Tag: M.W=200-300

Application of 295376-21-5, 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. 295376-21-5, name is 1-Bromo-2-fluoro-3-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

At room temperature, add 20 mL of toluene, compound 3-2 (4.8 g, 23.18 mmoL),Tris (dibenzylideneacetone) dipalladium (0.28g, 0.31mmoL),Tris (o-methylphenyl) phosphorus (0.19g, 0.62mmoL), replaced with nitrogen three times,The temperature was raised to 60 to 70 C. Add the toluene solution of compound 2 in the three-necked bottle R1 dropwise,After the dropwise addition, keep it at 60 70 for 1h;The reaction solution was filtered through celite, and the filtrates were combined and washed with 20 mL of water.It was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated in vacuo to about 20 mL at 50 C, and cooled to 20-30 C. 160 mL of n-heptane was added dropwise to precipitate a solid, which was filtered to obtain a off-white solid, without further drying One-step synthesis

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, 1-Bromo-2-fluoro-3-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lizhu Group Xin Beijiang River Pharmaceutical Co., Ltd.; Wang Biao; Peng Murong; Huang Lixia; Chen Guo; Li Chengbo; Feng Qiqing; (16 pag.)CN110372608; (2019); A;,
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Application of 262587-05-3, These common heterocyclic compound, 262587-05-3, name is 1-Bromo-3-(difluoromethoxy)benzene, 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.

EXAMPLE 1; Preparation of 2-nitro-5- (3-difluoromethoxyphenylthio) – p-xylene [nitroderivative of formula (III) ]; 4.36 g (0.109 moles) of sodium hydride are sus¬ pended in 80 ml of N, N-dimethylformamide at 0C. 20 g of 4-nitro-2 , 5-dimethylthiophenol (0.109 moles) dis¬ solved in 67 ml of N, N-dimethylformamide are added dropwise under stirring. 24.4 g of l-bromo-3- (difluoromethoxy) benzene (0.109 moles) dissolved in 20 ml of N, N-dimethylformamide are then added dropwise; catalytic Cu and CuCl are subsequently added and the reaction temperature is brought to 150 C for 1 h.After GC control, the reaction mixture is cooled to room temperature, filtered on a celite bed, diluted with water and extracted with ethyl acetate. The or¬ ganic phase is anhydrified with sodium sulfate, and then filtered and evaporated.The product thus obtained is purified on silica gel eluting with hexane/ethyl acetate 9:1. 30 g of the desired product are obtained. GC-MS : M+ = 325

Statistics shows that 1-Bromo-3-(difluoromethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 262587-05-3.

Reference:
Patent; ISAGRO RICERCA S.R.L.; GUSMEROLI, Marilena; FILIPPINI, Lucio; PELLACINI, Franco; BRAVINI, Paolo; ELMINI, Alexia; VAZZOLA, Matteo Santino; BADARACCO, Christian; WO2012/25450; (2012); A1;,
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Application of 74137-36-3, 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. 74137-36-3, name is 1,3-Dibromo-5-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A THF ( 150 mL) solution containing l ,3-dibromo-5-methoxybenzene (1.10 g, 4.10 mmol) and Pd(PPh3)4 (0.48 g, 0.41 mmol) was charged with a 0.5 M THF solution of 2-pyridylzinc bromide (21 mL, 10 mmol). The solution was stirred at reflux for 14 h, cooled and then quenched with a saturated aqueous NaHCO, solution ( 100 mL) and washed with aqueous EDTA. The crude product was extracted with diethyl ether (2 x 100 mL), and the organic fractions were collected and dried over MgS04. The solvent was removed in vacuo to afford an oil that was purified by column chromatography [AI2O3: Epsiloniota20, Rf = 0.60]; the resultant oily product converted to a white solid upon standing (850 mg; yield = 78percent). NMR (300 MHz, CDC13): delta = 8.70 (d, 2H, 3 J = 7 Hz, Ha), 8.20 (s, 1H, Hf, 7.77 (d, 2H, 3 J = 8 Hz, Hf, 7.75 (t, 2H, 3 J = 8 Hz, Hf), 7.66 (s, 2H, He), 7.25 (t, 2H, 3 J = 8 Hz, Hh), 3.97 (s, 3H, Hg); 13C NMR (100 MHz, CDCI3): delta = 160.7, 157.2, 149.7, 141.4, 136.9, 122.5, 121.0, 1 18.2, 1 13.3, 55.8; HRMS (EI): mlz, = 262.1 101 [(M)+] (calcd for Ci7Hi4N20+: mlz = 262.1 106).

The synthetic route of 1,3-Dibromo-5-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BERLINGUETTE, Curtis P.; KOIVISTO, Bryan; ROBSON, Kiyoshi; WO2011/32269; (2011); 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. 261762-35-0, name is 5-Bromo-1,2-difluoro-3-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H5BrF2O

The title compound was prepared by reaction of 5-bromo-1,2-difluoro-3-methoxybenzene (1.03 g, 4.62 mmol, 1.0 equiv) andmagnesium (112 mg, 4.61 mmol, 1.0 equiv) and iodine (~2 mg) in13 ml diethylether under reflux for 2 h. Carbon dioxidewas bubbledthrough the solution at 10 C until all solvent (13 ml) was evaporatedtwo times. The crude product was dissolved in 10ml THF andcarbon dioxidewas bubbled through the solution for additional 1 h.The reaction was quenched with 1M HCl, extracted with ethyl acetate,dried with magnesium sulfate and concentrated underreduced pressure to afford the crude product, which was purifiedby flash chromatography; yield: 31% (265 mg). 1H NMR (300 MHz,MeOH-d4) d 7.65e7.45 (m, 2H), 3.99 (s, 3H).

The synthetic route of 261762-35-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdelsamie, Ahmed S.; Salah, Mohamed; Siebenbuerger, Lorenz; Hamed, Mostafa M.; Boerger, Carsten; van Koppen, Chris J.; Frotscher, Martin; Hartmann, Rolf W.; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 93 – 107;,
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Related Products of 29578-39-0, These common heterocyclic compound, 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, 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 9-1 (20 g, 97.55 mmol) in tetrahydrofuran (100 mL) was added dropwise n-butyl lithium (43 mL, 2.5 M, 107.3 mmol) at -78 C. It was stirred for 30 minutes and N,N- dimethylformamide (15.1 mL, 195.1 mmol) was added at this temperature. It was stirred for another 30 minutes and the cold bath was removed. After 1 hour, the reaction was quenched with saturated aqueous ammonium chloride. The organic layer was washed with water and saturated aqueous sodium chloride, dried (sodium sulfate), filtered and concentrated. The residue was purified by chromatography on silica to give 9-2.

Statistics shows that 1-Bromo-3-fluoro-5-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 29578-39-0.

Reference:
Patent; BIOTICA TECHNOLOGY LIMITED; GREGORY, Matthew Alan; MOSS, Steven James; WO2013/61052; (2013); A1;,
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Related Products of 143-24-8, 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. 143-24-8, name is 2,5,8,11,14-Pentaoxapentadecane, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Crystals of[Li(glyme)][B(GlyPr2)2] (except 4a) were obtained by recrystallizationat 25 C using solvate 3 and the correspondingglyme (520equiv. per Li). Crystals of solvate 4a were grownfrom a DME solution of 3 and pentane at 25 C

The chemical industry reduces the impact on the environment during synthesis 2,5,8,11,14-Pentaoxapentadecane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Oishi, Masataka; Kajiwara, Meisetsu; Bulletin of the Chemical Society of Japan; vol. 91; 1; (2018); p. 12 – 18;,
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Adding a certain compound to certain chemical reactions, such as: 888327-32-0, name is 4-Bromo-1-(difluoromethoxy)-2-methylbenzene, belongs to ethers-buliding-blocks 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 888327-32-0, COA of Formula: C8H7BrF2O

EXAMPLE 71 Preparation of 2-Amino-5,5-bis-[4-(difluoromethoxy)-3-methylphenyl]-3-methyl-3,5-dihydro-4H- imidazol-4-one; Step 1 : bis(4-difluoromethoxy-3-methyl-phenyl)acetyleneIn a CEM snap top microwave vial were combined trimethylsilylacetylene (0.207 g, 2.11 mmol), 4-Bromo-1-difluoromethoxy-2-methyl-benzene (1.00 g, 4.22 mmol), tetrakis(triphenylphosphine)palladium (56 mg, 0.0485 mmol) and pyrrolidine (1 ml_, 12 mmol).The reaction vial was placed in a CEM Explorer microwave and irradiated for 30 minutes at 8O0C. The crude reaction mixture was poured directly onto silica gel and purified by column chromatography (hexanes) to yield 0.519 g of 1 ,1′-(1.2-ethynediyl)bis[4-difluoromethoxy-3- methylbenzene] as a clear oil (73%). 1H NMR (400 MHz, DMSO-cfe) delta ppm 2.24 (s, 6 H) 7.19 (d, 2 H) 7.26 (t, J=73.7 Hz, 2H) 7.44 (q,J=8.6, 2.1 Hz, 2 H) 7.51 (d, J=1.4 Hz, 2 H); MS (El) m/z 338 [M+.]

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, 4-Bromo-1-(difluoromethoxy)-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH; WO2008/115552; (2008); A1;,
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Application of 168268-00-6,Some common heterocyclic compound, 168268-00-6, name is 4-(Benzyloxy)-3-fluoroaniline, molecular formula is C13H12FNO, 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 4-benzyloxy-3-fluoroaniline (6.06 g, 27.9 mmol) (U.S. Pat. No. 5,622,967) and ethyl (ethoxymethylene)cyanoacetate (5.08 g, 30.0 mmol) is heated at 120 C. for 45 minutes then cooled to room temperature. This solid is added in portions to a 3:1 mixture of diphenyl ether:biphenyl at 245 C. This mixture is heated at 245 C. for 3 hours then cooled and the solids are collected by filtration, washing with hexane and diethyl ether to provides 2.60 g of 6-benzyloxy-7-fluoro-4-oxo-1, 4-dihydro-3-quinolinecarbonitrile, mp>250 C. [0198] MS 293.1 (M-H)-

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Benzyloxy)-3-fluoroaniline, its application will become more common.

Reference:
Patent; Wyeth Holdings Corporation; US2003/212276; (2003); A1;,
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Related Products of 1663-61-2,Some common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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 asolution of hydrazide (0.73 mmol) in 10 mL of anhydrous ethanol, added triethyl orthoester (0.81 mmol) and ammonium chloride (0.219 mmol). The solution was stirred and heated to reflux until it complete (0.5-18 h). The reaction mass was cooled to room temperature and concentrated under vacuum. The crude product was made into slurry in a mixture of hexanes and ether (3:1), filtered,washed with deionized water or purified by column chromatography.

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

Reference:
Article; Gnanasekaran, Krishna Kumar; Nammalwar, Baskar; Murie, Maeghan; Bunce, Richard A.; Tetrahedron Letters; vol. 55; 50; (2014); p. 6776 – 6778;,
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Related Products of 854391-95-0,Some common heterocyclic compound, 854391-95-0, name is Bis(4-methoxybenzyl)amine hydrochloride, molecular formula is C16H20ClNO2, 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 intermediate II-22; A mixture of 2-chloro-5-bromopyrimidine (1.0 g, 5.16 mmol), N-(4- methoxybenzyl)(4-methoxyphenyl)methanamine hydrochloride, (cas 854391-95- 0) (1.59 g, 5.418 mmol) and DIPEA (2.68 mL, 15.48 mmol) in dry dioxane (10 mL) was heated for 1 h at 160C under microwave irradiation. On cooling, the mixture was diluted with EtOAc (200 mL) and the organic phase was washed with saturated aqueous NaHC03 (50 mL), brine (50 mL), dried (MgS04) and the solvent removed in vacuo to give a residue that was purified by column chromatography (hexane/EtOAc mixtures -20:1 to 10:1- as eluent) to give desired product as a white solid (1.81 g, 85% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Bis(4-methoxybenzyl)amine hydrochloride, its application will become more common.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco, Javier; WO2011/89400; (2011); A1;,
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