Tag: M.W=300-400

Application of 43204-63-3, 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 43204-63-3 as follows.

EXAMPLE 1 A mixture of 5-aminooxindol (14 g), 29 g of bis(beta-bromoethyl)amine.hydrobromide in 250 ml of ethanol was stirred under reflux for 8 hours and allowed to stand overnight at room temperature. To the mixture was added sodium carbonate (10.1 g) and the mixture was stirred further for 8 hours under reflux. After cooling to room temperature, crystals which precipitated were collected by filtration and recrystallized from a mixture of water and ethanol to give 16 g of 5-(1-piperazinyl)oxindol.hydrobromide. Pale yellow powdery crystal NMR (200 MHz, DMSO-d6) delta: 3.30 (8H, s), 3.47 (2H, s), 6.78 (1H, d, J=8.5 Hz), 6.90 (1H, dd, J=8.5 Hz, 2 Hz), 7.04 (1H, d, J=2 Hz), 8.88 (2H, brs), 10.27 (1H, s)

According to the analysis of related databases, 43204-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US4737501; (1988); A;,
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Electric Literature of 401-84-3, A common heterocyclic compound, 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, molecular formula is C7H3Br2F3, 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 vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (0.200 g, 0.351 mmol), potassium phosphate (0.260 g, 1.227 mmol), and PdCi2(dppf)- CH2C12 (0.029 g, 0.035 mmol). DMF (0.150 mL) was added, followed by 1,3-dibromo- 5-(trifluoromethyl)benzene (0.166 ml, 1.052 mmol). The vial was flushed with argon, sealed, and stirred at 85 C for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (silica gel, gradient elution 0 to 75% EtOAc:Hexane) to afford 3-(3-bromo-5-(trifluoromethyl)phenyl)-N- (2,4-dimethoxybenzyl)- 1 -methyl-N-( 1 ,2,4-thiadiazol-5-yl)- 1 H-indole-6-sulfonamide (.081 g, 0.121 mmol, 34.6 % yield) as a white solid, m/z (ESI) 668.0 (M+H)+.

The synthetic route of 401-84-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); A1;,
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These common heterocyclic compound, 52997-43-0, name is 7-(Bromomethyl)pentadecane, 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: 52997-43-0

General procedure: General procedure for the synthesis of a1-a6: To a solution of indoline-2,3-diones (10 mmol) in DMF (40 mL) was added K2CO3(15 mmol, 2.073 g) and 7-(bromomethyl)pentadecane (11 mmol,3.358 g) under nitrogen. The mixture was stirred at 70 C and monitoredby TLC. After the reaction completed, water was added, andextracted with EtOAc. The organic layer was combined and dried withMgSO4. After evaporation of the solvent, the residue was purified bycolumn chromatograph (eluent: Petroleum/EtOAc=20:1) to give thetarget compound.

The synthetic route of 7-(Bromomethyl)pentadecane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Qian; Jiang, Hua; Cui, Zhihua; Chen, Weiguo; Dyes and Pigments; vol. 173; (2020);,
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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. 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole

A mixture of 3,4-difluoro-4,7-dibromobenzothiadiazole (2.9 mmol, 0.92 g) and absolute ethanol (30 mL) were mixed into a 250 mL one-necked flask and NaBH4 (2.9 mmol, 1.13 g) was added at room temperature for 6 h, and the reaction was quenched with 100 mL of distilled water after the reaction. Extracted with methylene chloride, the organic phase washed three times to remove water-soluble impurities and unreacted raw materials, rotary evaporator rotary dry solvent, vacuum drying in white crystalline solid 5. Do not use the purification directly to the next step. (0.75 g, yield: 86%).

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 1295502-53-2.

Reference:
Patent; Central South University; Zou Yingping; Xu Shutao; Chen Guohui; Peng Hongjian; Yuan Jun; Feng Liuliu; (15 pag.)CN106905306; (2017); A;,
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Related Products of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

Example 7. 4′ -Dibenzofuran-4-yl-biphenyl-4-carbaldehyde; EPO A solution of dibenzofuran-4-boronic acid (1.0 g, 4.7 mmol) in ethanol (10 iriL) was added to a stirred solution of 1- bromo-4-iodobenzene (1.33 g, 4.7 mmol) and tetrakis- (triphenylphosphine)palladium(O) (271 mg, 5 molpercent) in toluene (40 mL) . 2N sodium carbonate (4.7 mL, 9.4 mmol) was added and the reaction was heated to 900C (oil bath temp.) for 2-3 hrs until complete (TLC control) .The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (2 x 20 mL) . The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MgSO4, filtered and concentrated in vacuo to yield 4- (4-bromophenyl) -dibenzofuran as a yellow solid, which was used immediately without further purification.A solution of 4-formylphenylboronic acid (0.9 g, 5.64 mmol) in ethanol (10 mL) was added to a stirred solution of the crude 4- (4-bromophenyl) -dibenzofuran (from the previous reaction) in toluene (40 mL) . tetrakis-(Triphenylphosphine)palladium(O) (270 mg, 5 molpercent) and 2N sodium carbonate (4.7 mL, 9.4 mmol) were added and the reaction was heated to 1000C (oil bath temp.) for 2-3 hrs until complete (TLC control) . The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated, the aqueous phase being further extracted with ethyl acetate (2 x 20 mL) . The combined extract was washed with 0.5 N hydrochloric acid, water and brine and EPO then dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification of the product by flash column chromatography, using 10-20percent ethyl acetate in hexane as eluent, afforded the title compound has a white solid (1.5Ig) .

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC; WO2006/55625; (2006); A2;,
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Related Products of 626-39-1,Some common heterocyclic compound, 626-39-1, name is 1,3,5-Tribromobenzene, molecular formula is C6H3Br3, 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.

Example 2 Preparation of 1,3,5-tris-(5-hydroxypent-1-ynyl)-benzene 1,3,5-Tribromobenzene (10 g, 31.76 mmol), 4-pentyn-1-ol (10.69 g, 127.06 mmol) and bis(triphenylphosphine)palladium(II) dichloride were stirred in triethylamine under nitrogen for 5 minutes. Copper(I) iodide (92 mg, 0.48 mmol) was added and the mixture was stirred for 6 hours at 80 C. The mixture was cooled to room temperature, filtered through a celite pad and rinsed with ethyl acetate. The combined filtrate was evaporated to dryness under reduced pressure. The resulting residue was purified by column chromatography (CHCl3:MeOH 10:1) to afford 7.61 g of 1,3,5-tris-(5-hydroxy-1-pentynyl)-benzene. Yield: 74%. 1H NMR (300 MHz, CDCl3) delta 7.31 (3, 3 h), 3.81 (t, J=6.0 Hz, 6H), 2.52 (t, J=6.9 Hz, 6H), 1.85 (m, 6H); 13C NMR (75 MHz, CDCl3) delta 133.8, 124.2, 90.5, 80.0, 61.9, 31.5, 16.2 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3,5-Tribromobenzene, its application will become more common.

Reference:
Patent; University of Kentucky Research Foundation; US2010/179186; (2010); A1;,
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Synthetic Route of 10016-52-1, 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. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows.

Under a stream of nitrogen, 0.46 g (1.4 mmol) of 2,8-dibromodibenzofuran (manufactured by Sigma-Aldrich Co. LLC.) and 0.90 g (2.8 mmol) of Exemplified Compound 18-1 were added to 15 ml of DMSO and 0.89 g (4.2 mmol) of potassium phosphate and stirred for 10 minutes. To the resultant, 53 mg (0.28 mmol) of CuI and 6-methyl picolinic acid (0.56 mmol) were added and heated at 125 C. for 7 hours. Under cooling with water, 5 ml of water was added thereto and stirred for 1 hour. The precipitated crude product was filtered, further subjected to the column purification, and then recrystallized with o-dichlorobenzene/acetonitrile so as to obtain 0.80 g (yield of 71%) of Exemplified Compound 18.

The chemical industry reduces the impact on the environment during synthesis 2,8-Dibromodibenzo[b,d]furan. I believe this compound will play a more active role in future production and life.

Reference:
Patent; KONICA MINOLTA, INC.; Okubo, Yasushi; Itoh, Hiroaki; Wachi, Ayako; Ishidai, Hiroshi; (69 pag.)US9941422; (2018); B2;,
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Synthetic Route of 10016-52-1,Some common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, molecular formula is C12H6Br2O, 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 nitrogen environment 9H-carbazole(100 g, 598 mmol) was dissolved in 2,000 mL of toluene, where the 2,8-dibromodibenzofuran(292 g, 897 mmol), tris(diphenoquinone alkylpiperidinyl) dipalladium (o) (5.48 g, 5.98 mmol), tris-tertbutylphosphine(6.05 g, 29.9 mmol) and sodium tert-butoxide(69.0 g, 718 mmol) sequentially into heating by and it refluxed during100 C in 32 hours . After the reaction was completed, the reaction solution into water and extracted with dichloromethane (DCM) and then water was removed with anhydrous MgSO4, filter and was concentrated under reducedpressure. Thus separated and purified the resulting residue was purified by flash column chromatography compounds to obtain a I-7(98.6 g, 40%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,8-Dibromodibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Cheil Industries Co., Ltd; Lee, Han Ir; Yu, Uhn Sun; Kang, Dong Min; Kang, Uii Soo; Yang, Yong Tak; Oh, Jae Jin; Yu, Dong Gyu; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; Hong, Jin Suk; (59 pag.)KR2015/6758; (2015); A;,
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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. 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-(4-Bromophenyl)-1,1-diphenylethylene

For 500 ml three-necked flask was added (2-(4-bromophenyl)ethene-1,1-diyl)dibenzene (10.1g, 30mmol) and 4-aminophenylboronic acid hydrochloride (6.07g, 35mmol). Add 200 ml tetrahydrofuran, stirring to form a uniform clear solution. Add 90 ml K2CO3 solution (2M). Under Ar gas protection, raise temperature to 80 C, rapidly add 0.02g Pd(PPh3)4. Stirring reflux reaction 24h. Cooling to room temperature, separating takes organically phase, the aqueous phase is CH2Cl2Extraction two times, the combined organic phase, adding anhydrous MgSO4Drying. Pumping the filtrate, mixes the silica gel decompression turns on lathe does solvent, in order to CH2Cl2/Normal hexane as eluent for column chromatography, collecting ultraviolet ray, turns on lathe does solvent under reduced pressure, vacuum drying, be pale yellow green powder 9.61g, yield 92%.

The synthetic route of 18648-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun Yat-sen University; Zhang, Yi; Zhou, Zhuxin; Xu, Jiarui; Liu, Siwei; Chi, Zhenguo; (13 pag.)CN106565617; (2017); A;,
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Electric Literature of 18648-66-3, 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. 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 500 ml three-necked flask equipped with a condenser, 0.16 g (6.6 mmole) of magnesium, a small piece of iodine and 10 ml of tetrahydrofuran (THF) were placed under a stream of argon. After the resultant mixture was stirred at the room temperature for 30 minutes, a solution prepared by dissolving 1 g (3 mmole) of 1-(4-bromophenyl)-2,2-diphenylethylene into 10 ml of THF was added dropwise. After the addition was completed, the resultant mixture was stirred at 60C for 1 hours, and a Grignard reagent was prepared. Into a 500 ml flask equipped with a condenser, 0.6 g (1 mmole) of 9,10-dibromo-2,6-di(2-ethylhexyloxy)anthracene, 0.04 g (5% by mole) of dichlorobis(triphenylphosphine)palladium, 0.1 ml (1 M; 0.1 mmole) of a toluene solution of diisobutylaluminum hydride and 10 ml of THF were placed under a stream of argon. After the Grignard reagent prepared above was added dropwise to the obtained solution at the room temperature, the resultant mixture was heated under stirring for one night. After the reaction was completed, the reaction solution was cooled with ice water. The formed crystals were separated by filtration and washed with 50 ml of methanol and 50 ml of acetone successively, and 0.56 g of a yellow powder was obtained. The obtained yellow powder was identified to be Compound (A1) by the measurements in accordance with NMR, IR and the filed desorption mass spectroscopy (FD-MS) (the yield: 60%).

The synthetic route of 2-(4-Bromophenyl)-1,1-diphenylethylene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1440959; (2004); A1;,
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