Tag: M.W=200-300

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. 6358-77-6, name is 5-Bromo-2-methoxyaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrNO

5-(Dimethylphosphoryl)-2-methoxyaniline (0456) To a solution of 5-bromo-2-methoxyaniline (0.404 g, 2.00 mmol) in 8 mL DMF was added dimethylphosphine oxide (0.171 g, 2.20 mmol), palladium acetate (22.4 mg, 0.0100 mmol), XANTPHOS (69.4 mg, 0.120 mmol), and potassium phosphate (0.467 g, 2.20 mmol). The mixture was purged with nitrogen, and subjected to microwaves at 150 C. for 20 minutes. The reaction mixture was concentrated and purified by silica gel chromatography (0-20% 7N ammonia in methanol:dichloromethane) to afford the desired product (0.365 g, 85% yield).

The synthetic route of 6358-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); A1;,
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Electric Literature of 53087-13-1,Some common heterocyclic compound, 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, molecular formula is C13H11BrO, 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.

Reference Example 4 1-(3,4,5,6-Tetramethoxy-2-methylphenyl)-1-(3- benzyloxyphenyl) methanol An anhydrous tetrahydrofuran (50 ml) solution of 3,4,5,6-tetramethoxy-2-methylbenzaldehyde (14 g, 0.058 mol) was added dropwise under ice cooling to a Grignard reagent (150 ml tetrahydrofuran solution) prepared from 3-(benzyloxy)bromobenzene (18.4 g, 0.070 mol) and magnesium (1.87 g, 0.077 mol), and the resulting solution was stirred for 2 hours. The reaction solution was poured in an aqueous solution of saturated ammonium chloride and extracted with ether. The extract was washed with saturated brine and then dried. The reaction solution was filtered, the filtrate was concentrated and the obtained crude product was purified by silica gel column chromatography (hexane: ethyl acetate = 4:1) to obtain the titled compound (23.5 g, 0.055 mol, 95%).

The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Suntory Pharma Co., Ltd.; Daiichi Suntory Biomedical Research Limited; EP1314712; (2003); 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. 175278-09-8, name is 4-Bromo-2-(trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., Computed Properties of C7H5BrF3NO

To a mixture of 4-bromo-2-(trifluoromethoxy)aniline (1024 mg, 4 mmol), isobutylboronic acid (612 mg, 6 mmol), caesium carbonate (612 mg, 6 mmol) and toluene/water (10:1, 10 mL) in a microwave tube was added Pd(dppf)Cl2 (146 mg, 5% eq) under argon atmosphere. The reaction mixture was reacted at 120? for 1 hour under microwave. After completion of the reaction, the mixture was filtered through Celite and washed with dichloromethane. The organic layer was concentrated in vacuo, and the residue was purified by a silica gel column to give 4-isobutyl-2-(trifluoromethoxy)aniline (662.8 mg), with a yield of 67.2%. MS (ESI) m/z: 255.9 (M+1).

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; Fudan University; WANG, Yonghui; HUANG, Yafei; QIU, Ruomeng; TANG, Ting; (68 pag.)EP3581561; (2019); A1;,
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These common heterocyclic compound, 886762-08-9, name is 5-Bromo-2-(trifluoromethoxy)aniline, 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. Computed Properties of C7H5BrF3NO

General procedure: A solution of substituted anilines (12.4 mmol) dissolved in 30 mL anhydrous THF was added very slowly into a stirred solution of triphosgene (1.40 g, 4.80 mmol) in 20 mL of THF. After stirringfor 15 min, triethylamine (2.90 mL, 20.6 mmol) was then added slowly to the reaction mixture. Stirring was continued for 20 min, various aromatic heterocyclic amines (12.0 mmol) in anhydrous THF (20 mL) was added directly to the above residue. After completion of the action, the reaction was quenched with dilute NaHCO3 and the solvent was subsequently removed in vacuo and extracted with ethyl acetate (3 30 mL). The organic layer was washed with water and brine, and dried over Na2SO4. After filtration and concentration in vacuo, the residues was purified by silicagel flash chromatography (PE/AcOEt = 5:1) gave as white solid (3a-3h) (yield: 30-50%).

The synthetic route of 5-Bromo-2-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shan, Yuanyuan; Wang, Chen; Zhang, Lin; Wang, Jinfeng; Wang, Maoyi; Dong, Yalin; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 750 – 758;,
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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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8Br2O2

2,4-dibromo-1,5-dimethoxybenzene (88.8g), 2-fluorophenyl boronic acid (100.74g), Na2CO3 2M aq. (600 mL), Pd(PPH3)4 (6.73g), 150 mL of 1,2-dimethoxyethane and 150 mL of toluene were charged in a flask, and refluxed for 36 hours. After completion of the reaction, 500 mL of water and 1 L of toluene were added and the resulting solution was transferred to a separating funnel, then a toluene phase was separated and collected. After drying with MgSO4, impurity at the original point was removed by a silica gel short column, and the solution was concentrated. The resulting solution was subjected to recrystallization from a toluene/hexane mixed solvent, whereby 86.5g of white solids of 2,4-bis(2-fluorophenyl)-1,5-dimethoxybenzene were obtained (yield: 88%).

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 24988-36-1.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; ITO, Hirokatsu; KAWAMURA, Masahiro; KAWAMURA, Yuichiro; MIZUKI, Yumiko; SAITO, Hiroyuki; EP2644607; (2013); A1;,
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Related Products of 27060-75-9, 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. 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(Hereinafter, sometimes, referred to as the compound (1).) Preparation Mg 165 mg of (2.0 eq) and charged with THF 10 mL reactor under a nitrogen atmosphere, 2-bromo-5-methoxy-toluene 1.37g of (2.0 eq) in addition, the mixture was stirred for 5 hours at 60 . The reaction mixture was cooled in an ice bath, was obtained according to Example 1-2 3,6-bis {[t-butyl (dimethyl) silyl] oxy}-9H-xanthene-9-one 1.50g of (3.40 mmol) It was added dropwise a THF solution 10 mL, and stirred for 30 minutes and returned to room temperature. Then, slowly adding 2N aqueous hydrochloric acid 20mL the reaction mixture under ice-cooling, followed by stirring at room temperature for 15 hours, added with chloroform, the organic layer was separated, saturated aqueous NaHCO3, washed sequentially with saturated aqueous sodium chloride solution. After drying over MgSO4, washing the crystalline residue obtained and the solvent was evaporated under reduced pressure with diethyl etherBy to give 6-hydroxy-9- (4-methoxy-2-methylphenyl)-3H-xanthene-3-one 0.77g (68% yield) as an orange crystals.

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-4-methoxy-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; HARADA, KOICHIRO; TAKAKU, TOMOYUKI; TAKEUCHI, HAYATO; (13 pag.)JP2015/205841; (2015); A;,
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Synthetic Route of 36805-97-7, The chemical industry reduces the impact on the environment during synthesis 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, I believe this compound will play a more active role in future production and life.

3-Hydroxy phenyl acetic acid-t-butyl ester (Reagent F) A stirred suspension of 3-hydroxy-phenyl acetic acid (1.52 g, 10 mmol) in anhydrous toluene (20 mL) was heated at 80 C. and N,N-dimethyl formamide-di-t-butyl acetal (9.6 mL, 40 mmol) was added when the solution became homogenous. After 0.5 h, the reaction mixture was cooled to ambient temperature and the volatiles were distilled off in vacuo. The residue was diluted with water and extracted with diethyl ether (*2). The combined organic extract was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford an oil which was subjected to flash column chromatography over silica gel (230-400 mesh) using 16% ethyl acetate in hexane as the eluent to afford the title compound as a solid (1.17 g, 56%). 1H-NMR (300 MHz, CDCl3): delta1.47(s, 9H), 3.49(s, 2H), 6.30(s, 1H), 6.70-6.79 (m, 2H), 6.81(d, J=7.6 Hz, 1H), 7.16(t, J=7.7 Hz, 1H).

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, 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Allergan Sales, Inc.; US6313107; (2001); B1;,
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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. 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 14804-31-0

After starting the Grignard reaction by adding 25.0 ml 4-bromo2-methyl-anisole to a mixture of 30.2 g (1.24 mol) magnesium turnings and 650 ml THF, 150 ml 4-bromo2-methylanisole (total: 175.0 ml were added at a pace sufficient to maintain reflux temperature. The reaction mixture was heated to reflux for additional 5 h, cooled to r.t. and dropped at 0 C. within 1 h to a stirred solution prepared by mixing 904 g (500 ml, 4.19 mol) 1,4-dibromo-butane in 1000 ml THF with a freshly prepared solution of 1.28 g (60.0 mmol) LiCl and 4.00 g (29.8 mmol) Cu(II)Cl2 in 140 ml THF. Stirring was continued for 12 h at r.t. followed by the addition of 400 ml of a 20% ammonium chloride solution and 200 ml ethyl acetate. The water phase was extracted twice with 250 ml ethyl acetate, all organic phases were combined, dried over sodium sulphate and evaporated. The resulting oil was fractionated by vacuum distillation. Yield: 226.3 g (71%), b.p. 131-134 C./0.01 mbar. 1H-NMR(400 MHz, D6-DMSO): delta=1.60(quintet, 2H, C2-CH2-Ph), 1.82(quintet, 2H, C2-CH2-Br), 2.23(s, 3H, CH3), 2.51(t, 2H, CH2-Ph), 3.55(t, 2H, CH2-Br), 3.70(s, 3H, OCH3), 6.67d, 1H, 5-H), 6.72(s, 1H, 3-H), 7.01(d, 1H, 6-H).

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 14804-31-0.

Reference:
Patent; Hofmeister, Thomas; Reiff, Ulrike; von Hirschheydt, Thomas; Voss, Edgar; US2006/69095; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4463-59-6, name is 1-(2-Bromoethoxy)-2-methoxybenzene, 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 4463-59-6, Recommanded Product: 1-(2-Bromoethoxy)-2-methoxybenzene

EXAMPLE 68 1-[2-(2-Methoxyphenoxy)ethyl]-4-benzamidopiperidine 2-(2-Methoxyphenoxy)ethyl bromide (2.31 g.), 4-benzamidopiperidine (2.04 g.) and anhydrous potassium carbonate (1.38 g.) were well mixed and heated on a steam bath for 4 hr. The resultng mass was crushed and stirred in water (200 ml.) at 60 for 12 hr. Filtration afforded the crude base of the title compound (2.95 g.). Conversion to the hydrochloride by solution in ethanol/HCl and precipitation with ether provided 3.01 g. of the title compound, as the hydrochloride m.p. 193.4. Analysis: Found: C, 64.74; H, 7.08; N, 7.14. C21 H26 N2 O3.HCl requires C, 64.52; H, 6.96; N, 7.17%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; John Wyeth & Brother Limited; US4029801; (1977); A;,
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Synthetic Route of 16618-68-1,Some common heterocyclic compound, 16618-68-1, name is 3-Bromo-5-methoxyaniline, molecular formula is C7H8BrNO, 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)..Prep aration o f .intermediate 34; A solution of butanoyl chloride (0.0292 mol) in DCM (10ml) was added dropwise to a solution of 3-bromo-5-methyloxybenzenamine (0.0292 mol) and Et3N (0.035 mol) in DCM (50ml) at 5C under N2 flow. The mixture was stirred at room temperature for 1 hour. K2CO3 10% was added and the organic layer was decanted, dried (MgSO4), filtered off and evaporated till dryness, yielding 8 g (100%) of intermediate 34.

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/53373; (2009); A1;,
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