Category: bromides-buliding-blocks

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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-4-fluoro-2-methylaniline

470 g of 5-bromo-4-fluoro-2-methylaniline (2.30 mol, 1.0 eq), 667 g of 2-bromocyclopropyl ketone (3.68 mol, 1.6 eq), organic solvent were added to the reaction flask. And alkali reagent, organic reagent is 3L toluene, alkali reagent is 623gDiisopropylamine ethylamine (4.83 mol, 2.1 eq), heated to 110 C for 12 hours, TLC detection showed the reaction was completed (PE / EA = 10/1, product Rf = 0.6, PE is petroleum ether, EA is Ethyl acetate). After the reaction: the mixture was cooled to room temperature, 1.5 liters of water and 1.5 liters of ethyl acetate were added, and the organic phase was separated with saturated ammonium chloride solution (500 mL), saturated sodium hydrogen carbonate solution (500 mL), and brine (500 mL) Wash once, dry anhydrous sodium sulfate (60g), spin dry, use 2L petroleum ether / acetic acidEthyl ester = 15/1 mixed solvent is beaten to obtain a solid product486 g (1.70 mol) of 2-(5′-bromo-4′-fluoro-2′-methylphenyl)amino-1-cyclopropyl ketone in a yield of 75%.

The synthetic route of 627871-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Douchuang (Shanghai) Pharmaceutical Technology Co., Ltd.; Wang Lei; Xu Zhi; Wang Zongying; Chen Da; Fu Haixiang; Li Ming; Ai Youqing; (11 pag.)CN109608441; (2019); A;,
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. 149910-98-5, name is 7-Bromoisochroman, A new synthetic method of this compound is introduced below., Computed Properties of C9H9BrO

General procedure: Toa solution of the substituted isochroman (7.46 mmol) derivatives inacetonitrile (15 ml), CuBr2(8.95 mmol)was added under nitrogenatmosphere. The solution was refluxed for about 2hr and then cooled to roomtemperature. The reaction mixture was added water, extracted with ethyl acetate.The combined organic extracts were washed with brine and dried with anhydrousNa2SO4,filtered and concentrated and then purified by silicagel column chromatographyto afford the product 1in 68% yield.

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:
Article; Shinde, Anand H.; Archith; Malipatel, Srilaxmi; Sharada, Duddu S.; Tetrahedron Letters; vol. 55; 50; (2014); p. 6821 – 6826;,
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. 344-04-7, name is 1-Bromo-2,3,4,5,6-pentafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 344-04-7

General procedure: To a solution of halogenbenzene 1 (50mmol) in EtOH (30mL) was added hydrazine monohydrate (5.0g, 0.1mol). The reaction mixture was refluxed for 1÷20h (see Scheme 1), cooled to r.t., poured into H2O (100mL) and kept at 5C for 3h. The precipitate was filtered and recrystallized from hexane.

According to the analysis of related databases, 344-04-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Politanskaya, Larisa; Bagryanskaya, Irina; Tretyakov, Evgeny; Journal of Fluorine Chemistry; vol. 214; (2018); p. 48 – 57;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1798-85-2,Some common heterocyclic compound, 1798-85-2, name is 1-Bromo-3-cyclopropylbenzene, molecular formula is C9H9Br, 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 stirred suspension oflntermediate B-4 (201.8 mg, 0.647 mmol), 1-bromo-3-cyclopropylbenzene (246.7 mg, 1.252 mmol), Pd2(dba)3 (58.5 mg, 0.064 mmol), 2-(dicyclohexylphosphino)-2′,4′,6′-triisopropylbiphenyl (“X-Phos”) (30.7 mg, 0.064 mmol)and potassium carbonate (414.7 mg, 3.00 mmol) in t-BuOH (4.0 mL) was degassed(pump/N2 x 3) and then heated to 80 oc overnight. The reaction mixture was cooled to20 room temperature. The mixture was diluted with EtOAc, filtered through a 4 )lmmembrane filter, concentrated, and then dried under vacuum. The residue was purifiedby flash chromatography (Teledyne ISCO CombiFlash Rf, gradient ofO% to 100% using solvent A/B=heptane/EtOAc over 15 column volumes, REDISEP Si02 40g, loaded asDCM solution). Obtained Intermediate B-12A (134.0 mg, 48%) as a tan solid: HPLC_RT=2.218 min (Waters SunFire C18 2.1x30mm, MeOH/H20/0.1% TFA, 2min gradient,wavelength= 254 nm); MS(ES): m/z= 372/374 [M-t-Bu+ It; 1H NMR (400 MHz,5 chloroform-d) 8 7.05-7.15 (m, IH), 6.59 (d, J=7.70 Hz, IH), 6.47-6.55 (m, 2H), 5.61 (d,J=7.26 Hz, IH), 4.53-4.65 (m, IH), 4.26-4.33 (m, IH), 3.66 (dd, J=9.57, 11.77 Hz, IH),1.75-1.85 (m, IH), 1.46 (s, 9H), 0.85-0.97 (m, 2H), 0.57-0.71 (m, 2H).

The synthetic route of 1798-85-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GILL, Patrice; QUESNELLE, Claude A.; SAULNIER, Mark G.; GAVAI, Ashvinikumar V.; WO2014/47369; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 54962-75-3, 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. 54962-75-3 name is 3-Bromo-5-(trifluoromethyl)aniline, 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.

3-Bromo-5-(trifluoromethyl)aniline (5.0 g) and 1,4-dibromobutan-2-ol (4.83 g) were stirred at 100 C. for 3 hr. After cooling to room temperature, to the reaction mixture was added saturated aqueous sodium carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10-50:50) to give the title compound (5.6 g, yield 22%) as a brown oil.1H-NMR (300 MHz, CDCl3) delta: 1.66 (br. s, 1H), 2.08-2.27 (m, 2H), 3.23-3.32 (m, 1H), 3.38 (td, J=8.8, 3.4 Hz, 1H), 3.44-3.59 (m, 2H), 4.65 (br. s, 1H), 6.65 (s, 1H), 6.80 (t, J=1.9 Hz, 1 H), 7.02 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Kasai, Shizuo; Kamaura, Masahiro; Cho, Nobuo; US2011/251187; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 86845-27-4, 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. 86845-27-4, name is 5-Bromo-2-methylbenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

III.2; [4-bromo-2-(trifluoromethyl)phenyl] acetonitrile; Step 1 : 4-bromo-l-(bromomethyl)-2-(trifluoromethyl) benzene; A solution of commercially available 4-bromo-l -methyl -2 -(trifiuorornethyl)benzene (1 eq.), NBS (1.1 eq.) and a catalytic amount of benzoyl peroxide in CCl4 (0.21M) was stirred at room temperature for Ih under a 150W spot lamp. The mixture was concentrated, purification by column chromatography on silica gel, eluting with Hex, afforded the desired material as an oil.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-methylbenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/23964; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-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. Formula: C6H3BrF2

-Bromo-1,4-difluorobenzene (53.6 g, 277.74 mmol) in THF (50 ml) was cooled to -50 C., to it was added isopropyl magnesium chloride (2M in THF) (133 mL, 266 mmol). The reaction mixture thus obtained was warmed to 0 C. and stirred for 1 h. The reaction mixture was cooled again to -50 C. 4-chloro-N-methoxy-N-methylbutanamide (40 g, 241.52 mmol) in THF (200 mL) was added drop wise to this reaction mixture with stirring and the stifling was continued at 0 C. for 1 h. The reaction mixture was quenched with saturated aqueous NH4Cl solution, extracted with ethylacetate. The organic layer collected was washed with water (500 mL) and then with brine solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford a crude liquid residue. The residue thus obtained was purified by column chromatography (using 60-120 silica gel and 5% EtOAc in Hexane as eluent) to afford 35 g of the title compound as a colorless liquid. 1H NMR (300 MHz, CDCl3) delta 7.60-7.53 (1H, m), 7.26-7.09 (2H, m), 3.70 (2H, t), 3.22-3.14 (2H, m), 2.28-2.16 (2H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 399-94-0, its application will become more common.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; Sasmal, Pradip Kumar; Ahmed, Shahadat; Tehim, Ashok; Paradkar, Vidyadhar; US2015/368238; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 38573-88-5,Some common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-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.

The compounds of the formula (I-7-1) A reaction vessel 10.0 g (0.052 mol), 1- pentyne 4.6 g(0.067 mol), copper iodide (I) 0.20g (1 .0 mmol), was added N, N-dimethylformamide 120 mL,triethylamine 40 mL. After the inside of the system was replaced with nitrogen, tetrakis(triphenylphosphine) palladium (0) 0.60 g (0.52 mmol) was added and heating for 12 hoursstirring at 90 ° C. After dilution with toluene, hydrochloric acid, washed with brine, and purifiedby column chromatography (silica gel) to give the formula (the I-7-2) with the compoundrepresented by 7.0 g (0.039 mol) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3-difluorobenzene, its application will become more common.

Reference:
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; HAYASHI, MASANAO; KUSUMOTO, TETSUO; (71 pag.)JP2015/78153; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4117-09-3,Some common heterocyclic compound, 4117-09-3, name is 7-Bromo-1-heptene, molecular formula is C7H13Br, 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.

S-6-heptenyl thioacetate 3.4 g (19.2 mmol) of 6-heptenyl-1-bromide in 15 ml of dimethylformamide were mixed with 2.4 g (21 mmol) of potassium thioacetate and stirred at room temperature for 2 hours. The mixture was taken up in 50 ml of MTBE and washed with saturated NaCl solution. Drying over sodium sulfate was followed by concentration, and the residue was employed without purification in the next stage.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Bromo-1-heptene, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2009/149486; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 54962-75-3,Some common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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.

To a mixture of 3-amino-5-bromobenzotrifluoride (1.0 g, 4.17 mmol) in pyridine (10 mL) at 0-5C was added dropwise methanesulfonyl chloride (0.389 mL, 5 mmol). The reaction mixture was stirred at rt for 4 days. As the reaction was not completed, the reaction mixture was then heated in a microwave oven at 150C for 15 min. There was no evolution, so the reaction was stopped. The reaction mixture was concentrated until dryness, and the residue was co-evaporated with toluene. The residue was then diluted with a saturated aqueous solution of NaHC03 and extracted with DCM. The organic layer was dried over MgS04 and evaporated. Purification by Flash chromatography using CombiFlash Companion ISCO system (Redisep silica 12g column, eluting with Cyclohexane/EtOAc 100:0 to 70:30) gave the title compound (1.05 g, 79% yield) as a white solid. 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 3.14 (s, 3H) 7.48 (s, 11-1) 7.64 (s, 11-1) 7.68 (s, 1 H) 10.42 (s, 1 H). MS(10): 316.3-318.2 [M-1]

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

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary