Category: bromides-buliding-blocks

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

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,
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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. 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,
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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. 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

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

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

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

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. 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene, A new synthetic method of this compound is introduced below., Quality Control of 2-(4-Bromophenyl)-1,1-diphenylethylene

Under the atmosphere of argon, 4-(2,2-diphenylvinyl)bromobenzene (10 g, 30 mmole, 3 eq) was dissolved into a mixed solvent composed of anhydrous toluene (45 ml) and anhydrous THF (45 ml), and the resultant solution was cooled to -20C in a dry ice/methanol bath. To the cooled solution, a hexane solution of n-butyllithium (1.59 mmole/liter, 20 ml, 32 mmole, 1.06 eq) was added, and the obtained solution was stirred at -20C for 1 hour. To the resultant solution, 2-(2-phenyl-2-)propylanthraquinone (3.5 g, 11 mmole) was added, and the obtained mixture was stirred at the room temperature for 3 hours and then left standing for one night. To the resultant reaction mixture, a saturated aqueous solution of ammonium chloride (50 ml) was added. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride and dried with magnesium sulfate. After the solvent was removed by distillation, the product was purified in accordance with the column chromatography (silica gel; hexane+50% dichloromethane, dichloromethane and finally dichloromethane+3% methanol), and a light yellow amorphous solid was obtained (5.7 g; the yield: 67%).

The synthetic route of 18648-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1440959; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 699-03-6, 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. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

a) 4-(4-Methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal A solution of 94 g (0.47 mol) of 4-bromo-(N-methyl)-benzylamine in 460 ml of dry tetrahydrofuran is combined first with 300 ml (0.48 mol) of a 1.6 molar solution of n-butyl lithium in hexane and then with 52.5 g (0.48 mol) of trimethylchlorosilane, under a nitrogen atmosphere and at to -25 C. The reaction mixture is stirred for a further 15 minutes at this temperature and then cooled to -75 C. Then another 320 ml (0.51 mol) of a 1.6 molar solution of n-butyllithium in hexane are added so that the temperature does not exceed -70 C. The mixture is stirred for a further 20 minutes at -75 C. and then, within 20 minutes, mixed with a solution of 76 g (0.47 mol) of 1,4-cyclohexanedione-monoethylene ketal in 200 ml of tetrahydrofuran, whilst the temperature should not exceed -65 C. The reaction mixture is then stirred first for 30 minutes at -70 C. and then without external cooling until a temperature of +20 C. is reached. It is then decomposed in ice cold aqueous ammonium chloride solution and extracted several times with methylene chloride. The combined organic extracts are dried with sodium sulphate, the solvent is eliminated and the residue remaining is recrystallized from diisopropylether. 77 g (59% of theory) of 4-(4-methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal are obtained, melting point 95-97 C.

The chemical industry reduces the impact on the environment during synthesis 1-(4-Bromophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Karl Thomae GmbH; US5726205; (1998); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature 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.

Step 1: 2-Bromo-6-fluorobenzaldehydeTo a stirred solution of diisopropylamine (1.4 mL, 0.00571 mol) in dry tetrahydrofuran (7.2 mL) was added dropwise n-butyllithium (1.6M in hexane) (3.56 mL, 0.00571 mol) at 0C and stirring was continued for 15 min at 0C. The reaction mixture was cooled to -78C and l-bromo-3-fluorobenzene (1 g, 0.00571 mol) was added over 10 min. After stirring for 1 h at -78C, anhydrous N,N-dimethylformamide (7.2 mL) was added dropwise over 5 min and the resulting mixture was stirred for another 20 min at -78C. The reaction was quenched with addition of acetic acid (0.6 mL) followed by water (15 mL) and the mixture was warmed to room temperature. The mixture was extracted with ethyl acetate (2×20 mL) and the combined organic layers were washed with water (2×10 mL) followed by brine solution and dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum to afford the title compound as a pale yellow solid (850 mg, 73%). H NMR (400 MHz, DMSO-d6) : delta 10.21 (s, 1H), 7.66-7.61 (m, 2H), 7.45-7.42 (m, 1H). ESI-MS: Calculated mass: 201.94; Observed mass: 202.0 [M]+.

The synthetic route of 1073-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Bromide – Wikipedia,
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