Tag: M.W=200-300

Electric Literature of 845866-81-1,Some common heterocyclic compound, 845866-81-1, name is 2-Bromo-1-(difluoromethyl)-4-fluorobenzene, molecular formula is C7H4BrF3, 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.

Step 2: 1-(2-(difluoromethyl)-5-fluorophenyl)ethanone 1-Bromo-2-(difluoromethyl)-5-fluorobenzene(8.36 g, 37.5 mmol) was dissolved in anhydrous ether (100 mL), cooled to -78 C, and then 2.4 M n-butyllithium (18.7 mL, 45 mmol) was added dropwise under a nitrogen atmosphere. The resultant was stirred for 1 hour. While the temperature was kept at -78C, N-methyl-N-methoxylacetamide (7.73 g, 75 mmol) was added, and the resultant was then stirred for 2 hours. After the resultant was warmed up to room temperature, it was washed with saturated brine and extracted with ethyl acetate. The extract was dried, concentrated, and purified by silica gel column chromatography to give 1-(2-(difluoromethyl)-5-fluorophenyl)ethanone (4.2 g, 60% yield). 1H-NMR (400 MHz, CDCl3): delta= 7.45-7.40 (m, 1H), 7.31-7.27 (m, 1H), 7.20-7.12 (m,1H), 6.78-6.50 (t, J= 56 Hz, 1H), 2.42 (s, 3H).

The synthetic route of 845866-81-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
Bromide – Wikipedia,
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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. 153505-37-4, name is 4-Bromo-5-fluorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 153505-37-4

The compound was synthesized starting from (S)-4-phenyloxazolidin-2-one (1 equiv., 0.328 g, 2 mmol), 4-bromo-5-fluorobenzene-1,2-diamine (1 equiv., 0.412 g, 2 mmol), copper(I) iodide (0.1 equiv., 0.040 g, 0.2 mmol), cesium fluoride (2 equiv., 0.608 g, 4 mmol), cyclohexane-1,2-diamine (0.1 equiv., 0.024 mL, 0.2 mmol). The dried solids were given together in a reaction flask and the flask was purged with argon. A solution of cyclohexane-1,2-diamine in 4 mL dioxane was added to the flask. The reaction was stirred at 95 C. for 48 hours, before the reaction was cooled down to 45 C. and filtered through a pad of CELITE. The pad was washed with warm dichloromethane and the solution was concentrated under reduced pressure. The intermediate product was purified via FPLC using a chloroform-methanol gradient (0?10%, product elutes at about 5%).Yield: 0.078 g (13.6%)

According to the analysis of related databases, 153505-37-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROBIODRUG AG; US2011/92501; (2011); A1;,
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These common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, 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: 25017-13-4

3-Fluorophenethyl Cyanide (24). 3-Fluorophenethyl bromide (23, 1.00 g, 12.3 mmol) was diluted in dry DMF (25 mL). Sodium cyanide (1.06 g, 61.6 mmol) was added in one portion, and the mixture was heated to 60 C. under argon for 16 h. The mixture was cooled and concentrated, and the residue was partitioned between EtOAc and H2O (50 mL each). The layers were separated, and the aqueous phase was extracted with EtOAc (2¡Á20 mL). The organic layers were washed with H2O and sat. aq. NaCl (50 mL each), dried over anhydrous sodium sulfate, and concentrated. The resulting oil was purified by flash column chromatography (SiO2), eluting with a gradient of 5% EtOAc in hexanes to 30% EtOAc in hexanes to yield the desired product as a colorless oil (0.638 g, 87%). 1H-NMR (500 MHz; CDCl3): delta 7.31 (td, J=7.9, 6.0 Hz, 1 H), 7.03-6.93 (m, 3 H), 2.96 (t, J=7.4 Hz, 2 H), 2.63 (t, J=7.4 Hz, 2 H).

The synthetic route of 1-(2-Bromoethyl)-3-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Northwestern University; Silverman, Richard B.; Cinelli, Maris A.; US9212144; (2015); B2;,
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Application of 100189-84-2, A common heterocyclic compound, 100189-84-2, name is 2,5-Dibromo-1,3-dimethylbenzene, molecular formula is C8H8Br2, 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.

In a 25 mL Schlenk tube, 200 mg of 2,5-dihexyldioctyl-3,6-bisthiophenepyrrole [3,4-c]-pyrrole-1,4-dione was added according to a 2:1 molar ratio. Monomer 1), 35.2 mg of 2,6-dimethyl-1,4-dibromobenzene (monomer 4), sequentially added 200 mg of cesium carbonate, 8 mg of pivalic acid, 4 mg of Pd2(dba)3 catalyst, 3.3 mg of P ( o-MeOPh) 3 ligand. The moles of the catalyst Pd2(dba)3, the ligand P(o-MeOPh)3, the promoter pivalic acid PivOH, and the base Cs2CO3 were 1.5%, 3%, 30%, and 200%, respectively, of the monomer 1. In 6 mL of anhydrous toluene, the mixture was stirred under an inert atmosphere and heated to 120 C for 46 h. The obtained crude product was separated by silica gel column chromatography, and different conjugate length oligomers were collected, and the obtained solid product was vacuum dried under a rotary evaporator to obtain three conjugated oligomers of increasing degree of polymerization. , O8 and O9.The yields of O7, O8 and O9 are 35%, 30% and 25%, respectively.

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; Jiangxi University of Science and Technology; Liu Shiyong; Shen Zhaoqi; Liu Hui; Liu Lilin; Wen Herui; (20 pag.)CN108752367; (2018); A;,
Bromide – Wikipedia,
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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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 4263-52-9

A mixture of (E)-1,2-di(4-pyridyl)ethylene (91 mg, 0.5 mmol) and sodium 2-bromoethanesulfonate (317 mg, 1.5 mmol) (Aldrich) in abs. EtOH (3 mL) was refluxed with stirring for 50 h. The insoluble substance was filtered, washed with benzene, MeOH, and acetone, and re-crystallized from water-EtOH (2.8:1 (v/v), 2.7 mL) to yield 128 mg (64%) of (E)-3a as a pinkish powder.

According to the analysis of related databases, 4263-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Vedernikov, Artem I.; Lobova, Natalia A.; Kuz’mina, Lyudmila G.; Howard, Judith A.K.; Strelenko, Yuri A.; Alfimov, Michael V.; Gromov, Sergey P.; Journal of Molecular Structure; vol. 989; 1-3; (2011); p. 114 – 121;,
Bromide – Wikipedia,
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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,
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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

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

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,
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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