Tag: M.W=100-200

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. 2924-09-6, name is 5-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 5-Bromo-2-fluoroaniline

Intermediate 47 5-Bromo-8-fluoroquinoline A mixture of 5-bromo-2-fluoroaniline (commercially available, for example, from Fluorochem) (21.45 g, 113 mmol) and 6M hydrochloric acid (90 ml) at -50 0C was treated with toluene (150 ml). The mixture was warmed to -60 0C and acrolein (15.1 ml, 226 mmol) was added slowly over 20 min.The mixture was then heated at reflux for 1 h 45 min. The cooled mixture was made alkaline with1OM NaOH aq and extracted with EtOAc. The extracts were washed with brine, dried and evaporated to give a brown oil that was purified by flash column chromatography on silica using mixtures of EtOAc and cyclohexane (1 :9 to 1 :6 ratio) as eluent. Evaporation of the solvent from appropriate fractions gave the title compound (6.69 g). LCMS RT= 2.84 min, ES+ve m/z 226/228[M+H]+.

The synthetic route of 2924-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; GORE, Paul Martin; HANCOCK, Ashley, Paul; HODGSON, Simon Teanby; WO2010/94643; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 202865-83-6, The chemical industry reduces the impact on the environment during synthesis 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, I believe this compound will play a more active role in future production and life.

Compound 22b (50 mg, 177.09 mumol), 1-bromo-3-fluoro-5-methylbenzene (46.87 mg, 247.93 mumol), Pd (OAc) 2 (7.9 mg, 0.035 mmol), BINAP (44 mg, 0.071 mmol) ) And Cs2CO3 (145mg, 0.442mmol) were added in 5mL toluene, heated to 90 under N2 protection for 5h. After the reaction was completed, it was filtered through celite, and the filtrate was spin-dried and separated and purified by a preparative silica gel plate (eluent system B) to obtain compound 22c (10 mg).

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-3-fluoro-5-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Li Guiying; Sun Xiaoyang; You Zejin; Cai Jiaqiang; Wang Lichun; Wang Jingyi; (55 pag.)CN110857298; (2020); A;,
Bromide – Wikipedia,
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Some common heterocyclic compound, 64248-56-2, name is 2-Bromo-1,3-difluorobenzene, molecular formula is C6H3BrF2, 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 C6H3BrF2

A solution of 2-bromo-1,3-difluorobenzene (25.0 g, 130 mmol) in concentrated H2SO4 (52 mL, 98%) was vigorously stirred at room temperature. Then, concentrated nitric acid (9 mL, 70%) was added dropwise to the solution, and the internal temperature was maintained to be lower than 55C. After the addition, the mixture was further stirred for 30 minutes, and poured on ice. CH2Cl2 (200 mL x 2) was added to the mixture for extraction of the desired compound. The combined organic layer was washed with saturated Na2CO3 and brine, dried over Na2SO4, and concentrated to give 2-bromo-1,3-difluoro-4-nitrobenzene as yellow solid (23.0 g, yield 74%). 1H-NMR Spectrum (300MHz, CDCl3):delta (ppm): 7.10-7.16 (m, 1H), 8.09-8.16 (m, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64248-56-2, its application will become more common.

Reference:
Patent; Juntendo Educational Foundation; HIRAMATSU Keiichi; MORIMOTO Yuh; BABA Tadashi; HAYAKAWA Isao; (76 pag.)EP2987787; (2016); A1;,
Bromide – Wikipedia,
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Application of 556-96-7, These common heterocyclic compound, 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, 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.

Magnesium turnings (5.10 g, 210 mmol, 6 equiv) were washed with hexanes and dried in a 120 C oven for 1 h. The vacuum. Upon cooling to room temperature, a small amount of iodine (50 mg) was added to the flask, and the solids were suspended in THF (120 mL). The flask was fitted with a reflux condenser, then vacuum purged/backfilled with nitrogen three times, and warmed to 50 C in an oil bath. A vent needle was added at the top of the reflux condenser to allow rapid gas release during the initiation of Grignard formation. Neat 3,5-dimethylbromobenzene (14.3 mL, 105 mmol, 3 equiv) was then added at a slow dropwise pace. Formation of the Grignard reagent was indicated by the disappearance of the dark brown THF-iodine adduct, at which point the addition was halted until a controlled, gentle reflux was obtained, and the vent needle was removed. Dropwise addition of the bromide was resumed so as to maintain a gentle reflux. After the addition was complete, the solution was stirred at 50 C for 30 mm, then removed from its bath and cooled to 0 C in an ice/water bath. Diethyl phosphite (4.5 mL, 35 mmol, 1 equiv) was added at a fast dropwise pace, and the solution was stirred at 0 C for 1 h. At this time, the reflux condenser was replaced with an addition funnel, and ice cold 6M HC1 (40 mL, prepared by mixing 20 g ice with 20 mL concentrated HC1) was added at a slow dropwise pace. 300 mL water was added and the solution was stirred vigorously for 1 h. The layers were separated and the aqueous phase was thrice extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The product was purified by column chromatography (1-3-5% MeOH/DCM). White solid, 7.58 g, 29.3 mmol, 84% yield. NMR spectra were identical to the previously isolated compound.??H NMR (300 MHz, CDC13) oe 7.94 (d, J 477 Hz, 1H), 7.32 (dt, J 1.5, 0.7 Hz, 2H), 7.28 (dt, J= 1.6, 0.7 Hz, 2H),7.17 (tp, J 1.7, 0.8 Hz, 2H), 2.34 (p, J= 0.6 Hz, 12H); 3?P NMR (121 MHz, CDC13) o 22.71.

Statistics shows that 1-Bromo-3,5-dimethylbenzene is playing an increasingly important role. we look forward to future research findings about 556-96-7.

Reference:
Patent; CALIFORNIA INSTITUTE OF TECHNOLOGY; STOLTZ, Brian, M.; WELIN, Eric, R.; VIRGIL, Scott, C.; TADROSS, Pamela; POTOTSCHNIG, Gerit, Maria; NGAMNITHIPORN, Aurapat (Fa); NEGORO, Kenji; LAPOINTE, Guillaume; KLATTE, Max; HALEY, Christopher; GRUENANGER, Christian; GLIBSTRUP, Emil; GILMORE, Christopher; ALLAN, Kevin, McCormack; (114 pag.)WO2019/18539; (2019); A1;,
Bromide – Wikipedia,
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Reference of 4117-09-3, The chemical industry reduces the impact on the environment during synthesis 4117-09-3, name is 7-Bromo-1-heptene, I believe this compound will play a more active role in future production and life.

To a mixture of 0.20 g of N-benzothiazol-6-yl-2-(2-fluoro-3-hydroxy- phenyl)acetamide, 0.25 g of 7-bromo-l-heptene and 3ml of DMF was added 0.46 g of cesium carbonate. The mixture was stirred at room temperature for 4 hours. Ice water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline solution, then, dried over magnesium sulfate and concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography, and 0.16 g of N-benzothiazol-6-yl-2-(3 -(6-hepteny loxy)phenyl)acetamide (hereinafter, referred to as the present compound (17)) was obtained. The present compound (17)1H-NMR (CDCl3)delta: 1.45-1.52 (4H, m), 1.77-1.84 (2H, m), 2.05-2.13 (2H5 m), 3.75 (2H5 s), 3.97 (2H5 1, J = 6.5 Hz)5 4.93-5.03 (2H, m), 5.76-5.86 (IH5 m),6.87-6.95 (3H5 m), 7.18 (IH5 dd, J = 8.8, 2.0 Hz), 7.28-7.36 (2H, m), 7.99 (IH, d, J = 8.8 Hz)5 8.49 (IH, d, J = 2.0 Hz)5 8.90 (IH5 s).

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, 7-Bromo-1-heptene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SAKAGUCHI, Hiroshi; WO2010/24422; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10269-01-9, name is (3-Bromophenyl)methanamine, belongs to bromides-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 10269-01-9, category: bromides-buliding-blocks

Example 95 1-(3-Bromophenyl)-N-methylmethanamine To bromobenzylamine (0.890 g, 4 mmol) in THF (9 mL) was added NaOH (4.20 mL, 1 N, 4.20 mmol) and the solution was stirred at room temperature for 5 mins, when BOC2O (0.975 mL, 4.20 mmol) was added. This mixture was stirred for an additional 30 mins. The reaction mixture was diluted with EtOAc (20 mL). The organic layer was separated, washed with brine (5 mL), dried over Na2SO4, filtered and concentrated. Lithium aluminum hydride (12.00 mL, 12.00 mmol) was added to the above crude product and heated in a microwave at about 100 C. for about 1 h. The reaction mixture was diluted with Et2O (~50 mL) and quenched slowly with Na2SO4 (sat.). The organic layer was separated, dried over, filtered, and concentrated to afford the title compound (0.472 g, 59%). LC-MS m/z 200 (M+H)+.

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; Glaxo Group Limited; US2009/203657; (2009); 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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3BrF2

2,5-Difluorobromobenzene (500 mg, 2.6 mmol) was dissolved in 5 mL of THF.An isopropylmagnesium chloride anhydrous THF solution (1.56 mL, 3.12 mmol) was slowly added dropwise at -45 C.After the dropwise addition, the temperature was naturally raised to 0 C and stirred for 1 h.Further, a solution of Compound 17 (466 mg, 2.46 mmol) in tetrahydrofuran (5 mL) was slowly added dropwise at -15 C, and stirred at room temperature for 30 min.The reaction solution was poured into 10 mL of a saturated ammonium chloride solution and stirred for 10 min.The mixture was separated and the aqueous phase was extracted three times with 10 mL of ethyl acetate.The combined organic layers were washed with brine and dried over anhydrous sodium sulfate. Concentration by filtration, column chromatography (PE / EA, 0% ~ 10%) to give 367 mg of colorless solids as compound 18Yield: 46.6%.

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (32 pag.)CN109456331; (2019); A;,
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 65896-11-9 as follows. Computed Properties of C6H5BrFN

2-Bromo-6-fluoroaniline (2.0 g, 10 mmol) was dissolved in hydrochloric acid (7.0 niL, 12 N aqueous, 8.0 eq?iv) and cooled to 0 0C. An aqueous solution (10 mL) of sodium nitrite (0.80 g, 11 mmol, 1.1 equiv) was added dropwise over 30 minutes via addition funnel and the mixture was stirred for an additional 30 minutes at 0 0C. A hydrochloric acid solution (10 mL, 12 N aqueous) of stannous chloride (7.1 g, 31 mmol, 3.0 equiv) was then added to the mixture over 45 minutes via addition funnel and the mixture was stirred for an additional 1 hour at 0 0C. To the mixture, sodium hydroxide (30 mL, 1 N aqueous) was added slowly until basic (p? >; 8). The mixture was warmed to ambient temperature, poured into sodium hydroxide (50 mL, 25% aqueous) and the aqueous layer was extracted with diethyl ether (3 X 250 mL). The combined organic extracts were dried with sodium sulfate, filtered and partially concentrated in vacuo. The mixture was diluted with diethyl ether (200 mL) and treated with gaseous hydrochloric acid until saturated, resulting in a white precipitate, which was filtered and washed with diethyl ether (2 X 50 mL), providing the titled compound as a white solid.

According to the analysis of related databases, 65896-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BESHORE, Douglas, C.; KUDUK, Scott, D.; WO2010/96338; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, 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. SDS of cas: 58534-95-5

400 mg (2.10 mmol) of 3-bromo-2-fluoroaniline, 809.42 mg (6.32 mmol) of tert-butyl acrylate and 1.47 ml (10.53 mmol) of triethylamine were initially charged in 2.4 ml of DMF. The reaction vessel was evacuated three times and in each case vented with argon. 47.26 mg (0.21 mmol) of palladium(II) acetate and 128.14 mg (0.42 mmol) of tri-2-tolylphosphine were then added, and the reaction vessel was evacuated two more times and again vented with argon. The mixture was stirred at 145 C. overnight. The reaction mixture was then cooled, added to saturated ammonium chloride solution and extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate and concentrated. The crude product was purified by preparative RP-HPLC (mobile phase: acetonitrile/water gradient). This gave 210 mg (42% of theory) of the title compound.LC-MS (method 11): Rt=1.27 min; m/z=238 (M+H)+.1H-NMR (400 MHz, DMSO-d6): delta=7.59 (d, 1H), 6.94-6.87 (m, 2H), 6.85-6.77 (m, 1H), 6.45 (d, 1H), 5.27 (s, 2H), 1.52-1.43 (m, 9H).

The synthetic route of 3-Bromo-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIEGESELLSCHAFT; US2011/34450; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1422-54-4, 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. 1422-54-4, name is 2-Bromo-6-fluorotoluene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 187 6-(3-Fluoro-2-methylphenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 287, Structure 4 of Scheme II, where R1 =3-fluoro-2-methylphenyl) This compound was prepared by General Method 2 (EXAMPLE 9) from Compound 9 (50 mg, 0.158 mmol) and 2-bromo-6-fluorotoluene (60 mg, 0.315 mmol). Purification by flash chromatography on silica gel (20 g) using 5% EtOAc:hexanes afforded 6 mg (14%) of Compound 287 as a yellow oil. Data for Compound 287: 1 H NMR (400 MHz, acetone-d6) 7.20 (m, 1H), 7.02 (m, 1H), 6.98 (m, 2H), 6.91 (m, 1H), 6.56 (d, J=8.0, 1H), 5.37 (s, 1H), 5.29 (br s, 1H), 2.19 (s, 3H), 1.98 (s, 3H), 1.28 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-6-fluorotoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693646; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary