Tag: M.W=200-300

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. 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1559-88-2

To a solution of 1-bromo-2,3,5,6-tetrafluorobenzene (CAS No. 1559-88-2) (1 g, 4.37 mmol, 1 equivalent) in THF (20 mL) was added n-butyllithium (2.65 M solution in n-hexane, 1.81 mL, 4.80 mmol, 1.1 equivalents) at -78 C. The reaction mixture was stirred at -78 C. for 30 minutes. To the reaction mixture was added tri-n-butyltin chloride (1.42 mL, 5.24 mmol, 1.2 equivalents). The reaction mixture was allowed to warm up to room temperature over 3 hours. The reaction mixture was concentrated under reduced pressure. To the residue was added water, and the mixture was extracted with DCM. The organic layer was concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (NH silica gel, n-heptane) to afford the title compound (1.49 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 0.84-0.93 (m, 9H), 1.17-1.39 (m, 12H), 1.46-1.63 (m, 6H), 6.92-7.02 (m, 1H).

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 1559-88-2.

Reference:
Patent; Eisai R&D Management Co., Ltd.; Kurokawa, Toshiki; Yoshida, Yu; Shin, Kogyoku; Kobayashi, Yoshihisa; Fukumoto, Hironori; Takeda, Kunitoshi; Ohashi, Yoshiaki; Kotake, Makoto; Shibuguchi, Tomoyuki; Watanabe, Toru; Kita, Yoichi; Hirota, Shinsuke; Fukuyama, Takashi; Kamada, Yasuaki; (59 pag.)US2017/137436; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-51-5, 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1.. Add 1 mmol of 1,4-dibromo-2,5-difluorobenzene, 2.2 mmol of nitrogen-containing heterocyclic compound and 2.27 mmol of potassium carbonate to 5 mL of dimethyl sulfoxide.Then react at a temperature of 130 C for 6 h,Obtaining a mixed solution I containing a reactant;The mixture I containing the reactant is extracted using a mixture of water and dichloromethane.The organic layer obtained after the extraction is then dried using anhydrous sodium sulfate.The solvent is evaporated under reduced pressure using a rotary evaporator to obtain a crude reaction product I;The crude reaction product I is purified by column chromatography using solvent I as a solvent to obtain 1,4-dicarbazole-2,5-dibromobenzene;The nitrogen-containing heterocyclic compound described in the first step is Carbazole;The solvent I described in the first step is a mixed solution of petroleum ether and dichloromethane, and the volume ratio of petroleum ether to dichloromethane in the solvent I is 5:1;The volume ratio of water to dichloromethane in the mixture of water and dichloromethane described in the first step is 1:5;

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, 1,4-Dibromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Heilongjiang University; Xu Hui; Duan Chunbo; Han Chunmiao; Liang Qianqian; (46 pag.)CN107325811; (2019); B;,
Bromide – Wikipedia,
bromide – Wiktionary

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 82842-52-2 as follows. Quality Control of 3-Bromo-2,4,6-trimethylaniline

EXAMPLE 207 ‘N-(2,2′,4,6,6′-Pentamethyl-1,1’-biphenyl-3-yl)-3-[(phenylsulfonyl)amino]thiophene-2-carboxamide Step One: To a solution of 3-bromo-2,4,6-trimethylaniline (1.07 g, 5.0 mmol) and 2,6-dimethylphenyl boronic acid (1.5 g, 10 mmol) in toluene (10 mL) was added potassium phosphate, tribasic (3.2 g, 15 mmol) and the resulting mixture was deoxygenated by passing a stream of nitrogen for approximately 10 minutes. 2-Dicyclohexylphosphino-2,6-dimethoxy-1,1’biphenyl (0.164 g, 0.4 mmol) and tris(dibenzylidineacetone)dipalladium(0) (92 mg, 0.1 mmol) were added together in one portion, and nitrogen bubbling continued for approximately 2 minutes. The mixture was then heated in an oil bath at 110 C. under nitrogen overnight. The mixture was cooled, concentrated and passed through a pad of course silica gel. The resulting residue was purified on silica using 14:1 to hexanes to ethyl acetate. The residue from this operation was then vacuum distilled (Kugelrohr, 100 C., approximately 1 mtorr) to give the desired biphenyl (155 mg).

According to the analysis of related databases, 82842-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wu, Chengde; Anderson, C. Eric; Bui, Huong; Gao, Daxin; Kassir, Jamal; Li, Wen; Wang, Junmei; Biediger, Ronald; Chen, Jie; Market, Robert V.; US2005/49286; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1435-52-5, 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 1435-52-5 as follows.

In an oven-dried 100 mL round bottom flask boronic acid 3(1.00 g, 1.0 eq.) was added, followed by dibromobenzene 2 (3.60 g, 2.0 eq) and palladium reagent (150 mg) were dissolved in dioxane to give a yellow solution. Sodium bicarbonate aqueous solution (2 M, 14 mL) was added causing a beige suspension to form. The suspension was heated at 80 0C for 20 h. The reaction was evaporated to dryness and the residue partitioned between EtOAc (75 mL) and water (25 mL). The layers were separated and the organic layer washed with brine, dried over magnesium sulfate, filtered and evaporated to a yellow oil. The oil was chromatographed with hexanes to yield 1.07 g (57percent yield) of 4 as a white solid and 528 mg (30percent yield) of 5 as a white solid.

According to the analysis of related databases, 1435-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INFINITY DISCOVERY, INC.; WO2008/63300; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 67567-26-4, 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. 67567-26-4 name is 4-Bromo-2,6-difluoroaniline, 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.

CuCl2 (0.77 g, 5.77 mmol) was dissolved in 200 mL of water. SOCl2 (29 mL, 0.40 mol) was added thereto at0C, and the mixture was stirred at room temperature for 18 hours. 4-bromo-2,6-difluoroaniline (20 g, 0.096 mol) wasdissolved in 240 mL of HCl and 900 mL of water, and the solution in which NaNO2 (7 g, 0.10 mol) was dissolved in 200mL of water was added thereto at 0C. The above thionyl chloride solution was added thereto, and the reaction wascarried out at room temperature for 1 hour to obtain the title compound (24 g, 85 %) in a solid form.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,6-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 7766-50-9, name is 11-Bromo-1-undecene, A new synthetic method of this compound is introduced below., Computed Properties of C11H21Br

[0129] 86 mmol of 1 1 -bromo1 -undecene and 91 mmol of triethoxy silane were added to a single neck RBF attached with an attached reflux condenser. Then 1.0 mL Karstedt’s catalyst (2 Wt. % solution in toluene, 0.1 mmol)) was added via syringe and flask was in the oil bath between 70 C for 2h. 1H NMR of the crude mixture showed a complete consumption of chain end olefin groups, however, a close examination of the spectrum showed presence of -15-20% olefin rearrangement products. Separation of (1 1 – bromoundecyl) triethoxysilane from rearrangement olefin and excess triethoxy silane was achieved by fractional distillation under high vacuum (Yield 67%).

The synthetic route of 7766-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; BOBADE, Sachin; POLISHCHUK, Orest; PADMANABAN, Munirathna; BASKARAN, Durairaj; (65 pag.)WO2019/81450; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 75024-22-5, name is 1,4-Dibromo-2,3-dimethylbenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H8Br2

General procedure (a): A solution of 1,2-dimethylaryle 2b-e,h (10 mmol) and finely pulverised N-bromosuccinimide (NBS 3.68 g, 21 mmol, 2.1 equiv) in CCl4 (40-80 mL) was irradiated with HPK125 mercury lamp for 1-2 h with good stirring (tlc or 1H NMR monitoring). The reaction mixture was diluted with CH2Cl2, washed with H2O or 2 N aqueous NH4Cl solution and dried over MgSO4. The solvent was evaporated to give quantitatively 5b-e,h which was used without further purification.

The synthetic route of 75024-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maiereanu, Carmen; Schmitt, Celine; Schifano-Faux, Nadge; Le Nouen, Didier; Defoin, Albert; Tarnus, Celine; Bioorganic and Medicinal Chemistry; vol. 19; 18; (2011); p. 5716 – 5733;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 14922-91-9, A common heterocyclic compound, 14922-91-9, name is 5-Bromo-2-ethylaniline, molecular formula is C8H10BrN, 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.

Step 2: Preparation of 4-bromo-1-ethyl-2-iodobenzeneTo a stirred mixture of 5-bromo-2-ethylaniline (3.39 g, 200 mmol) in distilled water (110 ml) is added concentrated sulfuric acid (5.60 ml), followed by brief heating at reflux until dissolution. The mixture is allowed to cool to room temperature, producing a fine precipitate, then further cooled to approximately 0 C. in an ice/salt bath. To this slurry is added an aqueous solution of sodium nitrite (1.17 g, 16.94 mmol) in distilled water (10 ml) dropwise over 15 minutes, maintaining a temperature below 5 C., followed by additional stirring for 30 minutes. The reaction mixture is next filtered then added to a second solution of aqueous potassium iodide (8.44 g, 50.83 mmol) in distilled water (45 ml) dropwise at room temperature. After the addition is complete the solution is briefly heated to 80 C. then allowed to cool to room temperature again. The reaction mixture is extracted with ethyl acetate (3×50 ml), and the organic phase is washed with 1M aqueous hydrochloric acid (30 ml) and aqueous sodium thiosulfate (2×30 ml). After drying over anhydrous magnesium sulfate and concentration in vacuo 4-bromo-1-ethyl-2-iodobenzene (4.90 g) is furnished as an orange liquid.

The synthetic route of 14922-91-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA CROP PROTECTION LLC; US2012/190545; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 24358-62-1, A common heterocyclic compound, 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, molecular formula is C8H10BrN, 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.

First, N-(1-(4-(2,5-bicyclo[2.2.1]heptenyl) phenyl)ethyl)maleimide was synthesized in three stages. 1-(4-Bromophenyl)ethylamine (25.1 g, 0.125 mol) was dissolved in diethyl ether (100 mL), and slowly added dropwise at 0 C. to a diethyl ether solution (200 mL) of maleic anhydride (10.4 g, 0.106 mol). The reaction solution was stirred for two hours at room temperature, and the solid that precipitated was filtered out and washed several times by diethyl ether. The solid filtered out and sodium acetate (1.20 g) were dissolved in acetic anhydride (120 mL), and stirred for four hours at 140 C. The solvent was distilled off under reduced pressure, water was added, and the solution was extracted by methylene chloride. The organic layer was dried using anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography using chloroform-hexane mixed solvent (mixture ratio 4:1) as the developing solvent, and N-(1-(4-bromophenyl)ethyl)maleimide (23.5 g, 84.0 mmol, 79%) was obtained as a white solid. The spectra data of N-(1-(4-bromophenyl)ethyl)maleimide were as follows. 1H NMR (400 MHz, CDCl3): delta 7.46-7.43 (m, 2H), 7.31-7.28 (m, 2H), 6.64 (s, 2H), 5.30 (q, J=7.6 Hz, 1H), 1.79 (d, J=7.6 Hz, 3H); 13C NMR (100 MHz, CDCl3): delta 170.3, 139.1, 140.0, 131.5, 129.0, 121.6, 48.9, 17.4; HRMS (APCI, positive): [M+] calcd. for C12H10BrNO2, 278.9895; found 278.9904.

The synthetic route of 24358-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Japan Science and Technology Agency; Yabu, Hiroshi; Saito, Yuta; Saito, Shohei; Yamaguchi, Shigehiro; Nobusue, Shunpei; (47 pag.)US10442886; (2019); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Bromo-5-(trifluoromethyl)aniline

N,N-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)aniline 600 mg (2.50 mmol: 1.00 eq) of 3-ammo-5-bromo-1-trifluoromethylbenzene, then 1028 mg (12.50 mmol; 5.00 eq) of formaldehyde and finally 4 g of acetonitrile were introduced into a 50 ml round-bottomed flask. The reaction mixture was brought to 30 C. It was left for 30 min,then 314.21 mg (5.00 mmol; 2.00 eq) of sodium cyanoborohydride were added, followed, one minute later, by 900 mul of acetic acid; a strong effervescence was noted. The reaction medium was stirred at 35 C. for 3 h. Next, the initial pH of 10.9 was brought back to 7.9 by adding 1 N hydrochloric acid. ;The medium was evaporated under vacuum and then extracted four times with ether. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by Hash chromatography on silica (Merck column of 30 g of SiO2 15-40 mum) with a 100% toluene eluent (liquid deposit in the eluent). The fractions containing the targeted product were combined and then evaporated under reduced pressure to give 481 mg of 3-dimethylamino-5-bromo-1-trifluoromethylbenzene in the form of a colorless liquid. Yld: 72%. 1H NMR (300 MHz, CHCl3-d) deltappm 2.98 (s, 6H) 6.78 (s, 1H) 6.93 (s, 1H) 7.04 (s, 1H).

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 54962-75-3.

Reference:
Patent; INVENTIVA; BOUBIA, Benaissa; MASSARDIER, Christine; GUILLIER, Fabrice; POUPARDIN, Olivia; TALLANDIER, Mireille; AMAUDRUT, Jerome; BONDOUX, Michel; FEENSTRA, Roelof Williem; VAN DONGEN, Maria Johana Petronella; (207 pag.)US2017/66717; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary