Month: July 2021

Synthetic Route of 5003-71-4,Some common heterocyclic compound, 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide, molecular formula is C3H9Br2N, 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 A N-Benzyloxycarbonyl-3-bromopropylamine To a stirred suspension of 3-bromopropylamine hydrobromide (2 g, 9.14 mM) in 40 mL dry THF was added, via hypodermic syringe, benzyl chloroformate (1.64 g, 9.60 mM) at room temperature. After cooling to 0 C., diisopropylethylamine (1.6 mL, 9.20 mM) was added dropwise via syringe and the reaction mixture was allowed to stir at 0 C. for 1 hour. The crude reaction mixture was filtered over a pad of Celite and solvents were evaporated. The residue was flash chromatographed on silica gel, eluding with 10-20-30% EtOAc/hexane to afford 1.56 g desired product as a liquid, homogeneous by TLC in 80:20 hexane-EtOAc; 1 H-NMR (200 MHz, CDCl3, ppm) delta2.06 (m, 2H), 3.37 (m, 4H), 4.92 (br, 1H), 5.10 (s, 2H), 7.34 (s, 5H). Mass spectrum (FAB) m/e 273 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromopropan-1-amine hydrobromide, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US5411980; (1995); 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. 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

PREPARATION 47 4-(2,2-difluoro-1,3-benzodioxol-5-yl)aniline A solution of 5-bromo-2,2-difluoro-1,3-benzodioxole (2.65 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (3.97 mmol), tetrakis(triphenylphosphine)palladium(0) (0.08 mmol), and cesium carbonate (7.94 mmol) in N,N-dimethylformamide (8.0 mL) and water (2.0 mL) was heated at 100 C. for 18 h. The reaction mixture was cooled, poured into brine (60 mL), and extracted with ethyl acetate (3*50 mL). The combined organic layers were dried over magnesium sulfate and decolorizing charcoal, filtered through Celite, and concentrated in vacuo. Purification of the residue by Gilson reverse phase HPLC and neutralization of the collected fractions afforded the title product as a white solid (50%). ESMS [M+H]+: 250.2.

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; Parrish, Cynthia A.; Dhanak, Dashyant; US2007/142460; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

A degassed solution of tert-butyl 4-(2-methyl-5-{4-[4-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl]butanoylamino}phenyl)piperidine carboxylate (19.0 mg, 0.033 mmol) in dimethylformamide (0.8 mL), was added to a mixture of 3-fluorobromobenzene (6.55 mg, 0.370 mmol), 1,1′-Bis-(diphenylphosphino)-ferrocenedichloropalladium (3.30 mg, 8 mol %) and cesium carbonate solution,(2M, 50 muL) and the resulting mixture was heated in the microwave at 110 C. for 25 min. The reaction mixture was concentrated in vacuo, then partitioned between water (20 mL) and EtOAc (2×10 mL). The organic phase was separated, washed with water (2×20 mL), dried over sodium sulfate and concentrated in vacuo to leave a gum. Purification of the crude product on silica gel (silica gel 60, 20 mL) eluting with cyclohexane:EtOAc, 85:15 then 4:1 gave tert-butyl 4-(5-{4-[4-(3-fluorophenyl)phenyl]butanoylamino}-2-methylphenyl)piperidine carboxylate (13.0 mg, 73%). ESI-MS m/e: 431.3 (M-C5H8O2+H)+.

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-3-fluorobenzene, its application will become more common.

Reference:
Patent; H. Lundbeck A/S; US2005/154022; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 74586-53-1, The chemical industry reduces the impact on the environment during synthesis 74586-53-1, name is 3-Bromo-5-methylaniline, I believe this compound will play a more active role in future production and life.

A solution of the 3-bromo-5-methylbenzenamine (500 mg, 2.69 mmol), ammonium acetate (207 mg, 2.69 mmol) and water (0.4 mL) in AcOH (1.35 mL) was added during 30 minutes (push serynge) to a solution of formaldehyde (37%w/w in water, 200 muL, 2.69 mmol) and glyoxal (40% w/w in water, 308 muL, 2.69 mmol) in AcOH (1.35 mL) at 70 C. The reaction was stirred at that temperature for 18 hours. The reaction was slowly pored into saturated aqueous sodium bicarbonate. Some water was added and the precipitated solid was filtered. The filtrate was extracted with DCM and the combined organic layers were dried with sodium sulfate, filtered and evaporated and afforded the title compound (378 mg, 1.59 mmol, 59%) as an orange oil.

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, 3-Bromo-5-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); 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. 4549-33-1, name is 1,9-Dibromononane, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H18Br2

General procedure: To a solution of potassium 1,3-dioxoisoindolin-2-ide (1.85 g, 10.0 mmol), potassium iodide (0.08 g, 0.5 mmol) in acetone (25.0 mL), 1,2-dibromoethane dissolved in acetone (5.0 mL) was added by dropping funnel (3.72 g, 20.0 mmol), refluxed for 10 h. Monitored by TLC, and then filtered, concentrated by vacuum. The crude compound was purified by column chromatography on silica gel to give the desired intermediate 4 2-(2-bromoethyl) isoindoline-1,3-dione (1.83 g, 72.5% yield) as a white solid.

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

Reference:
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. 626-39-1, name is 1,3,5-Tribromobenzene, A new synthetic method of this compound is introduced below., SDS of cas: 626-39-1

The synthesis processof PHT was the same as TPAT only used 1,3,5-Tribromobenzene(0.41 g, 1.3 mmol) to replace Tris(4-bromophenyl)amine and PHT was obtained as a white powder (0.38 g, yield 91%). MALDI-TOFMS(M) (m/z):325.7 [M + H]+. 1H NMR (500 MHz, CDCl3) delta 7.76(s, 1H), 7.43 (dd, J = 3.6, 1.2 Hz, 1H), 7.36 (dd, J = 5.1, 1.1 Hz, 1H),7.15 (dd, J = 5.0, 3.6 Hz, 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:
Article; Li, Weijun; Chen, Lan; Pan, Yuyu; Yan, Shuanma; Dai, Yuyu; Liu, Jin; Yu, Yue; Qu, Xingxing; Song, Qingbao; Ouyang, Mi; Zhang, Cheng; Journal of the Electrochemical Society; vol. 164; 4; (2017); p. E84 – E89;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 103-64-0, name is (2-Bromovinyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of (2-Bromovinyl)benzene

General procedure: Vinyl halide (0.3mmol, if it is solid), CuI (0.0001 mol%, 20 muL in DMSO), PPh3 (2mol%), K2CO3 (0.6mmol), and tetra n-butylammonium acetate were added to a screw-capped test tube with 3 mL of deoxygenated water. The tube was evacuated and backfilled with argon (3 cycles). Under the argon atmosphere, the alkyne (0.4 mmol) and vinyl halide (if it is liquid) were added by syringe at room temperature. The mixture was heated to 100C and stirred for 24 h. After cooling to room temperature, the mixture was extracted three times with ethyl acetate. The organic layers were combined, dried over Na2SO4, and concentrated to yield the crude product, which was further purified by silica gel chromatography, using petroleum ether and ethyl acetate as eluent to provide the desired product.

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

Reference:
Article; Sun, Peng; Yan, Hong; Lu, Linhua; Liu, Defu; Rong, Guangwei; Mao, Jincheng; Tetrahedron; vol. 69; 34; (2013); p. 6969 – 6974;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 22385-77-9, 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 22385-77-9 as follows.

In a 500mL dry three-necked bottle, Compound 9 (23.8 g, 0.1 mol) was first dissolved in 200 mL of dry tetrahydrofuran. The flask was placed at -10 ° C. Compound 10 was slowly added (26.9 g, 0.1 mol) And t-BuLi (60 mL, 1 M in THF, 60 mmol), The reaction was carried out for 20 h under a nitrogen atmosphere. After the reaction, water is added to quench the reaction. Then with ethyl acetate, Water extraction reaction, Dry over anhydrous sodium sulfate, Concentrated under reduced pressure, Further column chromatography gave Compound 8 (21 g, 50percent).

According to the analysis of related databases, 22385-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wanhua Chemical Group Co., Ltd.; Wang Zesheng; Cong Xin; He Guangwen; Liu Chao; Dong Ke; Wang Peng; Cui Qian; Yu Yanbing; (12 pag.)CN109134538; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 58534-95-5, 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. 58534-95-5, name is 3-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 3-bromo-2-fluoro-phenylamine (6.52 g, 33.63 mmol), bis(pinacolato)diboron (10.45 g, 41.14 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(ll), complex with dichloromethane (1 :1) (1.12 g, 1.37 mmol) and potassium acetate (10.1 g, 103.06 mmol) in dry DMF (65 mL) was heated at 100C under an atmosphere of nitrogen for 7 hours. The reaction was allowed to cool to room temperature, diluted with AcOEt and filtered through celite. The organic was washed with water, brine, dried over Na2SO4 and evaporated. The crude was purified by silica gel chromatography which was eluted with hexane:AcOEt = 8:2 to afford 2-fluoro-3-(4,4,5,5- tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-phenylamine (6.90 g) as white solid.

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, 3-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BINDI, Simona; CARENZI, Davide; MOTTO, Ilaria; PULICI, Maurizio; (83 pag.)WO2017/220477; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene, 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 18648-66-3, COA of Formula: C20H15Br

General procedure: A mixture of 1-bromo-4-(2,2-diphenylvinyl)benzene (1) (2.0 g, 5.97 mmol) and phenylboronic acid (873 mg, 7.16 mmol) was dissolved in toluene (15 mL) under argon atmosphere. Aqueous solution of K2CO3 (2 mL, 2 M), tricaprylylmethylammoniumchloride (Aliquat336) (3 drops) and Pd(PPh3)4 (10 mg) was added to the mixture. The reaction mixture was heated at 90C for 6 h. After being cooled to room temperature, distilled water (5 mL) was added and extracted with dichloromethane (310 mL). Organic layer was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure, the residue was purified using column chromatography (silica gel, ethyl acetate/petroleum ether 5:95) afforded 2 (240 mg, 85%) as a white solid. Mp 97-98C; IR (KBr,cm-1): 3015, 1601, 1493; 1H NMR (300 MHz, CDCl3): delta 7.53 (d, 2H, J=7.5 Hz), 7.42-7.20 (m, 15H), 7.08 (d, 2H, J=7.5 Hz), 6.99 (s, 1H); 13C NMR (75 MHz, CDCl3): delta 143.2, 142.5, 140.4, 140.3, 139.1, 136.3, 130.0, 129.9, 128.7, 128.6, 128.1, 127.6, 127.5, 127.45, 127.4, 126.7, 126.4; LCMS (EI): m/z 333 (MH+, 100%); Anal. Calcd for C26H20: C,93.94; H, 6.06. Found: C, 93.88; H, 6.09.

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, 2-(4-Bromophenyl)-1,1-diphenylethylene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jana, Debabrata; Boxi, Shatabdi; Ghorai, Binay K.; Dyes and Pigments; vol. 99; 3; (2013); p. 740 – 747;,
Bromide – Wikipedia,
bromide – Wiktionary