Tag: M.W=200-300

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. 101-55-3 name is 1-Bromo-4-phenoxybenzene, 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. 101-55-3

A mixture of compound (III) (Pgi = Pg2 = Boc) (837 mg, 2.00 mmol), PdCl2 (35 mg, 0.20 mmol), 4,4?-di(tert-butyl)-2,2?-bipyridine (54 mg, 0.20 minol), Cs2CO3 (716 mg, 2.20 rnmol), 1-bromo-4-phenoxybenzene (548 mg, 2.20 mmol) and diglyme (10 ml) was heated in a sealed tube under argon atmosphere at 110C for 20 h with intensive stirring. After completion of the reaction the tube was cooled to room temperature, carefully opened, and the reaction mass was poured into EtOAc (40 ml). After intensive stirring for 5 mm the obtained suspension was filtered through celite un evaporated in vacuum. The product was purified by column chromatography (eluent EtOAc-hexane 1:4, Rf 0.3). Yield 727 mg (62%), white amorphous powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-phenoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; LATVIAN INSTITUTE OF ORGANIC SYNTHESIS; LEBEDEVS, Antons; PONOMARJOVS, Jurijs; VARACEVA, Larisa; CERNAKS, Dmitrijs; CERNOBROVIJS, Aleksandrs; LAVRINOVICS, Edvards; (15 pag.)WO2017/39425; (2017); A1;,
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Some common heterocyclic compound, 4698-11-7, name is 10-Methoxy-5H-dibenzo[b,f]azepine, molecular formula is C15H13NO, 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. 4698-11-7

Example 2 Step 1. Preparation of 10-Methoxy-5H-dibenz [b, f] azepine-5-carbonyl chloride 100 gms of 10-Methoxy iminostilbine is dissolved in 300 mi chloroform & cooled to 0C. 65 gms of Bis (trichloro methyl) carbonate (BTC) is added to the solution followed by the addition of 54 gms of Dimethyl aniline in 100 mi chloroform over a period of 4 hours maintaining the temperature-0-5C.-T–he-temperature is then maintained 0-10C & maintained for 2 hours. The reaction mixture is poured into 300 mi water & layers are separated. Chloroform is evaporated & product is isolated in methanol. Yield obtained is 104 gms (82% of theoretical).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4698-11-7, its application will become more common.

Reference:
Patent; AMOLI ORGANICS LTD.; WO2005/66133; (2005); A2;,
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Adding some certain compound to certain chemical reactions, such as: 19056-40-7, name is 4-Bromo-3-methoxyaniline, 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 19056-40-7. 19056-40-7

Method 12 2-[(4-Bromo-3-methoxyphenyl)diazenyl]-2-cyanoacetamide. Sodium nitrite (8.54 g, 123.7 mmol) dissolved in water (100 ml) was added to an ice- cold suspension of 4-bromo-3-methoxyaniline (25 g, 123.7 mmol) in concentrated HCl (46 ml, 1514 mmol) and water (100 ml). After stirring for 10 minutes, 2-cyanoacetamide (10.40 g, 123.7 mmol) and sodium acetate trihydrate (84 g, 617 mmol) in water (1.8 L) was added and the reaction was allowed to stir overnight. The resulting solid was collected by filtration, washed with water, dried, giving an orange solid which was refluxed in 1.4 L of ethanol for 30 min. The mixture was cooled to room temperature, the solid was collected by filtration, washed with ethanol (100 ml x 3), and dried to yield the title compound as a yellow solid (34.4 g, 94 percent). 1H NMR: 11.70 (s, 1 H), 7.90 (s, 1 H), 7.50 (m, 2 H), 7.35 (s, 1 H), 7.20 (d, 1 H), 3.90 (s, 3 H); m/z: 296.

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 4-Bromo-3-methoxyaniline.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/90353; (2008); 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. 32338-02-6, name is 2-Bromo-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 32338-02-6

General procedure: A mixture of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (247 mg, 1.0 mmol), 2-bromo-4-methoxyaniline (303 mg, 1.5 mmol) and lithium perchlorate (190 mg, 1.7 mmol) were taken in acetonitrile (3.0 mL). The reaction mixture was heated to 90 ¡ãC for 18 h. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the product was purified by column chromatography (silica gel, 50percent EtOAc/hexanes) to provide benzyl 4-(((2-bromo-4-methoxyphenyl)amino)methyl)-4-hydroxypiperidine-1-carboxylate, 5c (358 mg, 80percent) as a colourless syrup.

The synthetic route of 32338-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kurissery, A. Tony; Rajkumar, G. Abraham; Arvapalli, Venkata Satyanarayana; Pitchumani, Venkatachalam; Tetrahedron Letters; vol. 58; 37; (2017); p. 3607 – 3611;,
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Adding a certain compound to certain chemical reactions, such as: 19056-40-7, name is 4-Bromo-3-methoxyaniline, 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 19056-40-7, 19056-40-7

2,2-Dimethyl-1,3-dioxane-4,6-dione (8.5 g, 58 mmol) in trimethyl orthoformate (50 mL, 450mmol) was refluxed at 105C for 1 hr. 4-Bromo-3-methoxyaniline (commercially available from, for example, Aldrich) (10.5 g, 50.4 mmol) was then added and refluxing was continued for an additional hour. The suspension was filtered, and the solid was washed with methanol and vacuum dried to yield the title compound (17.0 g, 49 mmol, 96 % yield). LCMSRT= 1.10mm, ES-i-ye 356,358

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-3-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HARLING, John David; SMITH, Ian Edward David; (79 pag.)WO2016/169989; (2016); A1;,
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29578-83-4, 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. 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, A new synthetic method of this compound is introduced below.

A mixture of 5-bromo-3-methoxytoluene (20 g, 0.1 m), N-bromosuccinimide (17.8 g, 0.1 m) and dibenzoyl peroxide in carbon tetrachloride (200 ml) is heated to reflux and irradiated with a sunlamp. The mixture is cooled, filtered and concentrated in vacuo to give 5-bromo-3-methoxybenzyl bromide.

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; SmithKline Beckman Corporation; US4824839; (1989); A;,
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51388-20-6, 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. 51388-20-6, name is 4-(Benzyloxy)aniline hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 29: 6-(at) f 2-((at)2- f (2-aminoethyl)oxyl ethyl(at) oxy)ethyll oxy)-1-ethyl-4-oxo-1,4-dihydro-3- quinolinecarboxylic acid formate a) Ethyl 4-oxo-6-[(phenylmethyl)oxy]-1,4-dihydro-3-quinolinecarboxylate p-Benzyloxy aniline hydrochloride (25 g) was shaken with 1M NaOH (120 mL) and diethyl ether (200 mL). The organic layer was washed with brine, dried (MgS04) and evaporated to a solid (21.3 g). This material was heated with ethoxymethylene malonate (27.9 g) at 130C for 1.5 h using a Dean and Stark condenser. Dowtherm (100 mL) was added and the mixture heated to 250C using a Dean and Stark condenser for 70 min. The mixture was cooled and treated with petroleum ether (bp 60-80C) to precipitate a brown solid. This was slurried in dichloromethane, the pale yellow solid was filtered and dried to give the title compound (11.06 g). (at)H-NMR(400 MHz, DMSO-d6) No.: 1.28 (3H, t, J = 7.2 Hz), 4.21 (2H, q, J = 7.2 Hz), 5.21 (2H, s), 7.3 (1H, m), 7.4 (3H, m), 7.4 (2H, m), 7.59 (1H, d, J=8.8 Hz), 7.66 (1H, d, J= 2.8 Hz) , 8.49 (1H, s) and 12.3 (lH, br).

The synthetic route of 4-(Benzyloxy)aniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2005/108413; (2005); A1;,
Ether – Wikipedia,
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Some common heterocyclic compound, 64115-88-4, name is 1-Bromo-2-(trifluoromethoxy)benzene, molecular formula is C7H4BrF3O, 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. 64115-88-4

Preparation of (2-[trifluoromethoxylphenyl)fphenyl)phosphine chloride To a flame dried Schlenk tube containing magnesium turnings (0.15 g, 6.22 mmo) in anhydrous THF (7 mi) was added 1-bromo-2- [trifluoromethoxy] benzene (1.0 g, 4.14 mmo). An exothermic reaction ensued. Stirring was continued at room temperature. Once the reaction exotherm had dissipated, the reaction mixture was used in the next step as described beiow: The Grignard reagent (separated from excess Mg) was incrementally added to a solution of PhPCI2 (0.74 g, 4.14 mmol) in anhydrous THF (10 ml) at -78C. Once addition was complete, the reaction was stirred at room temperature for a further 20 min after which the reaction was complete as judged by 3 P NMR ( 1P NMR (CDCIs): delta 72.27 (m); 61.81 (m)). The product was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64115-88-4, its application will become more common.

Reference:
Patent; SASOL TECHNOLOGY (PROPRIETARY) LIMITED; MOGOROSI, Moses Mokgolela; MAUMELA, Munaka Christopher; OVERETT, Matthew James; WO2014/181248; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 75148-49-1, name is 3-Bromobenzaldehyde Diethyl Acetal, 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 75148-49-1, 75148-49-1

To a solution of 3-bromobenzylaldehyde diethyl acetal (0.518 g, 2.0 mmol) and15 anhydrous toluene (4 ml) was added 1-methylpiperazine (0.240 g, 2.4 mmol) followedby Pd2(dba)3 (0.018 g, 0.02 mmol), racemic BINAP (0.037 g, 0.06 mmol) and Na01Bu(0.326 g, 3.4 mmol). The reaction mixture was placed into an oil bath preheated to 100C and stirred at this temperature for 18 h under argon, then allowed to cool to roomtemperature. Aqueous HCI (1M; 10 ml) was added, the mixture was vigorously stirred20 for 2.5 h, then the pH adjusted to 13 with 6M aqueous NaOH and extracted with ethylacetate (3 x 30 ml). The combined organics were dried (Na2S04), concentrated in vacuoand the residue was absorbed on silica gel and placed on a 10 g isolute column. Elutionwith ethyl acetate I dichloromethane (v/v; 4:1) and then a gradient of methanol (3 to 7%)in ethyl acetate afforded the title compound as a yellow oil (0.170 g, 42%). 1 H-NMR (50025 MHz, DMSO-d6) 2.22 (s, 3H, N-Me), 2.46 (t, J = 5.0 Hz, 4H, piperazine C-H), 3.21 (t, J =5.1 Hz, 4H, piperazine C-H), 7.28 (m, 2H, PhH), 7.41 (m, 2H, PhH), 9.94 (s, 1 H, CHO);[00122] LC- MS (ESI, m/z): Rt = 0.86 min- 205 (M+Ht.

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, 3-Bromobenzaldehyde Diethyl Acetal, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BLAGG, Julian; BAVETSIAS, Vassilios; MOORE, Andrew S.; LINARDOPOULOS, Spyridon; WO2013/190320; (2013); A1;,
Ether – Wikipedia,
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