Tag: M.W=100-200

Related Products of 111721-75-6, These common heterocyclic compound, 111721-75-6, name is 2-Bromo-3-fluoroaniline, 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.

General procedure: Different aniline (0.75 mmol) was dissolved in CH3CN (10 mL) in a 25-mL round-bottomed flask and cooled to 0C in an ice bath. To this stirred mixture was added t-BuONO (1.125 mmol) followed by TMSN3 (0.9 mmol) dropwise. The resulting solution was stirred at room temperature for 2 h. Compound 2 (0.5 mmol), CuI(0.1 mmol) and Et3N (0.6 mmol) were then added and the reaction was stirred at room temperature. The progress of the reaction was monitored by TLC. After the completion of reaction, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography using petroleum ether/ethyl acetate as eluting solution to afford the target compounds 3 [25-29]. The data of 3a-3w are shown as follows. We selected one compound, 3d, as a representative compound and signal positions of carbon protons were assigned.

The synthetic route of 111721-75-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Xiulei; Xiao, Youxin; Wang, Gaolei; Li, Zhong; Xu, Xiaoyong; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5495 – 5508;,
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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrN

a solution of 2-bromo-5-methylaniline (2.00 g, 10.75 mmol), K2003 (3.71 g, 2.69 mmol) and iodomethane (3.35 mL, 53.75 mmol) in acetonitrile (60mL) wa heated at 11000 for 18h. After cooling to rt, the inorganic salt was removed through a pad of Celite. The solution was concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with Hexanes/EtOAc (90:10) to afford 2-bromo-N,N,5-trimethylbenzenamine Ex.42a (2.09 g, 91%).

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; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1073-06-9, A common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

General procedure: An oven dried round-bottom flask was charged with magnesium (1.2 equiv.), applied high vacuum three times and back filled with nitrogen. Then a small piece iodine (I2) and solvent dry THF 5 mL was added under N2 atmosphere. Solution of aryl bromide (1.0 equiv. 3 mmol) in 5 mL of dry THF was dropped slowly to the round bottom flask and stirred at room temperature for 30 min under N2 atmosphere. After the formation of Grignard reagent, the reaction mixture was cooled to 0 C and then corresponding aldehyde 1.5 equiv. was added dropwise. The reaction mixture was stirred for 1-2 h. Progress of the reaction was monitored by TLC. After consumption of reactants, the reaction mixture was quenched with sat. NH4Cl solution and extracted with ethyl acetate (3 * 20 mL). The combined organic layer was washed with sat. NaCl solution and dried over anhydrous Na2SO4. The organic layer was concentrated under vacuum, and the crude mixture was purified by silica gel column chromatography (hexanes/ethyl acetate) to afford pure secondary benzyl alcohols 1.

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; Muneeswara, Madithedu; Sundaravelu, Nallappan; Sekar, Govindasamy; Tetrahedron; vol. 75; 25; (2019); p. 3479 – 3484;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 583-70-0,Some common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, molecular formula is C8H9Br, 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.

Under the protection of nitrogen,Add in a 100ml reaction bottle2.67 g of 2,4-dimethylaniline (molecular weight: 121, 22 mmol),2.68 g of 2,4-dimethylbromobenzene (molecular weight 184, 20 mmol),5.76 g of sodium tert-butoxide (molecular weight 96,60 mmol),Pd2(dba)3 183mg (molecular weight 916, 0.2mmol),P(tBu)3 121 mg (molecular weight 202, 0.6 mmol).Anhydrous toluene 50 ml. Plus,The oil bath is slowly heated to reflux reaction.TLC monitors the end of the reaction,The reaction was completed in 10 hours.Cool, add water to quench the reaction,Extracted with 50 ml of dichloromethane,The organic phase was dried over anhydrous MgSO4.The organic phase is evaporated to dryness.The obtained solid is separated by column chromatography.3.8 g of a white solid,Molecular weight 225, yield 85% by weight.

The synthetic route of 583-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Sun Entao; Gao Wenzheng; Fan Hongtao; Zhang Xianghui; (44 pag.)CN109134456; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2044-08-8, 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. 2044-08-8 name is 1-Bromocyclohex-1-ene, 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 4 1,1-Dimethylethyl 4-[2-cyclohexen-1-yl-(4-phenoxyphenyl)amino]-1-piperidinecarboxylate STR140 Add a mixture of amine 12 (3.0 g, 8.2 mmol), prepared from 4-phenoxyaniline and N-carboethoxy-4-piperidinone using the procedures of Example, step 1, and cyclohexenyl bromide (875 mg, 5.4 mmol) in EtOAc (30 ml) to a well stirred suspension of copper (II) perchlorate hexahydrate (1.0 g, 2.7 mmol) and copper metal (207 mg, 3.3 mmol) in EtOAc (15 ml) under N2. After stirring at room temperature for 12 hours, add an aqueous solution of KCN (5.5 g in 70 ml of water). Extract the resultant clear solution with EtOAc (2*100 ml). Dry the combined organic extracts with Na2 SO4 and remove the solvent by distillation. Chromatograph the residue on silica gel using EtOAc/hexane (110)(110) as the eluent to give 1.25 g (52%) of the product 13 as semi-solid foam. Use a similar procedure to prepare compound 4A:

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

Reference:
Patent; Schering Corporation; US5952349; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 103-64-0,Some common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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 solution of N, N-dimethylformamide (DMF) in a volume ratio of 4: 1 with polyethylene glycol 200(PEG-200)) was added 100 mmol of the compound of the above formula (I), 60 mmol of the compound of the above formula (II), 8 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride, 120 mmol of an oxidizing agent bis Fluoroacetic acid) iodobenzene (PhI (TFA) 2),15 mmol of organic ligands L1 and 80 mmol of base, 5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) were added and the mixture was allowed to warm to 80 C with stirring and the reaction was stirred at that temperature for 11 hours; After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturatedWashed with brine and extracted with ethyl acetate 2-3 times. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography at a 1: 2 by volume mixture of chloroform and petroleum ether Followed by elution to give the compound of formula (III) in a yield of 94.8%.

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Cheng; No proclaimed inventor; (12 pag.)CN106278839; (2017); 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. 2695-47-8, name is 6-Bromo-1-hexene, A new synthetic method of this compound is introduced below., Quality Control of 6-Bromo-1-hexene

To a 25 mL reaction tube, 58.9 mg (0.60 mmol) of KOAc was added.After replacing argon three times, add 2 mL of 1,2-dichloroethane (DCE).40 muL (0.30 mmol, 1 equivalent) of compound A-5 was injected, and 88 muL (0.60 mmol) was injected.Compound B-1, 3.5 muL (0.03 mmol) of 2-bromophenol,After stirring for 16 hours under blue light, Compound C-5 was obtained.The yield was 91%.

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; Zunyi Medical University; He Chunyang; Zhang Xingang; Zhao Liang; Zhu Erlin; Mao Ting; Liu Xiaoxiao; Li Xiaofei; (29 pag.)CN110156550; (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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

Step 1 A 1-L, three-neck, round bottom flask equipped with a magnetic stirrer and thermometer was purged with nitrogen and charged with anhydrous THF (120 mL), palladium acetate (860 mg 3.83 mmol) and sodium tert-butoxide (11.20 g, 116.5 mmol). The mixture was stirred for 15 min. until the sodium tert-butoxide dissolved. Tri-tert butylphosphine (1.45 g, 7.16 mmol), 2-bromo-5-fluorotoluene (10.50 mL, 83.36 mmol) and 1-tert-butoxycarbonyl-4-piperidone (15.10 g 75.78 mmol) were added, and the reaction was slowly heated at 45-50 C. over a period of 4 hr. The reaction mixture was poured into a solution of sodium bicarbonate (15.0 g) in water (500 mL) and extracted with EtOAc (800 mL). After the organic layer was separated and dried over sodium sulfate, the reaction mixture was concentrated under reduced pressure on a rotary evaporator to dryness to afford 20.0 g of oil. This oil was purified on silica gel flash column and eluted with 15% EtOAc-85% hexane giving 12.8g (56%) of 1-tert-butoxycarbonyl-3-(2-methyl-4-fluoro-phenyl)-4-piperidone as oil which became a solid upon standing at room temperature. GC/MS m/e 307 (M+), RT=4.87 minutes; 1H-NMR (CDCl3); delta 0.68 (t, 3H), (1.4s, 9H), 2.0(s, 3H), 2.6(m, 2H), 3.3(m, 2H), 3.8(m, 1H), 4.3(m, 2H), 6.8 (m 2H), 7.0(m, 1H).

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; Pfizer Inc; US2005/256164; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, 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. Product Details of 583-70-0

To a dried 3-necked round-bottomed flask equipped with a condenser, thermometer, and N 2 purge was added Pd(dba) 2 (3.80 g, 6.61 mmol), KOH (37.5 g, 568.12 mmol), and 4-aminobutanoic acid (5; 23.0 g, 223 mmol), and the ligand di-tert-butyl(2′-isopropoxy-1,1′-binaphthyl-2-yl)phosphine (13; 3.25 g, 6.41 mmol). The mixture was degassed with N2 . Compound 4 (40.0 g, 216.14 mmol) and t-BuOH (1.50 L) were added to the brown mixture. The mixture was degassed with N2 and heated to 90 C for 18 h. The reaction progress was monitored by LCMS. After the completion of the reaction, majority of t-BuOH was removed under vacuum. A brown residue was obtained. H2O (100 mL) and CH2Cl2 (500 ml) were added to the reaction mixture. The pH of the aqueous layer was adjusted to 3-4 by aq 4 M HCl. The contents were filtered through a pad of Celite and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (500 mL). The organic phase was dried (MgSO4), filtered, and concentrated to half of the volume and petroleum ether (bp 40-60 C) (200 mL) was added. The brown solution was cooled to 5-10 C for 2 h to obtain a slurry, which upon filtration and drying provided a brownish solid; yield: 36 g (78%)

The synthetic route of 2,4-Dimethylbromobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vaid, Radhe K.; Boini, Sathish K.; Alt, Charles A.; Spitler, Jeremy T.; Hadden, Chad E.; Frank, Scott A.; Moher, Eric D.; Synthesis; vol. 46; 18; (2014); p. 2463 – 2470;,
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. 7745-91-7, name is 3-Bromo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromo-4-methylaniline

Step b: 4′-[Bis-(4-methoxyphenyl)-methylsulfanyl]-6-methylbiphenyl-3-ylamine 4-(4,4′-Dimethoxybenzhydryl)-thiophenyl boronic acid (10 mmol) and 3-bromo-4-methylaniline (1.86 g, 10 mmol) were dissolved in MeCN (40 mL). Pd (PPh3)4 (~50 mg) and aqueous solution K2CO3 (1 M, 22 mL) were added before the reaction mixture was heated portion-wise in a microwave oven (160 C., 400 sec). Products were distributed between ethyl acetate and water. The organic layer was washed with water, brine and dried over MgSO4. Evaporation yielded an oil that was used without purification in the next step. ESI-MS m/z calc. 441.0, found 442.1 (M+1).

According to the analysis of related databases, 7745-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hadida Ruah, Sara S.; Miller, Mark T.; Bear, Brian; McCartney, Jason; Grootenhuis, Peter D. J.; US2008/9524; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary