Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, SDS of cas: 17247-58-4

Blank magnesium chips (370 mg, 15.2 mmol) were covered with abs. THF (ca. 0.5 mL). Two drops283 (bromomethyl)cyclobutane (from 2.09 g, 14.0 mmol) were added. As the reaction started, the rest of284 the bromide was solved in abs. THF (4 mL) and the solution was added dropwise with stirring. After285 addition, the mixture was allowed to stand for 18 h at room temperature. The mixture was diluted286 abs. THF (10 mL), warmed near to reflux und slowly poured on crushed dry ice (100 mL). After287 warming up to about 0 C and addition of EtOAc (10 mL), the mixture was washed with 2 M HCl (10288 mL) and saturated with NaCl. The organic layer was separated and the aqueous layer was extracted289 with EtOAc (10 mL), the combined organic layers were dried over Na2SO4 and concentrated under290 reduced pressure resulting in 1.02 g cyclobutylacetic acid (7a) (64 %).

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:
Article; Durchschein, Christin; Bauer, Rudolf; Kretschmer, Nadine; Hufner, Antje; Rinner, Beate; Stallinger, Alexander; Deutsch, Alexander; Lohberger, Birgit; Molecules; vol. 23; 11; (2018);,
Bromide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 39478-78-9, name is 5-Bromo-2-methylaniline, 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 39478-78-9, Product Details of 39478-78-9

To a suspension [OF 5-BROMO-2-METHYLANILINE] (4.80g, 25.8 mmol) in concentrated [HCL] (16 mL) was added dropwise a solution of sodium nitrite (1.96 g, 28.4 mmol) in water (10 mL) over 30 minutes at [0C.] To the mixture was added dropwise a solution [OF SNCL2W2H2O] (17.46g, 77.4 mmol) in concentrated [HCL] (15 mL) over 50 minutes. After stirring for 1 hour at [0C,] the reaction mixture was basified with 50% NaOH (30 mL). The mixture was further diluted with water (20 mL) and treated with another [50% NAOH] (10 mL) and then crushed ice (100 g). The reaction mixture was extracted with ether (3 x 100 mL) and the combined organic phases were washed with brine, dried over [NA2SO4,] and filtered. The filtrate was acidified by adding an anhydrous solution of [HC1] in ether [(1] N in ether, 31 mL, 31 mmol). The precipitate was collected and dried under reduced pressure to give 4.57 g (75%) of title compound as a white amorphous solid. ‘H NMR (DMSO): 300MHz510. 31 (bs, 3H), 8.11 (bs, 1H), 7.12 (s, [IH),] 7.06 [(M,] 2H), 2.14 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; WYETH; VIROPHARMA INCORPORATED; WO2003/99824; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 65896-11-9, 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.

Example 1A Methyl (2E)-3-[2-amino-3-fluorophenyl]propenoate Starting with 42.00 g (221.04 mmol) of 2-bromo-6-fluoroaniline, the general procedure [A] gives 29.66 g (68% of theory) of product. HPLC (method 1): Rt=4.14 min MS (ESI-pos): m/z=196 (M+H)+

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; Bayer HealthCare AG; US2007/281953; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6911-87-1, name is 4-Bromo-N-methylaniline, 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 6911-87-1, Quality Control of 4-Bromo-N-methylaniline

General procedure: To a solution of substituted N-methylaniline (1mmol) in CH2Cl2 (5mL) was added aqueous NaOH 25M (1mL) followed by tetrabutylammonium hydrogen sulfate (0.15mmol). After 5min of vigorous stirring, the substituted benzenesulfonyl chloride (1mmol) was added to the reaction mixture. The solution was stirred either for 3h or overnight at room temperature. Water was added to quench the reaction. Aqueous layer was extracted with CH2Cl2 (3×CH2Cl2). The organic layer was washed once with brine and once with water, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using a mixture of n-hexane and ethyl acetate as solvent to afford the desired compound.

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

Reference:
Article; Perspicace, Enrico; Giorgio, Annalaura; Carotti, Angelo; Marchais-Oberwinkler, Sandrine; Hartmann, Rolf W.; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 201 – 215;,
Bromide – Wikipedia,
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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. 4117-09-3, name is 7-Bromo-1-heptene, A new synthetic method of this compound is introduced below., Recommanded Product: 7-Bromo-1-heptene

Take N-(1-adamantane)-3-indolecarboxamide (322 mg, 1.10 mmol)In dimethylformamide (5ml),Sodium hydride (88 mg, 2.20 mmol) was slowly added under ice-water bath.After the absence of bubbles, 7-bromo-1-heptene (244 mg, 1.30 mmol) was added.After 30 min reaction, the intermediate (7-(3-((1-adamantamine) formyl))-indolyl)heptene (187 mg, 44%) was obtained.

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; East China Normal University; Shanghai Bangyao Biological Technology Co., Ltd.; Zhang Hankun; Pang Xiufeng; Liu Mingyao; Jiang Beier; Liu Zhitao; Yu Weiwei; Liang Qiuwen; (41 pag.)CN109879790; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 51437-00-4, The chemical industry reduces the impact on the environment during synthesis 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

To a stirred solution of di-isopropyl amine (4.01 g, 39.88 mmol) in THF (20 mL) was added n-butyl lithium (1.6 M in hexane) (19.9 mL, 31.91 mmol) at -78 C. slowly dropwise over the period of 10 min, the reaction mixture was stirred at -78 C. for 30 min. A solution of 4-bromo-1-fluoro-2-methylbenzene (5.0 g, 26.6 mmol) in THF (30.0 mL) was added at -78 C., and the reaction mixture was stirred for 1 h at the same temperature. DMF (5.0 mL) was added and stirred at -78 C. for another 30 min. The reaction was monitored by TLC; then the reaction mixture was quenched with 1N HCl solution (aq) at 0 C. The aqueous layer was extracted with diethyl ether, washed with water and saturated brine solution. The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the crude compound purified by flash column chromatography (SiO2, 100-200 mesh; eluting with 5% ethyl acetate/pet ether) to afford the title compound as a white solid (3.6 g, 64%); mp 48-50 C.: 1H NMR (400 MHz, CDCl3) delta 8.33 (s, 1H), 8.22 (s, 1H), 7.67 (s, 1H), 7.60 (s, 1H), 6.75 (dd, J=17.6, 10.8 Hz, 1H), 5.92 (dd, J=17.6, 10.8 Hz, 1H), 5.52 (d, J=17.6 Hz, 1H), 2.21 (s, 3H); ESIMS m/z 211.35 ([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-1-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171312; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3814-30-0,Some common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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: To a suspension of 6-(4-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (150 mg, 462.42 micromol) in anhydrous DMF (5 ml_) was added (bromomethyl)cyclopentane (91 mg, 554.90 micromol) and K2CO3 (96 mg, 693.63 micromol). The mixture was heated at 60C for 12 h. LCMS showed 44% of desired product. The mixture was concentrated and the residue was dissolved in DCM (20 ml_) and H2O (20 ml_). The aqueous layer was extracted with DCM (20 ml_). The combined organics were washed with H2O (20 ml_), dried over Na2SO4, filtered, concentrated and purified by preparative HPLC (base) to give 7- (cyclopentylmethyl)-6-(4-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (47.00 mg, 24.74% yield) . 1H NMR (CDCI3 varian 400): 5 7.17 (d, J=7.6 Hz, 2H), 7.03 (d, J=8.0 Hz, 2H), 6.65 (s, 1 H), 4.1 1 -4.08 (m, 2H), 3.90-3.86 (m, 4H), 3.56-3.51 (m, 2H), 3.12-3.09 (m, 1 H), 2.34 (s, 3H), 2.35- 2.25 (m, 1 H), 2.16-2.13 (m, 2H), 1 .92-1 .89 (m, 2H), 1 .67-1 .63 (m, 4H), 1 .53-1 .51 (m, 2H), 1 .31 -1 .26 (m, 2H). LC-MS: tR = 2.95 min (METHOD 3), m/z = 407.2 [M + H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Bromomethyl)cyclopentane, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 58534-95-5, 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. 58534-95-5 name is 3-Bromo-2-fluoroaniline, 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.

General procedure: A 100 mL round bottom flask equipped with a stirbar and condenser was charged with 3-bromo-2-methylaniline (2.74 ml, 22.25 mmol), sodium 3-nitrobenzenesulfonate (8.93 g, 39.7 mmol), and 2-methylpropane-1,2,3-triol (6.61 g, 62.3 mmol). The mixture was then taken up in water (3.85 mL) and then carefully treated with concentrated sulfuric acid (7.12 mL). The reaction mixture was then heated to 150 C with stirring. After reaching 140 C the reaction was stopped and all glassware was washed alternatingly with 1 N aq sodium hydroxide and dichloromethane to 250 mL total volume into a 400 mL beaker equipped with a stirbar. The aqueous layer was adjusted to pH 8 with SN aq sodium hydroxide and the mixture stirred for ~1 h. The mixture wastransferred to a 1 L separatory funnel, diluted with ~400 mL dichloromethane, and the layers were separated. The resulting emulsion was treated with ~200 mL saturated brine and allowed to sit overnight to separate the layers. The organic layer was isolated and the aqueous re-extracted with an additional quantity of dichloromethane. The organics were then pooled, dried over sodium sulfate, filtered, and concentrated to a residue. Theresidue was purified by flash chromatography (15-65% dichloromethane:hexanes). Fractions containing the desired material were pooled and concentrated to a residue. The residue was then taken up in dichloromethane and extracted repeatedly with 1 N aq hydrochloric acid. The organic layer was isolated and the aqueous re-extracted with an additional portion of dichloromethane. The organics were then pooled, dried oversodium sulfate, filtered, and concentrated to afford the title compound as a light orange solid (0.995 g, 4.00 mmol, 18% yield). Following the procedure described in Example 15a using 3-bromo-2-fluoroanilineand propane-1,2,3-triol afforded the title compound as a solid (75%). 1H NMR (400 MHz,dichloromethane-d2) ppm 7.44 – 7.53 (m, 2H) 7.61 (dd, J=8.84, 6.06 Hz, 1H) 8.15 (dt,J=8.34, 1 .52 Hz, 1H) 8.92 (dd, J=4.29, 1.52 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; SQUIRE, Michael, Damien; WO2013/52716; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

5910-12-3, name is 3-Bromopyrazolo[1,5-a]pyridine, 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. Computed Properties of C7H5BrN2

REFERENCE EXAMPLE 1 3-(6-Fluoropyridin-2-yl)pyrazolo[1 ,5-a]pyridine To a 3-bromopyrazolo[1 ,5-a]pyhdine (2.40 g, 12.17 mmol) solution in DME (54 mL) under argon atmosphere, 6-fluoro-2-pyhdylboronic acid (1.80 g, 12.77 mmol), Pd(PPh3)4 (1.40 g, 1.21 mmol) and a solution of K2CO3 (3.70 g, 26.8 mmol) in H2O (7 mL) were added. The resulting mixture was heated at 85 0C for 5 h, cooled and concentrated to dryness. The crude product obtained was chromatographed over silica gel using hexane/EtOAc mixtures of increasing polarity as eluent, to afford 1.21 g of the desired compound (47% yield). LC-MS (Method 2): tR = 3.00 min; m/z = 214 (MH+).

The synthetic route of 5910-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PALAU PHARMA, S. A.; SALAS SOLANA, Jorge; ALMANSA ROSALES, Carmen; COMELLES ESPUGA, Josep; FONTES USTRELL, Montserrat; SOLIVA SOLIVA, Robert; PASTOR PORRAS, Jose, Javier; WO2010/72823; (2010); 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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H5BrFN

General procedure: The 25 mL RB-flask was charged with 2-haloamines (1 mmol), diphenylacetylene (1.5 mmol), LiOH·H2O (4 mmol) and catalyst (0.001 mol% of 5 in 2 mL N,N-dimethylformamide). The reaction mixture was stirred at 130 C for 20 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (20 mL) and washed with brine water. The combined organic phase was dried over anhydrous Na2SO4. After removal of the solvent, the residue was subjected to column chromatography on silica gel using ethyl acetate and hexane to afford the indole product in high purity. In case of 2-bromoanilines, 0.1 mol% of catalyst 5 was applied.

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 1003-98-1.

Reference:
Article; Srinivas, Keesara; Saiprathima, Parvathaneni; Balaswamy, Kodicherla; Ra, Mandapati Mohan; Journal of Organometallic Chemistry; vol. 741-742; 1; (2013); p. 162 – 167;,
Bromide – Wikipedia,
bromide – Wiktionary