Author: Jessica.F

Reference of 348-57-2, A common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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 19 Preparation of 4-(2,4-difluorophenyl)-anisole from 4-methoxyphenylmagnesiumbromide and palladium chloride/triphenylphosphine (0.05percent) A suspension of magnesium turnings (1.54 g; 63.3 mmoles – Pometon) in tetrahydrofuran (16.02 g) was heated at 65°C under stirring and under nitrogen. Then, iodine (0.02 g) and, after 30 minutes, 4-bromoanisole (11.69 g; 62.5 mmoles), in 1 hour, were added to the reaction mixture. At the end of the addition, the reaction mixture was kept at 75°C for 1 hour and, then, decanted obtaining a solution of 4-methoxyphenylmagnesiumbromide (solution A). A mixture of 1-bromo-2,4-difluorobenzene (11.4 g; 59.1 mmoles), palladium chloride (0.00526 g; 0.0297 mmoles – Fluka) and triphenylphosphine (0.03088 g; 0.1177 mmoles – Fluka) was de-aerated by vacuum/nitrogen at 25°C. The mixture was heated at 85°C, kept under stirring for 15 minutes and, then, solution A was added in 3 hours. At the end of the addition, the reaction mixture was kept at 85°C for 30 minutes. After cooling at 60°C, a solution of 37percent hydrochloric acid (2 ml) in water (10 ml) was added in 20 minutes. The mixture was cooled at 40°C and the phases were separated. The solvent of the organic phase was evaporated under reduced pressure obtaining the desired compound (98.5percent yield).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZAMBON GROUP S.p.A.; EP494419; (1992); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 103-64-0, name is (2-Bromovinyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of (2-Bromovinyl)benzene

General procedure: To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinopropane (41.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the aryl bromide (2 mmol, 2 equiv) at the desired temperature (rt for the bromo eneformamides or 40C for the bromo enecarbamates). A solution of the bromo eneformamide (1 mmol, 1 equiv) in acetonitrile (5 mL) was added slowly. After completion (as judged by TLC and GC-MS), the reaction mixture was treated with a mild acid such as 10% H3PO4 (aq) and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to afford the desired coupling product as an oil. Purification was carried out by flash chromatography on silica (pretreated with 1% Et3N).

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bassler, Daniel P.; Alwali, Amir; Spence, Laura; Beale, Oliver; Beng, Timothy K.; Journal of Organometallic Chemistry; vol. 780; (2015); p. 6 – 12;,
Bromide – Wikipedia,
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Electric Literature of 58971-11-2, 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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

o a solution of 2-bromophenethyl amine (2.0 g, 0.01 mol) in acetonitrile at room temperature was added di-tert-butyl dicarbonate (2.1 g, 0.01 mol) in one portion. After stirring at room temperature for 72 hr the reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate. The solution was washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give 1,1-dimethylethyl[2-(3-bromophenyl)ethyl]carbamate as a yellow oil.

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

Reference:
Patent; SMITHKLINE BEECHAM CORP; COWAN, D. J; LARKIN, A. L.; ZHANG, CUNYU; MUSSO, D. L.; GREEN, G. M.; CADILLA, R.; SPEARING, P.K.; BISHOP, M. J.; SPEAKE, J. D.; (219 pag.)CN102516115; (2016); B;,
Bromide – Wikipedia,
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Electric Literature of 28342-75-8,Some common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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.

1,5-dibromo-2,4-difluorobenzene(30 g, 110.3 mmol)And cyanocopper(22.7 g, 253.7 mmol)After dissolving in DMF (120 ml), it was made into nitrogen atmosphere, and the temperature was raised, and the mixture was refluxed with stirring for 17 hours.The reaction solution was extracted with MC and then subjected to column chromatography using an ethyl acetate / hexane mixed solvent as eluent to obtain 6.0 g of Intermediate 1.

The synthetic route of 28342-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheil Industries Co., Ltd.; Dankook University Academic Cooperation; Lee, Sang Sin; Yu, Uhn Sun; Lee, Jun Yeop; Jo, Yong Ju; Choe, Yun Ho; (26 pag.)KR2016/331; (2016); A;,
Bromide – Wikipedia,
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Electric Literature of 68322-84-9, The chemical industry reduces the impact on the environment during synthesis 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

A mixture of [3,5-biotas(tnfluoromethyl)benzyl]-((3S,5R)-5-ethyl-pyrroliotadiotan-3-yl)-[5-(1-methyl- 1 H-pyrazol-4-yl)-py?miotadiotan-2-yl]-amiotane (45 mg, 0 27 mmol), 2-chloro-5-triotafluoromethyl- py?dine (196 mg, 0 81 mmol) and K2CO3 (11 1 mg, 0 81 mmol) in THF (2 0 ml_) in a sealed tube is stirred at 120 C for 2 hours The mixture is concentrated under reduced pressure The obtained residue is purified by silica gel column chromatography (eluent hexane / EtOAc) to give (3,5-biotas-t?fluoromethyl-benzyl)-[(3S,5R)-1-(2-bromo-4-triotafluoromethyl-phenyl)- 5-ethyl-pyrroliotadiotan-3-y.]-[5-(1 -methyl-1 H-pyrazol-4-yl)-py?miotadiotan-2-yl]-amiotane as a colorless oil (36 mg, 18%) 1 H NMR (400 MHz, chloroform-d) delta ppm 0 81 (t, 3H), 1 31 -1 35 (m, 1 H) 1 63-1 69 (m, 1 H),1 74 (q, 1 H), 2 40-2 43 (m, 1 H), 3 20 (dd, 1 H), 3 76-3 83 (m, 1 H) 3 88 (dd, 1 H), 3 95 (s, 3H), 5 02 (d, 1 H), 5 16 (d, 2H), 5 45-5 50 (m, 1 H), 6 98 (d, 1 H), 7 46 (dd, 1 H), 7 52 (s, 1 H), 7 66 (s, 1 H), 7 72 (s, 2H), 7 75 (d, 2H), 8 42 (s, 2H) ESI-MS m/z 722 [M+1]+, Retention time2 48 mm (condition A)

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, 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2009/71509; (2009); A1;,
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 1647-26-3 as follows. COA of Formula: C8H15Br

NaH (0.029 g, 1.2 mmol) was added to a 0 0C solution of 2-[2-(methyloxy)phenyl]- _5,6,7,8-tetrahydro-4(1H)-quinazolinone (0.15 g, 0.60 mmol) in DMF (3 mL) and stirred at RT for 10 minutes. Bromoethyl cyclohexane (0.3 mL, 2.21 mmol) was added and the resulting mixture stirred at room temperature overnight. The reaction was quenched with cold 6N HCI and extracted with ethyl acetate. The layers were separated and the organic portion was washed 3 times with water, dried over NaSO4, filtered, and concentrated. Crude product was puririded by flash column chromatography to afford pure product (0.081 mg) in 38% yield.

According to the analysis of related databases, 1647-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/62370; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 5433-01-2, These common heterocyclic compound, 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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 solution of 3-bromoisopropylbenzene (25 mmol) in 20 ml_ of dry THF was added dropwise over 20 min to 1.22 g (50 mmol) of magnesium turnings in 10 mL of refluxing THF under nitrogen and the mixture was refluxed for an additional 25 min to form the Grignard reagent. The Grignard solution was cooled and added by cannula to a suspension of CuBr-dimethylsulfide complex (0.52 g, 2.5 mmol) in dry THF at -25 C. The suspension was stirred at -25 C for 20 min, and then a solution of 1,4 cyclohexanedione, monoethylene ketal (3.9 g, 25 mmol) in 15 ml of THF was added dropwise over 5 min. The mixture was allowed to gradually warm to ambient temperature. After chromatography over silica gel, eluting with 20% to 30% ethyl acetate in heptane, alcohol 1 (5.6 g, 20 mmol, 80%) as a colorless oil which crystallized to a white solid on cooling: 1H NMR (CDCIs) 8 7.39 (s, 1 H), 7.33 (m, 1 H), 7.28 (t, J= 7.5 Hz, 1 H), 7.13 (d, J= 7.5 Hz, 1 H), 4.0 (m, 4 H), 2.91 (hept, J=7Hz, 1 H), 2.15 (m, 4 H), 1.82 (br d, J= 11.5 Hz, 2 H), 1.70(br d, J = 11.5 Hz, 2 H), 1.25 (d, J = 7 Hz, 6 H); MS (Cl) m/z 259.2 (M-OH).

The synthetic route of 5433-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2006/10094; (2006); 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. 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, A new synthetic method of this compound is introduced below., name: 1,4-Dibromo-2-fluorobenzene

General procedure: 6.19 1-Bromo-4(4′-vinylphenyl)-2-fluorobenzene (8e): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 molpercent), 4-vinylphenylboronic acid (57 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 8e was isolated as a colorless solid (49 mg, 45percent). Mp 338-340 °C. 1H NMR (300 MHz, CDCl3): delta = 5.03 (d, J = 2.3 Hz, 1H, CH), 5.58 (d, J = 4.3 Hz, 1H, CH), 6.52 (q, J = 3.7 Hz, 1H, CH), 7.00-7.13 (m, 3H, ArH), 7.23-7.35 (m, 4H, ArH). 13C NMR (75.46 MHz, CDCl3): delta = 114.5 (CH), 114.9 (CH), 123.5 (d, J = 4.3 Hz, CH), 126.4 (CH), 126.8 (CH), 126.9 (CH), 128.9 (d, J = 3.2 Hz, CH), 133.7 (CH), 136.1 (CH), 136.3 (d, J = 19.6 Hz, C), 137.5 (C), 137.6 (d, J = 2.4 Hz, C), 142.1 (d, J = 7.4 Hz, C), 159.4 (d, JCF = 243.3 Hz, CF). 19F NMR (282.4 MHz, CDCl3): delta = -107.1 (CF). IR (ATR, cm-1): , 2852 (w), 2368 (w), 2165 (w), 2046 (w), 1977 (w), 1711 (m), 1605 (w), 1573 (w), 1521 (w), 1486 (w), 1432 (w), 1359 (m), 1301 (w), 1219 (m), 1186 (w), 1116 (w), 1090 (w), 1006 (w), 989 (w), 905 (w), 878 (w), 814 (m), 771 (w), 721 (w), 668 (w), 622 (w), 578 (w), 529 (w). MS (EI, 70 eV); m/z (percent) = 278 (96) (81Br) [M]+, 276 (100), 277 (18), 196 (41), 170 (14), 158. HRMS (EI) calcd. for C14H1081BrF [M]+: 277.99240; found 277.99241.

The synthetic route of 1435-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
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608-30-0, name is 2,6-Dibromoaniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2,6-Dibromoaniline

Example 15 In this example, formation of 2,6,2″,6″-tetramethoxy-[1,1′;3′,1″]terphenyl-2′-ylamine is shown. 25.0 g (0.137 mol) of 2,6-dimethoxyphenylboronic acid, 11.41 g (0.046 mol) of 2,6-dibromo-phenylamine, 54.00 g (0.166 mol) of cesium carbonate, 0.62 g (0.000677 mol) of tris(dibenzylideneacetone)dipalladium (0), 0.38 g (0.00163 mol) of di-tert-butyl-trimethylsilanylmethyl-phosphine and 125 ml of dioxane were stirred at room temperature for 12 hours. The reaction mixture was filtered and the solvent was removed under vacuum. The resulting mixture was recrystallized from methylene chloride. Yield of 2,6,2″,6″-tetramethoxy-[1,1′;3′,1″]terphenyl-2′-ylamine was 12.21 g (73%) with m.p. 177.77 C. 1H NMR (CDCl3) 3.95 (s, 12H, MeO), 4.10 (s, 2H, NH2), 6.85-7.60 (m, arom. 9H).Anal. Calcd. for C22H23NO4: C, 72.31; H, 6.34; N, 3.83. Found: C, 72.13; H, 6.28; N, 3.02. GC/MS MW is 365. The structure was confirmed by X-ray analysis.

The synthetic route of 608-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ionkin, Alex Sergey; US2006/281923; (2006); A1;,
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. 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6Br2F4

EXAMPLE 1 1,4-bis(dipentafluorophenylboryl)-2,3,5,6-tetrafluorobenzene 1.54 g (5 mmol) of dibromotetrafluorobenzene are dissolved in 40 ml of n-hexane and cooled to -78 C. 6.4 ml of n-BuLi (10 mmol) are slowly added dropwise to the solution and the mixture is stirred for 1 hour. Subsequently, 1.90 g (5 mmol) of bis(pentafluorophenyl)borylchloride are dissolved in 40 ml of n-hexane and likewise added dropwise to the above solution. The suspension obtained is slowly warmed to room temperature, forming a white precipitant. This is separated off by filtration and the filtrate obtained is evaporated to dryness under reduced pressure. The yield of the resulting 1,4-bis(dipentafluorophenylboryl)-2,3,5,6-tetrafluorobenzene obtained as a yellow oil is 81%.

According to the analysis of related databases, 827-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Targor GmbH; US6255531; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary