Author: Jessica.F

Reference of 583-75-5, 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. 583-75-5, name is 4-Bromo-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 70 4-bromo-2-methylaniline (10.5g, 56.3mmol) in 71 acetic acid (300mL) were added 21 NaNO2 (3.89g, 56.3mmol) and 72 water (10mL). After stirring at room temperature for 5h, the reaction mixture was concentrated in vacuo. The residue was diluted with EtOAc and washed with saturated aqueous NaHCO3 solution and brine. The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography (0-50% 73 EtOAc in hexanes) and solidified with hexanes to afford 13 6 as a brown solid (6.81g, 61% yield). 1H NMR (200MHz, CDCl3) delta ppm 7.35-7.43 (m, 1H), 7.45-7.52 (m, 1H), 7.92 (d, J=2.2Hz, 1H), 8.03 (d, J=0.9Hz, 1H); MS ESI/APCI Dual m/z 195 [M-H]-.

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-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Matsuda, Daisuke; Kobashi, Yohei; Mikami, Ayako; Kawamura, Madoka; Shiozawa, Fumiyasu; Kawabe, Kenichi; Hamada, Makoto; Nishimoto, Shinichi; Kimura, Kayo; Miyoshi, Masako; Takayama, Noriko; Kakinuma, Hiroyuki; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 16; (2017); p. 4339 – 4354;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 111721-75-6, 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. 111721-75-6, name is 2-Bromo-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

5-Amino-7-fluoro-1H-quinolin-2-one; To a solution of 2-bromo-3-fluoroaniline (6.5 g, 34.17 mmol) and pyridine (2.7 g, 34.17 mmol) in 20 ml of CH2Cl2, cinnamoyl chloride (5.95 g, 35.88 mol) in 10 ml CH2Cl2 are added dropwise and mixture was refluxed for 30 min. The reaction mixture is diluted with CH2Cl2, the organic layer washed with diluted HCl, saturated Na2CO3 solution, water, and dried (Na2SO4). The solvent is removed in vacuo to give 10.5 g of N-(2-bromo-3-fluorophenyl)-3-phenylacrylamide. To a solution of N-(2-bromo-3-fluorophenyl)-3-phenylacrylamide (10.5 g, 32.8 mmol) in 70 ml of chlor-benzene at 130 C. AlCl3 (21.9 g, 0.164 mol) is added portionwise, the mixture is stirred at this temperature 2 h and poured in ice-water. The precipitate is filtered off and dried. Yield 6.05 g (76%). 6 g (24.8 mmol) of 8-bromo-7-fluoro-1H-quinolin-2-one are refluxed in 30 mL of POCl3 during 2 h, then poured on ice, extracted with benzene, the benzene extract dried (Na2SO4) to yield 6.1 g 8-bromo-2-chloro-7-fluoroquinoline after solvent removal. To a mixture of 10 ml 10%-oleum and 1.4 g (22.2 mmol) of fuming HNO3 8-bromo-2-chloro-7-fluoroquinoline (4.8 g 18.5 mmol) is added portionwise. The mixture is heated at 100 C. for 2 h. Additional HNO3 (0.17 g) is added and stirred for additional 1 h. The reaction mixture is poured in ice-water, extracted with EtOAc, filtered through silica gel, and crystallized from heptane-toluene to yield 2.3 g (50%) 8-bromo-2-chloro-7-fluoro-5-nitroquinoline. 2.3 g (7.54 mmol) of 8-bromo-2-chloro-7-fluoro-5-nitroquinoline are heated at 100 C. for 5 h in a solution containing 16 ml of CH3COOH, 3.2 ml of H2O and 5 ml of conc. HCl. The mixture is poured in water, the formed precipitate is filtered off, stirred in EtOAc and filtered to yield 1.71 g. 8-bromo-7-fluoro-5-nitro-1H-quinolin-2-one. To a suspension 1.7 g (5.92 mmol) of 8-bromo-7-fluoro-5-nitro-1H-quinolin-2-one and 2.3 g (35.5 mmol) of HCOONH4 in 10 ml of ethanol 0.1 g 10% Pd-C are added, and stirred for 2 h at 60 C. A solid disappeared and then formed again. The precipitate is filtered off, dissolved in 3 ml of DMSO and filtered through silica gel. 15 ml of water are added to the eluate, the precipitate is filtered off and dried to yield 0.5 g (47%) 5-Amino-7-fluoro-1H-quinolin-2-one. 1H-NMR (DMSO-d6); delta=6.14 (dd, 1H), 6.20 (dd, 1H), 6.23 (d, 1H), 6.27 (br, 2H), 8.06 (d, 1H), 11.50 (br., 1H).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-3-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Berger, Markus; Rehwinkel, Hartmut; Zollner, Thomas; May, Ekkehard; Hassfeld, Jorna; Schacke, Heike; US2009/137564; (2009); 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. 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole

A mixture of 3,4-difluoro-4,7-dibromobenzothiadiazole (2.9 mmol, 0.92 g) and absolute ethanol (30 mL) were mixed into a 250 mL one-necked flask and NaBH4 (2.9 mmol, 1.13 g) was added at room temperature for 6 h, and the reaction was quenched with 100 mL of distilled water after the reaction. Extracted with methylene chloride, the organic phase washed three times to remove water-soluble impurities and unreacted raw materials, rotary evaporator rotary dry solvent, vacuum drying in white crystalline solid 5. Do not use the purification directly to the next step. (0.75 g, yield: 86%).

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 1295502-53-2.

Reference:
Patent; Central South University; Zou Yingping; Xu Shutao; Chen Guohui; Peng Hongjian; Yuan Jun; Feng Liuliu; (15 pag.)CN106905306; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 58534-95-5, 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. 58534-95-5, name is 3-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2,2,2-trichloroethane-1,1-diol (8.09 g, 49.33 mmol) and Na2SO4 (53 g, 370 mol) was dissolved in water and warmed to 35C.3-Bromo-2- fluorobenzenamine (7.77 g, 41.11 mmol) in water was added, followed by 35% aqueous HCl solution (4.6 mL) and hydroxylamine hydrochloride (9.08 g, 131.6 mmol). The resulting mixture was stirred at 90C for 16 hours and yellow precipitate was formed. The mixture was cooled to room temperature. The solid was collected by filtration, rinsed with water, and dried in the air to afford compound 5-3 (6.5 g, 61% yield).

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-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; LONG, Yun, Oliver; LIU, Yuan; REN, Pingda; LIU, Yi; (135 pag.)WO2017/58915; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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 7. 4′ -Dibenzofuran-4-yl-biphenyl-4-carbaldehyde; EPO A solution of dibenzofuran-4-boronic acid (1.0 g, 4.7 mmol) in ethanol (10 iriL) was added to a stirred solution of 1- bromo-4-iodobenzene (1.33 g, 4.7 mmol) and tetrakis- (triphenylphosphine)palladium(O) (271 mg, 5 molpercent) in toluene (40 mL) . 2N sodium carbonate (4.7 mL, 9.4 mmol) was added and the reaction was heated to 900C (oil bath temp.) for 2-3 hrs until complete (TLC control) .The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (2 x 20 mL) . The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MgSO4, filtered and concentrated in vacuo to yield 4- (4-bromophenyl) -dibenzofuran as a yellow solid, which was used immediately without further purification.A solution of 4-formylphenylboronic acid (0.9 g, 5.64 mmol) in ethanol (10 mL) was added to a stirred solution of the crude 4- (4-bromophenyl) -dibenzofuran (from the previous reaction) in toluene (40 mL) . tetrakis-(Triphenylphosphine)palladium(O) (270 mg, 5 molpercent) and 2N sodium carbonate (4.7 mL, 9.4 mmol) were added and the reaction was heated to 1000C (oil bath temp.) for 2-3 hrs until complete (TLC control) . The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated, the aqueous phase being further extracted with ethyl acetate (2 x 20 mL) . The combined extract was washed with 0.5 N hydrochloric acid, water and brine and EPO then dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification of the product by flash column chromatography, using 10-20percent ethyl acetate in hexane as eluent, afforded the title compound has a white solid (1.5Ig) .

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC; WO2006/55625; (2006); A2;,
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 1073-39-8 as follows. Quality Control of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene

Under argon, 4,4′-dihydroxy-diphenylhexafluorocyclobutane ether (19 g, 0.05 mol) of 4-bromobenzocyclobutene (36.6 g, 0.2 mol), 1.95 Grams of cuprous iodide(0.1 mol), 6.15 g of N-butylimidazole (0.05 mol), 13.86 g of potassium carbonate (0.1 mol) and 100 ml of toluene were added and the temperature was raised to 140 C for 16 hours. The mixture was cooled to room temperature and the reaction mixture was diluted with chloroform, Washed with dilute hydrochloric acid and then neutralized with saturated aqueous sodium bicarbonate. The organic solvent was removed by rotary distillation to give a solid crude product. Purification by column chromatography (petroleum ether / ethyl acetate, 6: 1) gave a white solid product,Yield 66%.

According to the analysis of related databases, 1073-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai institute of Organnic Chemistry,Chinese Academy of Sciences; Fang, jiang; Zhou, JunFeng; Luo, yijie; Wang, JiaJia; Jin, kaikai; Wang, Yuanjiang; (13 pag.)CN104311401; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2270-59-9, name is 5-Bromo-2-methylpent-2-ene, 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. Product Details of 2270-59-9

To a mixture of 7-chloro-3-(2-(6-cyclopropyl-lH-indol-3-yl)-2-oxoethoxy)- 2-naphthamide (419mg, 1 mmol) in anhydrous DMF (10 mL) were added 5-bromo-2-methylpent-2-ene (0.6 g, 4 mmol) and K2CO3 (400 mg, 2.9 mmol).The reaction mixture was stirred at 20C overnight then concentrated under high vacuum. The residue was purified by column chromatography to afford the desired product (450 mg, 92.2% yield) as white solid. LC-MS: m/z 501(M+H)+.

The synthetic route of 5-Bromo-2-methylpent-2-ene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 61326-44-1, 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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 1- (4- (4- (1H-1,2,4-triazol-1-yl) phenoxy) phenyl) -1H-1,2,4-triazole (L) _: The organic compound is prepared by heating 1,1,2,2-tetrakis (4-bromophenyl) ethylene, triazole, potassium carbonate and copper oxide under heating in a DMF polar solvent;The molar ratio of 4,4′-dibromodiphenyl ether: triazole: potassium carbonate: copper oxide is 2: 10: 30: 1;The reaction temperature was 150 ° C and the reaction time was 18 hours.

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, 1,1,2,2-Tetrakis(4-bromophenyl)ethene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tianjin Normal University; Wang, Ying; (11 pag.)CN104530092; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, 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. Product Details of 22034-13-5

A 100 mL round bottom flask is charged with 4-bromobenzo[cl[1,2,Slthiadiazole (1.61 g, 7.49 mmol, 1.00 equiv), tert-butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbamate (2.74 g, 8.24 mmol, 1.10 equiv), potassium carbonate (3.10 g, 22.5 mmol, 3.00 equiv), and [1,1? -Bis(diphenylphosphino)ferrocenel dichloropalladium(ll) (0.274 g, 0.374 mmol, 5.00 molpercent). The flask is connected to a reflux condenser and is placed under a nitrogen atmosphere. 38 mL of nitrogen-sparged 9:1 dioxane:water is added and the mixture was stirred at 100°C overnight.The solution is cooled and quenched with water. Product is extracted with several portions of dichloromethane. Combined organic fractions are dried with Mg504, concentrated, and purified by chromatography on silica gel (20percent EtOAc in hexane). A white solid is isolated. The material is immediately dissolved in 30 mL dichloromethane and 3 mL concentrated HC1 are added. The mixture is stirred at ambient temperature overnight. The slurry is filtered, and the isolated white solid is rinsed with a few additional portions of dichloromethane. The solid is dried in a vacuum oven for several hours. Proton/CarbonNMR are consistent with the HC1-salt of the desired product. ?H NMR (500 MHz, DMSOd 6) oe 8.62 (s, 3H), 8.11 (dd, J= 8.7, 1.1 Hz, 1H), 8.06?7.96 (m, 2H), 7.88 (dd, J=7.0, 1.1 Hz, 1H), 7.82 (dd, J= 8.6, 7.0 Hz, 1H), 7.68 (d, J= 8.1 Hz, 2H), 4.11 (s, 2H). ?3C NMR (126 MHz, DMSO-d6) oe 154.95, 152.61, 136.77, 134.14, 132.71, 130.08, 129.16, 129.07, 128.01, 120.61, 41.81.

The synthetic route of 22034-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; YOUNG, Kaylie L.; CUMMINS, Clark H.; GLOVER, William C.; GRIGG, Robert David; (26 pag.)WO2019/27608; (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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., name: 3-Bromo-5-(trifluoromethyl)aniline

Example 1: Preparation of 3-(trifluoromethyl)-5-(4-methyl-1H-imidazole-1-yl)-benzeneamine of formula I 2000g of 3-bromo-5- trifluoromethylaniline of formula II, 1368g of 4-methylimidazole of formula III , 181 g of 8-hydroxyquinoline, 238g of CuI, 666.6g of NaOH, 933g of CaO and 7000ml of DMSO were loaded into a lOL of 3-neck flask. The reaction mixture was protected with nitrogen and was then stirred at 120C for 69 hours while monitoring for the consumption of 3-bromo-5- trifluoromethyaniline by HPLC. Heating was stopped when 3-bromo-5- trifluoromethyaniline / 4-methylimidazole is not more than 5%. The reaction mixture was cooled down to 45-50C and poured into a 50L reactor. 8.4L of 14% ammonia was added dropwise and then stirred for 1hour at 45-50C. The mixture was cooled down to room temperature.16.8L of water and 10L of ethyl acetate were added to the extract. The upper organic layer was separated and filtered through the filter aid. The lower aqueous layer was washed with 7.5L of ethyl acetate and combined with the above filtrate. The combined organic layer was washed with 5Lx3 of 5% of brine for three times. The upper organic layer was separated and dried over 1kg of anhydrous Na2S04 overnight. The mixture was filtered and concentrated to obtain 2.3kg of solid. The residue was dissolved in 2L of ethyl acetate at 45C. To the solution was then added 8L of petroleum ether dropwise at 45C. The mixture was cooled down slowly to 0-15C and stirred for 1hour. A large amount of precipitate was formed and filtered. The filtered cake was dissolved in 2L of ethyl acetate at 45C. The solution was then added 8L of petroleum ether dropwise at 45C. The mixture was cooled down slowly to 15-0C and stirred for 1hour. A large precipitate was formed and filtered. The filter cake was dried at 45C and 954g of 3-(trifluoromethyl)-5-(4-methyl-1H-imidazole-l-yl)-benzeneamine of formula I were obtained. (Yield: 47.5%). The obtained compound of formula I had purity of 99.7% on area by HPLC and contained 0.13% on area by HPLC, of the 5 methyl isomer impurity.

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Teva Pharmaceutical Industries Ltd.; EP2305667; (2011); A2;,
Bromide – Wikipedia,
bromide – Wiktionary