008/33747; (2008); A2;,
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