Month: March 2021

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. 626-40-4, name is 3,5-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 3,5-Dibromoaniline

2-Trifluoromethylbenzoyl chloride (68.0mL, 0.462 mmol) and 3,5-dibromoaniline (96.0 mg, 0.383 mmol) were stirred in THF (2.0 mL) for 1 h.The reaction was then diluted with H2O (~20 mL) and sonicated, and the resulting precipitate was filtered, rinsed with H2O, collected, sonicated with sat. NaHCO3(~10 mL), filtered, rinsed with H2O, and collected.Flash chromatographic purification over silica (4:1-2:1 hexanes:EtOAc gradient elution) afforded 2-trifluoromethyl-N-(3,5-dibromophenyl)benzamide (216) as a white solid (143 mg, 88%).1H-NMR (500 MHz,d6-DMSO)d10.87 (s, 1H), 7.92 (d,J=1.7 Hz, 2H), 7.85-7.88 (m, 1H), 7.79-7.84 (m, 1H), 7.72-7.76 (m, 2H), 7.58 (t,J=1.7 Hz, 1H);13C-NMR (125 MHz,d6-DMSO)d166.00, 141.39, 135.26 (q,J=2.0 Hz), 132.73, 130.52, 128.53, 128.49, 126.45 (q,J=4.7 Hz), 125.85 (q,J=31.4 Hz), 123.63 (q,J=274 Hz), 122.44, 120.88; ESI-TOF 421.8996m/z[MH]+, C14H9Br2F3NO requires 421.8997; RP-HPLC: 95% pure.

The synthetic route of 626-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Connelly, Stephen; Mortenson, David E.; Choi, Sungwook; Wilson, Ian A.; Powers, Evan T.; Kelly, Jeffery W.; Johnson, Steven M.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3441 – 3449;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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.

Compound 3 (80g, 0.4923mo1), compound 4 (280g, 1.474 mol) and ethanol (2.4L) were added into the reactor, then the reactor was heated to reflux for 1 hours, then the mixture was concentrated, and the crude product was washed with n-hexane/ethyl acetate (200mL, V/V=10: 1) , filtered, dried to obtain compound 5(138g, yield 88.7%).MS: 316 [M+lfb. ?H-NMR(400Hz, DMSO-d6): 11.42 (s, 1 H), 8.86 (s, 1 H), 7.17 (dd, 1 H), 7.08 (dd, 1H), 6.77 – 6.71 (m, 1 H), 6.24 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-fluoroaniline, its application will become more common.

Reference:
Patent; XU, Yong; HUANG, Lu; (26 pag.)WO2017/124822; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, 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. Recommanded Product: 5-Bromo-2,2-difluorobenzodioxole

Preparation 33 5-Bromo-2,2-difluoro-4-methoxybenzo[d][1,3]dioxole A solution of LDA was prepared from diisopropylamine (4.2 g, 41 mmol) and n-BuLi (2.5 M; 15.4 mL, 38 mmol) in dry tetrahydrofuran (100 mL). The solution was cooled to -70 C. and treated in portions with 5-bromo-2,2-difluorobenzo[d][1,3]dioxole (7.0 g, 30 mmol). After 2 h at -70 C., trimethylborate (4.3 g, 41 mmol) was added in portions, stirred at -70 C. for 1.5 h and then allowed to warm to ambient overnight. The mixture was cooled to -30 to -40 C. and treated carefully with 28% peracetic acid. The mixture was stirred for 30 min at -30 C., warmed to 5-10 C., treated with 10% NaHSO3 (100 mL) solution and stirred for 20 min. The mixture was acidified by addition of 6 M HCl and diluted with saturated NaCl solution (75 mL). The mixture was extracted ethyl acetate (2*100 mL) and the combined extracts were washed with saturated NaCl (50 mL), dried (Na2SO4) and rotary evaporated. The crude phenol was dissolved in dry DMSO (50 mL), treated with 95% NaH (750 mg, 30 mmol) and stirred for 30 min to produce a clear solution. Methyl iodide (5.0 g, 35 mmol) was added in portions, and the mixture was stirred for 20 h at 20 C. An additional 200 mg NaH were added and stirring was continued for 1 h more. The mixture was poured into water (100 mL) and extracted diethyl ether (2*75 mL). The combined extracts were washed with water (2*20 mL), with saturated NaCl (20 mL), dried (Na2SO4) and evaporated. The crude material was purified by chromatography on silica with a 0-20% ethyl acetate-hexane gradient to afford the title compound as a clear liquid (2.5 g, 31%): 1H NMR (400 MHz, CDCl3) delta 7.25 (d, J=8.5 Hz, 1H), 6.63 (d, J=8.5 Hz, 1H), 4.13 (s, 3H); 19F NMR (376 MHz, CDCl3) delta -49.66; EIMS m/z 266.

The synthetic route of 33070-32-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; Eckelbarger, Joseph D.; Epp, Jeffrey B.; Fischer, Lindsey G.; Lowe, Christian T.; Petkus, Jeff; Roth, Joshua; Satchivi, Norbert M.; Schmitzer, Paul R.; Siddall, Thomas L.; US2014/274701; (2014); 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. 57807-28-0, name is 1-Bromo-2-cyclopropylbenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-2-cyclopropylbenzene

Under nitrogen atmosphere, at RT, the compound of the formula (32-4) 1.76 g was dissolved in tetrahydrofuran 9 ml. The resulting solutions were cooled to ?78¡ã C. and thereto added n-butyllithium 6.6 ml (1.6M hexane solution) and the resulting mixtures were stirred for 30 minutes. Thereafter, to the resulting mixtures was added a suspension of trichlorobismuth 939 mg in tetrahydrofuran 5 ml and the resulting mixtures were stirred for 1 hour with heating to rt. To the resulting reaction solutions was added water 20 ml and the resulting mixtures were extracted with chloroform. The resulting chloroform layers were washed with saturated saline, dried over anhydrous magnesium sulfate and then filtered, and the resulting filtrates were concentrated under reduced pressure to give the compound of the formula (33-4) 2.27 g as crude products.

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; Nakashima, Yosuke; Jin, Yoshinobu; Konobe, Masato; US2014/228219; (2014); 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. 6911-87-1, name is 4-Bromo-N-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrN

General procedure: To a solution of glycosyl 13/methyl glucoside37,38 20/33 (0.175 mmol) in dry DMF was added aniline or N-alkylated aniline (0.262 mmol), respectively, followed by anhyd K2CO3 (0.436 mmol). The mixture was stirred at 60 C under a N2 atmosphere until TLC analysis indicated the disappearance of the carbohydrate starting material (12-36 h). After completion of the reaction, the mixture was allowed to cool down to r.t. The solution was then diluted with water (10 mL) and the aqueous phase was extracted with Et2O (3 ¡Á 10 mL). The combined organic phases were washed with brine, dried (MgSO4), filtered, and evaporated. The residue was purified by column chromatography (silica gel; EtOAc-hexane, 1:9).

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; Moshapo, Paseka T.; Kinfe, Henok H.; Synthesis; vol. 47; 23; (2015); p. 3673 – 3686;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 89359-54-6, name is 9-Bromo-1-nonene, 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 89359-54-6, category: bromides-buliding-blocks

EXAMPLE 4 Sodium hydride (343 mg, 14 mmol) was added to a stirring solution of 1-methylthymine (2.00 g, 14 mmol) in dimethylsulfoxide (40 ml). After 15 minutes, 9-bromo-1-nonene (2.93 g, 14 mmol, available from Alfebro) was added and the resulting mixture stirred for 20 hours. The reaction was poured into water (40 ml) and extracted with three 50 ml aliquots of dichloromethane. The organic layers were combined, washed with water (40 ml) and saturated aqueous salt solution (20 ml). After drying the washed organic layers over sodium sulfate, the solvent was evaporated, leaving a colorless oil, 3-(8-nonenyl)-1-methylthymine, which solidified upon standing (2.76 g, 73% yield).

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, 9-Bromo-1-nonene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cell Therapeutics, Inc.; US5807862; (1998); A;; ; Patent; Cell Therapeutics, Inc.; US6043250; (2000); A;; ; Patent; Cell Therapeutics, Inc.; US6100271; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 53078-85-6, name is 2-Bromo-5-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 53078-85-6, HPLC of Formula: C7H8BrN

Synthesis of Starting CompoundsPreparation of tert-butyl 5-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (A-1)Step 1: tert-butyl 2-bromo-5-methylphenylcarbamateTo a solution of 2-bromo-5-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0 C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0 C., and a solution of di-tert-butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-5% ethyl acetate in hexane to give tert-butyl 2-bromo-5-methylphenylcarbamate as a light yellow oil.

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

Reference:
Patent; IRM LLC; Novartis AG; US2011/53893; (2011); 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. 10269-01-9, name is (3-Bromophenyl)methanamine, A new synthetic method of this compound is introduced below., SDS of cas: 10269-01-9

General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), benzyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/petroleum ether (60-80 C)].

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; Sarkar, Rajib; Mukhopadhyay, Chhanda; Tetrahedron Letters; vol. 59; 32; (2018); p. 3069 – 3076;,
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. 2576-47-8, name is 2-Bromoethylamine hydrobromide belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Bromoethylamine hydrobromide

A solution of bromoethylamine hydrobromide (4.2 g, 20 mmol) in 10 mL water was treated successively with benzenesulfonyl chloride (2.61 mL, 20 mmol) and a solution of sodium carbonate (6.5 g, 30 mmol) in 20 mL water. The reaction mixture was stirred at ambient temperature for 16h. Diethyl ether and water were added, the two layers were separated and the organic layer was dried (MgSO4) and concentrated to dryness. Purification on a Redisep cartridge using a gradient 0-100 % of DCM/cyclohexane as eluent provided the title compound. Yield: 3.5 g (66%). LC-MS (Method 4): Rt 2.81 min, m/z no molecular ion observed

The synthetic route of 2576-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARGENTA DISCOVERY LTD; WO2008/96128; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 154264-95-6, name is 7-Bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine, 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 154264-95-6, COA of Formula: C9H10BrNO

n-BuLi (5.79 ml, 14.47 mmol) was added to a stirred, cooled -78 C solution of 7-bromo-4-methyl-3,4-dihydro-2H-l,4-benzoxazine (Int-81a, 3 g, 13.15 mmol) in THF (24 ml). After stirring lh at -78 C for 1 hour., DMF (2.037 ml, 26.3 mmol) was added dropwise and the mixture allowed to warm slowly over 2 hours to room temperature. The reaction was quenched with aqueous ammonium chloride, and the product extracted into ethyl acetate. The organic phase was washed with brine, dried (NaiSC ), filtered and under reduced pressure to provide Int-81b (2.32 g, 13.09 mmol, 100 % yield) as a green solid.

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; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary