Month: March 2021

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. 4549-33-1, name is 1,9-Dibromononane, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,9-Dibromononane

Under inert atmosphere, to a stirred solution of NaH (140 mg, 3.45 mmol) in 2 ml anhydrous DMF at 0C, it was added a solution of theophylline (378 mg, 2.098 mmol) in 10 ml anhydrous DMF. After 2 h at room temperature, 1,9-dibromononane (142 mu, 1.41 mmol) was slowly added to the reaction mixture. This mixture was stirred at room temperature overnight, and then solvent was completely removed. The crude was chromatographically purified over Si02 using gradient mixtures of AcOEt/MeOH as the eluant, yielding 0.108 g (32 %) of the desired product B. NMR (400 MHz, DMSO-d6): delta 8.07 (s, 2 H), 4.22 (t, J=7.0 Hz, 1 H), 3.42 (s, 6 H), 3.22 (s, 6 H), 1.69 – 1.83 (m, 4 H), 1.24 (br. s., 10 H) ppm. MS (ESI (+)): m/z = 507.2 [M+Na]+ MS (ESI (-): m/z = 483.0 [M-H]”

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITAT DE VALENCIA; INSTITUT QUIMIC DE SARRIA CETS FUNDACIO PRIVADA; INSTITUT UNIV. DE CIENCIA I TECNOLOGIA, S.A.; ARTERO ALLEPUZ, Ruben; CASTELLS BOLIART, Josep; BORRELL BILBAO, Jose Ignacio; LLAMUSI TROISI, Beatriz; BARGIELA SCHOeNBRUNN, Ariadna; KONIECZNY, Piotr; PASCUAL GILABERT, Marta; TEIXIDO CLOSA, Jordi; ESTRADA TEJEDOR, Roger; LOPEZ GONZALEZ, Alejandro; (68 pag.)WO2016/75285; (2016); A1;,
Bromide – Wikipedia,
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These common heterocyclic compound, 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, 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. Recommanded Product: 2-Bromo-5-(trifluoromethyl)aniline

2.40 g of 2-bromo-5-trifluoromethyl-aniline and1.21 g of potassium ethylxanthate were dissolved in 35 ml of DMF solution, reacted under refluxing at 120 degree centigrade, and then reacted overnight under stirring at room temperature. TLC detection was performed and it was confirmed that raw materials no longer decreased, and the reaction was completed. The product was washed with 25 ml of dilute hydrochloric acid solution, organic layer was extracted, combined and dried, and column chromatography was carried out to obtain 1.70 g of an oily liquid (yield 72%). Mass spectrum MS of the compound: [M+H] 235.2.

The synthetic route of 2-Bromo-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DRIVINGFORCE THERAPEUTICS Co., Ltd.; YANG, Yongliang; (20 pag.)US2018/29979; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7766-50-9, 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. 7766-50-9, name is 11-Bromo-1-undecene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1 ml of 50% aqueous sodium hydroxide (0.012 mol) and 23.4 g of tetra(ethylene glycol) (0.12 mol) was stirred for 0.5 h in an oil bath at 100 C. under Ar, and 2.8 g of 11-bromoundec-1-ene (0.012 mol) was then added. At the completion of the reaction as indicated by the TLC analysis, the reaction mixture was cooled and extracted several times with hexane. The combined organic layers were washed with brine and dried over sodium sulfate. After evaporation of the solvent in vacuo, the crude product was purified by chromatography column on silica gel (hexane/ethyl acetate, 1:1) to give pure product 2.5 g (yield: 60%). 1H NMR (CDCl3) delta 5.82-5.72 (m, 1H), 4.97-4.87 (m, 2H), 3.68-3.64 (t, 2H, J=4.8 Hz), 3.62-3.54 (m, 14H), 3.42-3.39 (t, 2H, J=7.2 Hz), 2.01-1.97 (m, 3H), 1.55-1.50 (m, 2H), 1.35-1.24 (m, 12H). 13C NMR (CDCl3) delta 139.5, 114.4, 72.8, 71.8, 70.8, 70.7, 70.5, 70.2, 34.0, 29.8, 29.7, 29.6, 29.3, 29.1, 26.3. MS ES+ m/z 369.28 (M+Na).

The synthetic route of 11-Bromo-1-undecene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Oakland University; Zeng, Xiangqun; Shen, Zhihong; (42 pag.)US9366672; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 615-59-8, These common heterocyclic compound, 615-59-8, name is 1,4-Dibromo-2-methylbenzene, 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.

(b) To a solution of 75 g (0.3 mol) of 2,5-dibromotoluene in 1 L of carbon tetrachloride was added 58.73 g (0.33 mol) of NBS and 50 mg of benzyl peroxide, and the resulting mixture was refluxed with stirring for 24 h. The mixture was cooled, and concentrated in vacuo. The residue was crystallized from hot methanol and washed with hexane to afford 54.5 g (55.7percent) of 2.5-dibromobenzyl bromide as a solid.

The synthetic route of 615-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sterling Winthrop Inc.; US5554620; (1996); 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. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Quality Control of 5-(Bromomethyl)benzo[d][1,3]dioxole

General procedure: Isatin (1 mmol), corresponding benzyl bromide (1 mmol) andK2CO3 (3 mmol) were heated in acetonitrile for 1e2 h. Aftercompletion of the reaction, acetonitrile was removed on rotavoparand the product was extracted using ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated. Theproduct obtained was used for next step without furtherpurification

The synthetic route of 2606-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kamal, Ahmed; Mahesh, Rasala; Nayak, V. Lakshma; Babu, Korrapati Suresh; Kumar, G. Bharath; Shaik, Anver Basha; Kapure, Jeevak Sopanrao; Alarifi, Abdullah; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 476 – 485;,
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. 327-75-3, name is 1-Bromo-2,4-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H3BrF6

[0199] To a solution of 95 (25.0 g, 0.10 mol) in anhy. THF (150 mL) was added NaOCH3 (7.0 g, 0.13 mol) at 0C. The mixture was then heated at 50C for 6 h. After cooling to 25C, the reaction mixture was quenched with sat. NH4C1, diluted with EtOAc, washed with brine, and concentrated in vacuo to afford crude methyl ether 96 (17.93 g, 73%) as a colorless liquid. This product was sufficiently pure to be used directly in subsequent reaction. 1H NMR (400 MHz, CDC13) : 8 7.83 (1H, s), 7.77 (1H, d, J = 8. 4 Hz), 7.09 (1H, d, J= 8.4 Hz), 3.97 (3H, s) ppm. A solution of methyl ether 96 (9.98 g, 0.04 mol) in anhyrous CH2C12 (150 mL) was cooled to-78C and treated with BBr3 (6.0 mL, 0.063 mol). The resultant brown mixture was stirred for 1 h at-78C, and then warmed up to 25C over 4 h, and then quenched with water. The organic layer was separated and washed with sat. NaHCO3 and brine, dried over Na2S04, concentrated to-13 mL in vacuo below 0C and used directly in the following substitution reaction. Take this solution (ca. 1.15 mL) and diluted with DMF (8 mL), and then treated with K2CO3 (1.27 g) and bromide 79 (1.72 g). The resultant mixture was stirred at room temperature for 1 h, diluted with EtOAc, washed with water and brine, dried over Na2S04, and concentrated in vacuum. The residue was purified by flash chromatography (5: 95 EtOAc/hexanes) on silica gel and then recrystallized with 10 % EtOAc/hexanes to give pure ester 97 as a white solid. 1H NMR (400 MHz, DMSO-d6) : No. 8. 60 (1H, d, J= 2.2 Hz), 8.17 (1H, dd, J= 8.6, 2.2 Hz), 7.96 (1H, s), 7.91 (1H, d, J= 8.6 Hz), 7. 84 (1H, d, J= 8.2 Hz), 7.74 (1H, t, J= 7.8 Hz), 7.38 (1H, d, J= 9.0 Hz), 6.40 (1H, s), 4.19 (2H, m), 1.11 (3H, t, J = 7.2 Hz) ppm.

According to the analysis of related databases, 327-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; METABOLEX, INC.; WO2005/80340; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10269-01-9, A common heterocyclic compound, 10269-01-9, name is (3-Bromophenyl)methanamine, molecular formula is C7H8BrN, 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.

26.25g of 3-Bromobenzylamine hydrochloride was suspended in 250 ml of dichloromethane, and the mixture was cooled to 0C. 33.5 g of N,N-diisopropylethylamine and 28.3 g of t-butyl dicarbonate were added. After stirring was continued at room temperature overnight, the reaction mixture was diluted with ethyl acetate. The solution was washed with water and saturated brine, dried over anhydrous magnesium sulfate, filtered, and the solvent was distilled off, to give 31.28 g of the title compound.1H-NMR (CDCl3) delta : 1.45 (s, 9H) 4.28 (d, J=6.0Hz, 2H) 4.87 (brs, 1H) 7. 20 (m, 2H) 7.38 (m, 1H) 7.43 (brs, 1H)

The synthetic route of 10269-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; EP1380562; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1295502-53-2, A common heterocyclic compound, 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, molecular formula is C6Br2F2N2S, 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.

Dried 50 mL three-necked flask, 25 mL of re-distilled toluene was added,Compound 2 (1. 05 g, 2 mmol),Pd (PPh3) 4 (46. 2 mg, 0.04 mmol) was added to the solution of 4,7-dimethoxy-5,6-dioxo benzo [c] [1,2,5] thiadiazole (221 mg, 0.67 mmol) Stirring dissolved; after nitrogen after 5 minutes,Using vacuum chestnut nitrogen 3 times;The solution was heated to 110 C for 72 hours. After cooling to room temperature, the solution was poured into 200 mL of methanol,The crude product was precipitated on a silica gel column using dichloromethane: petroleum ether (1: 1 by volume) as eluant,The red solid component was obtained as the object product (642 mg, yield 69%);

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:
Patent; National Center for Nanoscience and Technology (NCNST); Wei, Zhixiang; Yuan, liu; (22 pag.)CN105315273; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 142808-15-9, These common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, 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 80A2-[3-Fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane A mixture of 25 g (99.8 mmol) of 4-bromo-2-fluoro-1-(trifluoromethyl)benzene in 500 ml of dioxane was admixed under argon at RT with 27.8 g (109.8 mmol) of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis-1,3,2-dioxaborolane, 2.91 g (3.99 mmol) of 1,1-bis(diphenylphosphine)-ferrocenedichloropalladium(II) dichlormethane complex and with 29.38 g (299.4 mmol) of potassium acetate. The reaction mixture was stirred below 100 C. for several hours until conversion was substantially complete. The mixture was filtered through Celite and admixed with water. After addition of ethyl acetate and phase separation, the organic phase was dried over magnesium sulphate, filtered and concentrated under reduced pressure. The crude product is purified by flash chromatography (silica gel-60, eluent: cyclohexane/ethyl acetate 3:1). This gave 18.22 g of crude product in 73% purity (LC-MS), which was reacted without any further purification steps.1H NMR (400 MHz, DMSO-d6): delta=7.82 (dd, 1H), 7.67 (d, 1H), 7.59 (d, 1H), 1.32 (s, 12H).

The synthetic route of 142808-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/21489; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 348-57-2,Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-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.

Preparation 1 1 ,5-dibromo-2,4-difluorobenzene To a solution of l-bromo-2,4-difluorobenzene (19.3 mL, 171 mmol) in CH2CI2 (100 mL) was added iron (3.15 g,56 mmol). To this stirred suspension was added a solution of bromine (1 1 mL, 214 mmol) in CH2CI2 (25 mL) drop wise over 30 min. The resulting mixture was stirred at rt overnight. The reaction mixture was slowly poured into saturated aqueous Na2S203 (200 mL), and the resulting mixture was stirred at rt for 30 min. This was extracted with CH2C12 (3 x 80 mL). The combined extracts were washed with brine, dried over MgS04, filtered and concentrated in vacuo to give 1,5-dibromo- 2,4-difluorobenzene (40 g, 86 % yield) as a brown oil. XH NMR (500 MHz, CHLOROFORM-d) delta 7.79 (t, J=7.0 Hz, 1H), 7.00 (t, J=8.2 Hz, 1H).

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-2,4-difluorobenzene, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; WO2014/98831; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary