Tag: M.W=100-200

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. 766-81-4, name is 3-Bromophenylacetylene, This compound has unique chemical properties. The synthetic route is as follows., 766-81-4

Step d); Preparation of Compound 6; A mixture of crude 4 (1.27 g, 4.02 mmol), 3-bromophenyl acetylene 5 (1.10 g, 6.07 mmol) dichlorobis(triphenylphosphino)palladium(II) (0.115 g, 0.164 mmol), copper(I) iodide (0.0248 g, 0.130 mmol), triethylamine (2.19 g, 21.6 mmol) in DMF (20 mL) was stirred at room temperature overnight. The reaction was then diluted with ethyl acetate (500 mL) and washed with water (2¡Á150 mL), 2% aqueous lithium chloride (150 mL), dried over sodium sulfate, filtered, and concentrated. Purification by flash chromatography (silica, 1:19 to 1:9 ethyl acetate/hexanes) afforded 6 (0.376 g, 35%) as a yellow oil: 1H NMR (500 MHz, CDCl3) delta 8.82 (d, J=2.0 Hz, 1H), 7.72 (t, J=1.7 Hz, 1H), 7.60 (d, J=2.0 Hz, 1H), 7.48-7.51 (m, 2H), 7.23 (t, J=8.0 Hz, 1H); ESI MS m/z 264 [C11H6BrNS+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; Wyeth; US2007/4786; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3814-30-0, name is (Bromomethyl)cyclopentane, 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 3814-30-0, 3814-30-0

N-benzyloxycarbonyl-3-oxobutazine (702 mg, 3 mmol) was added to 15 mL of DMF, and NaH (180 mg, 4.5 mmo 1) was added under argon at room temperature and stirred at room temperature for 1 h. Bromomethylcyclopentane (0.74 mL, 4.5 mmo 1) and warmed to40 C, the reaction was stopped after 4 h, water was added and extracted with ethyl acetate (60 m). The organic layer was washed with saturated NaCl solution (20 mL x2), dried over anhydrous magnesium sulfate, and column chromatography (E: P = 1: 4, E: P = 1: 2) to give the product 560 mg, yield 59.07%

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Zhou Jie; Ji Ming; Yao Haiping; Zhou Qin; (57 pag.)CN107098886; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

55289-36-6, The chemical industry reduces the impact on the environment during synthesis 55289-36-6, name is 3-Bromo-2-methylaniline, I believe this compound will play a more active role in future production and life.

To anhydrous dichloromethane Compound h (410mg, 2.20mmol), Compound f (409mg, 2.20mmol) and DIPEA(380mL, 2.20mmol) was added at 0C, and the resultant was stirred for 1 hour. Reaction was quenched with addtion ofwater and extraction was performed with dichloromethane. The organic phase was washed with a saturated sodiumchloride solution once. The organic phase was dried over anhydrous magnesium sulfate. After filtration, the filtrate wasconcentrated and subjected to column chromatography to give Compound i (696mg, 2.09mmol) at a yield of 96%.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-2-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hefei Institutes of Physical Sicence, Chinese Academy of Sciences; LIU, Jing; LIU, Qingsong; LIANG, Qianmao; CHEN, Yongfei; CHEN, Cheng; WANG, Aoli; WU, Hong; YU, Kailin; WANG, Wei; HU, Chen; WANG, Wenchao; QI, Shuang; WANG, Beilei; WANG, Li; (78 pag.)EP3412657; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2270-59-9, 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 2270-59-9 as follows.

General procedure: In a well-ventilated fume hood, a 15 mL round-bottomed flaskequipped with a Teflon-coated magnetic stirrer bar was chargedwith NiBr2¡¤3H2O (40.9 mg, 0.150 mmol, 0.05 equiv), bathophenanthroline(4; 49.9 mg, 0.150 mmol, 0.05 equiv), DMF (2.0 mL), andalkyl bromide 2 (3.3 mmol, 1.1 equiv). The vessel was stopperedwith a rubber septum and heated to 40 C in a fume hood until agreen homogeneous solution formed (~20 min). The vessel wasthen removed from the heat and 2-halopyridine 1 (3.00 mmol, 1.00equiv) and manganese(0) (-325 mesh; 330 mg, 6.00 mmol, 2.00equiv) were added. The vessel was resealed with the septum, purgedwith argon, and heated again to 40 C while the progress of the reactionwas monitored by GC analysis of aliquots of the crude reactionmixture. In general, the mixtures turned dark brown or blackwhen the reaction was complete. Upon completion of the reaction,the mixture was cooled to r.t., diluted with Et2O (10 mL), and filteredthrough a short pad of Celite 545 (approx. 1 ¡Á 1 ¡Á 1 inch) wettedwith Et2O (~10 mL) to remove metal salts. The Celite pad waswashed with additional Et2O (2 ¡Á 10 mL), and the filtrate was transferredto a separatory funnel and washed with 1 M aq NH4Cl (10mL). The layers were separated and the aqueous layer was washedwith additional Et2O (3 ¡Á 10 mL). The organic extracts were combined,washed with brine (10 mL), dried (MgSO4), filtered, and concentratedunder reduced pressure. The crude products were purifiedby flash column chromatography on silica gel.

According to the analysis of related databases, 5-Bromo-2-methylpent-2-ene, the application of this compound in the production field has become more and more popular.

Reference:
Article; Everson, Daniel A.; Buonomo, Joseph A.; Weix, Daniel J.; Synlett; vol. 25; 2; (2014); p. 233 – 238;,
Bromide – Wikipedia,
bromide – Wiktionary

54879-20-8, 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. 54879-20-8 name is 2-Bromo-3-methylaniline, 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.

EXAMPLE 5 4-(2-Bromo-3-methyl-phenylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester Piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (5.0 g, 21.80 mmol) was dissolved in dry methylene chloride (32 mL) and dry pyridine (4.50 mL). To the reaction mixture was then added thionyl chloride (3.11 g, 26.17 mmol) under nitrogen atmosphere and the reaction mixture was stirred at room temperature for 30 minutes. To the reaction mixture was then added successively, under nitrogen atmosphere, 2-bromo-3-methyl-phenylamine (as described in J. Org. Chem. 1998, 53, 1170-1176) (4.46 g, 23.99 mmol), dry triethylamine (7.72 g, 76.33 mmol), dry methylene chloride (40 mL), 4-(dimethylamino)pyridine (0.26 g, 2.18 mmol) and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was then partitioned with aqueous 2N HCl and tert-butyl methyl ether. The organic layer was washed with aqueous 2N HCl, aqueous NaHCO3, brine, dried with Na2SO4, filtered and the solvent evaporated in vacuo to yield a crude oil. The crude oil was purified via flash chromatography (30percent ethyl acetate/hexanes) to yield the title compound as a solid. 1H NMR (300 MHz, CDCl3) delta 8.16 (1H, d, J=8.2 Hz), 7.82 (1H, bs), 7.23-7.18 (1H, m), 7.02-6.99 (1H, m), 4.19-4.11 (2H, m), 2.86-2.78 (2H, m), 2.51-2.44 (1H, m), 2.42 (3H, s), 2.04-1.96 (2H, m), 1.78-1.69 (2H, m), 1.47 (9H, s) MS (ES+) m/z 419.0 (M+H)+

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

Reference:
Patent; Battista, Kathleen A.; Bignan, Gilles C.; Connolly, Peter J.; Liu, Jessica J.; Middleton, Steven A.; Orsini, Michael J.; US2007/112016; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

108-85-0, A common compound: 108-85-0, name is Bromocyclohexane, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 9 (E)-2-(3-Chloro-4-methanesulfonyl-phenyl)-2-cyclohexyloxyimino-N-(1-methyl-1H-pyrazol-3-yl)-acetamide Solid potassium carbonate (6.91 g, 50.0 mmol) was added to a solution of N-hydroxyphthalimide (4.08 g, 25.0 mmol) and 18-crown-6 (661 mg, 2.5 mmol) in dimethyl sulfoxide (62 mL), and the mixture was stirred at 25 C. for 5 min. To the mixture cyclohexyl bromide (12.3 mL, 100.0 mmol) was added, and the mixture stirred at 80 C. for 3 h. After ice-cooling, the mixture was poured into cold water and the resulting precipitate was collected by filtration in vacuo, washed with water (25 mL) and hexanes (15 mL) and dried in vacuo to afford 2-cyclohexyloxy-isoindole-1,3-dione (5.67 g, 93%) as a white solid which was used in the next step without further purification.

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, Bromocyclohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Tran, Chinh Viet; Vourloumis, Dionisios; US2008/146625; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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. 2695-48-9

1-(7,8-Dihydroxyoctyl)-3,7-dimethylxanthine was used as an intermediate for the synthesis of inventive compound no. 1514 (example 12). To a suspension of sodium hydride (580 mg, 24.2 mmol) in dimethylsulfoxide (100 ml) was added theobromine (3.96 g, 22.0 mmol). After stirring for 30 min, 8-bromo-1-octene (3.96 g, 22 mmol) was added and the mixture was stirred for 16 hr. The mixture was poured into water (200 ml) and extracted with dichloromethane (3*50 ml). The combined organic layers were washed with saturated aqueous sodium chloride solution (50 ml), dried over sodium sulfate, and the solvent was evaporated under vacuum to give 1-(7-octenyl)-3,7-dimethylxanthine (6.22 g, 97% yield) as an oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2695-48-9, its application will become more common.

Reference:
Patent; Cell Therapeutics, Inc.; US6020337; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

586-61-8, Name is 1-Bromo-4-isopropylbenzene, 586-61-8, 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.

A mixture of 10 g(50 mmol) 1-bromo-4-isopropylbenzene, 7.4 g(55 mmol) of 4-isopropylaniline, 0.25 g(1 mmol) of palladium(II)acetate, 0.75 g(2.0 mmol) of 2-(dicyclohexylphosphino)biphenyl, 9.6 g(100 mmol) of sodium tert-butoxide and 100 ml of o-xylene was refluxed under nitrogen overnight. After finishing the reaction, the solution was filtered at 100 C., to receive the filtrate, and the filtrate was added to 1 L MeOH, while stirring and the precipitated product was filtered off with suction. To give 4.7 g(yield 37%) of yellow product which was recrystallized from hexane.

Statistics shows that 1-Bromo-4-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 586-61-8.

Reference:
Patent; LUMINESCENCE TECHNOLOGY CORPORATION; Yen, Feng-Wen; (56 pag.)US9537103; (2017); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 2695-47-8 name is 6-Bromo-1-hexene, 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. 2695-47-8

General procedure: A 70 ml oven dried autoclave containing a stirrer bar wascharged the AgI (0.5 mg, 0.002 mmol) and Cs2CO3 (978 mg, 3.0mmol). The autoclave was purged three time with CO2 and theterminal alkynes 1 (2.0 mmol), bromides 2 (3.0 mmol), and dryDMF (20 ml) were then added sequentially via a syringe. Theautoclave was then sealed and pressurized to the appropriatepressure with CO2. The reaction mixture was then stirred at 60C for 24 h and the autoclave was cooled to room temperatureand the remaining CO2 slowly vented from the system. Thereaction mixture was diluted with water (30 ml) and extractedwith ethyl acetate (30 ml ¡Á 3). The combined organic layerswere washed with water and brine, dried over Na2SO4, andfiltered. The solvent was removed under vacuum. The productwas isolated by column chromatography on silica gel.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-1-hexene, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Linlin; Zhang, Wenzhen; Shi, Linglong; Ren, Xiang; Lue, Xiaobing; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 34; 6; (2013); p. 1179 – 1186;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 583-70-0 name is 2,4-Dimethylbromobenzene, 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. 583-70-0

1-bromo-2,4-dimethylbenzene 12a (1.0 g, 5.40 mmol), bis(pinacolato)diboron (1.90 g, 8.10 mmol),1,1 ‘-bis (diphenylphosphino) ferrocene] dichloropalladium (198 mg, 0.27 mmol) and potassium acetate (1.30 g, 13.5 mmol) was dissolved in 50 mL of ethylene glycol dimethyl ether and heated to reflux for 3 hours. Filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography using eluent system B to give the title product, 2-(2,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 12b (700 mg, yellow oil), yield: 56.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dimethylbromobenzene, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI HENGRUI PHARM CO LTD; JIANGSU HENGRUI MEDICINE CO LTD; Lyu, HEJUN; DONG, QING; FEI, HONGBO; JIANG, HONGJIAN; SONG, PENG; (114 pag.)CN103030646; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary