Category: bromides-buliding-blocks

Reference of 2606-51-1, These common heterocyclic compound, 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, 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.

1.1 equiv. of 5-(bromomethyl)-1,3-benzodioxole, 1 equiv. ofnoscapine were taken in 3 ml of toluene in a 25 ml round bottom flaskand at 60 C for 20 h on a continuous stirring in an oil bath. After thecompletion of reaction, toluene was decanted and remaining solid residuewas washed with ethyl acetate to remove the unreacted part(3 × 10 ml). Chloroform was added to dissolve the solid productfollowed by evaporation on a vacuum rotary evaporator to obtain 3 asthe solid ionic liquid product.

The synthetic route of 2606-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sehrawat, Hitesh; Kumar, Neeraj; Tomar, Ravi; Kumar, Loveneesh; Tomar, Vartika; Madan, Jitender; Dass, Sujata K.; Chandra, Ramesh; Journal of Molecular Liquids; vol. 302; (2020);,
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89359-54-6, name is 9-Bromo-1-nonene, 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. Product Details of 89359-54-6

Example 37 This example illustrates the synthesis of 1-(8-Nonenyl)-3,7-dimethylxanthine (CT1550). A mixture of theobromine (17.64 g, 98 mmol) and sodium hydride (2.35 g, 98 mmol) in dimethylsulfoxide (250 ml) was stirred for 15 min. After addition of 9-bromo-1-nonene (Alfebro, 20.0 g, 98 mmol) stirring was continued at ambient temperature for 3 days. The reaction mixture was then poured into water (300 ml) and extracted with dichloromethane (4*200 ml). The combined organic layers were washed with saturated aqueous salt solution (2*150 ml) and dried over sodium sulfate. The solvent was evaporated under vacuum to give a thick oil. After cooling a solution of the oil in a minimum of dichloromethane and ether, 1-(8-nonenyl)-3,7-dimethylxanthine (CT1550) (24.34 g, 77.5 mmol, 99% yield) formed as white crystals.

The synthetic route of 89359-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cell Therapeutics, Inc.; US5521315; (1996); A;,
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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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, A new synthetic method of this compound is introduced below., Computed Properties of C26H16Br4

General procedure: A mixture of 1-(4-bromophenyl)-1,2,2-triphenylethylene (1) (200 mg, 0.48 mmol) and 4-(2,2-diphenylvinyl)phenylboronic acid (8) (174 mg, 0.58 mmol) were dissolved in toluene (10 mL) under argon atmosphere. Aqueous solution of K2CO3 (2 ml, 2 M), tricaprylylmethyl ammoniumchloride (Aliquat® 336) (3 drops) and Pd(PPh)4 (10 mg) was added to the mixture. The reaction mixture was heated at 90 ºC overnight. After being cooled to room temperature, distilled water (5 mL) was added and extracted with dichloromethane (3×10 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) affoarded the compound 10 (240 mg, 85percent) as a white solid.

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; Jana, Debabrata; Ghorai, Binay K.; Tetrahedron Letters; vol. 53; 50; (2012); p. 6838 – 6842;,
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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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

To a 500-mL 3-necked round-bottom flask,was placed a solution of 2-bromo-4-tert-butylaniline (1.38 g,6.05 mmol) in dioxane/water(120 mL) then Pd(OAc)2 (135 mg,0.60 mmol),2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.41g,9.15 mmol),PCy3.HBF4 (440 mg,1.19 mmol),and K3P04 (3.81 g,17.97 mmol) were added under nitrogen. The reaction was stirred for 12 h at 110C,quenched by the addition of water,and extracted with EtOAc. The organic extracts were combined and concentrated underreduced pressure. The residue was purified by column chromatography eluting withEtOAc/petroleum ether (1:80) affording 436mg (41%) of the title compound as a colorless oil.Mass Spectrum (LCMS,ESI pos): Calcd. for C12H18N: 176.1 (M+H); Found: 176.1.

The synthetic route of 103273-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); A1;,
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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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., Product Details of 2924-09-6

General procedure: A Schlenk tube was charged with Oxone (0.398 g, 0.648mmol) and trifloroacetic acid (0.099 mL, 1.296 mmol) in anhydrous dioxane (2 mL) under argon. To this mixture was added 2-fluoroaniline (0.06 g, 0.54 mmol), and the reaction mixture was heated to 90 C under argon until starting material was consumed. As the reaction progressed, the color turned from lightred to dark red. The mixture was then cooled to room temperature and washed with a saturated aqueous sodium bicarbonate.The mixture was extracted with EtOAc (2 × 20 mL) and the combined organic layers were dried over Na2SO4. After filtering andremoval of the solvent under reduced pressure in vacuo, theresidue was purified by silica gel (100-200 mesh) column chromatography(hexane-EtOAc, 9:1), to afford a pale-brown solid(65%) of 2-hydroxy-N-trifluoroacetanilides from 2-fluoroaniline(2a).

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; Venkateswarlu, Vunnam; Balgotra, Shilpi; Aravinda Kumar; Vishwakarma, Ram A.; Sawant, Sanghapal D.; Synlett; vol. 26; 9; (2015); p. 1258 – 1262;,
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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. 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H9BrN2

c. 6-bromo-1-methyl-1,4-dihydro-quinoxalin-2,3-dione 360 mg (4.12 mmol) of oxalic acid dichloride are placed in 30 ml of o-dichlorobenzene and comb ined batchwise with 760 mg (3.8 mmol) of 5-bromo-2-methylamino-aniline at 60 C. Then the mixture is stirred for 30 minutes at 60 C. and for 60 minutes at 130 C. After cooling the crystalline product is suction filtered and washed with ether. Yield: 650 mg (67.7% of theory), Rf value: 0.3 (silica gel; methylene chloride/ethanol=19:1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 69038-76-2.

Reference:
Patent; Boehringer Ingelheim Pharma KG; US6200976; (2001); B1;,
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Application of 55289-36-6,Some common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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 mixture of 3-Bromo-2-methyl-phenylamine (15.6 g, 0.084 mol), NH2OH*H2SO4 (71.25 g, 0.5 mol), conc. HCl (8.8 mL) in H2O (90 mL) is slowly added to a solution of chloral hydrate (15.2 g, 0.09 mol), Na2SO4 (71.25 g, 0.44 mol) in H2O (255 mL) then stirred at 35 C. for 1 h, 52 C. for 1.5 h, 75 C. for 1 h. After the reaction, the mixture is filtered and the solid is dried under vacuum to give product. Yield: 18 g (83%)

The synthetic route of 55289-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; ENGELHARDT, Harald; GIANNI, Davide; MANTOULIDIS, Andreas; SMETHURST, Christian; US2014/296229; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 615-55-4, name is 3,4-Dibromoaniline, 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 615-55-4, Quality Control of 3,4-Dibromoaniline

Preparation of 6,7-Dibromo-1,4-dihydro-2,3-quinoxalinedione (Method D) 3,4-Dibromo-(trifluoroacetamido)benzene. To 30 mL of trifluoroacetic anhydride (Aldrich used as received) was added 10.0 g (39.8 mmol) of 3,4-dibromoaniline (Lancaster, used as received) in portions at 0 C. with stirring. The resultant mixture was stirred at room temperature for 2.5 h, then poured into ice-H2 O (about 300 mL) with stirring. The solid was collected by vacuum filtration, washed with H2 O (5*20 mL), and dried at 40 C. under 1 mmHg for 16 h to give 13.0 g (94%) of 3,4-dibromo-(trifluoroacetamido)benzene as an off-white powder, which was used for the next reaction without further purification. 1 H NMR (DMSO-d6): 11.474 (s, 1H), 8.098 (s, 1H), 7.935 (d, 1H, J=8.7 Hz), 7.607 (d, 1H, J=8.7 Hz).

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; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
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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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C10H13Br

[0252] A mixture of intermediate 32 (298 mg, 1.0 mmol), 1 -tert-butyl-3 -bromobenzene (256 mg, 1.2 mmol), Pd2(dba)3 (92 mg, 0.1 mmol), Xantphos (180 mg, 0.3 mmol) and cesium carbonate (1.3 g, 4 mmol) was suspended in dioxane (50 mL) and heated at reflux under the argon atmosphere for 20 h. The mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by HPLC to afford the title compound (27 mg of HCl salt, 6percent) as a white solid.[0253] 1H NMR (500 MHz, DMSOd6): delta 1.25 (s, 9H), 2.16 (s, 3H), 2.80 (d, J= 4.6 Hz, 3H), 3.04-3.16 (m, 4H), 3.47-3.49 (m, 2H), 3.65-3.67 (m, 2H), 6.90 (d, J= 8.9 Hz, 2H), 7.26 (d, J = 9.0 Hz, 2H), 7.28-7.35 (m, 2H), 7.45 (t, J= 1.8 Hz, IH), 7.50 (d, J= 7.8 Hz, IH), 7.86 (s, IH), 9.70 (s, IH), 10.37 (s, IH), 11.01 (br s, IH), 12.34 (br s, H). MS (ES+): m/z 431 . (M+H)+.

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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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. Application In Synthesis of 1-Bromo-3-fluorobenzene

A nitrogen-protected four-necked flask was charged with 268 g of diisopropylamine and 100 g of tetrahydrofuran, cooled to -40 C to -50 C, and 340 g was added dropwise at -40 C to -50 C Butyl lithium, stirring and holding 1 hour, the raw material reaction is completed. Cooling to -70 ~ -80 ,A mixture of 200 g of fluorobromobenzene and 100 g of tetrahydrofuran was added dropwise,Stir for 2 hours. After the addition of dimethylformamide 112 g, stirring for 1 hour, hydrochloric acid quenching pH = 1 ~ 2.The ethyl acetate extract was distilled under vacuum under reduced pressure to give 165 g of 2-fluoro-6-bromobenzaldehyde and 98% pure GC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1073-06-9, its application will become more common.

Reference:
Patent; Dalian Lianhua Chemical Co., Ltd.; Liu Qibin; Wang Zhongxing; (5 pag.)CN106977535; (2017); A;,
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