Category: bromides-buliding-blocks

348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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. category: bromides-buliding-blocks

1-Bromo-2,4-difluoro-5-nitrobenzene To a stirred solution of 1-bromo-2,4-difluorobenzene (0.512 g, 2.65 mmol, Aldrich, used as received) in conc. H2 SO4 (5.0 mL) at 0° C., KNO3 (0.275 g, 2.72 mmol) was added in one portion. The resulting solution was allowed to warm to 28° C. and was stirred at that temperature overnight. It was then poured into ice (50 g) and extracted with ethylacetate (50 mL). The extract was dried over Na2 SO4, and evaporated to afford 0.576 g (91percent) pure title compound as light red oil; 1 H NMR (CDCl3); delta7.141 (dd, 1H, J1 10.2 Hz, J2 =7.8 Hz), 8.375 (t, 1H, J=7.5 Hz).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

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;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, 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 345965-54-0, Application In Synthesis of 1-(4-Bromophenyl)cyclopropanamine

[1-(4-Bromophenyl)-cyclopropyl]-dipropylamine (Intermediate 121) To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116) in CH3CN/HOAc (5 mL, 9:1, v/v) and THF 3 mL at 0 C. was added propionaldehyde (277.0 mg, 4.95 mmols) and NaCNBH3 (153.0 mg, 2.47 mmols). The reaction was warmed to room temperature and after 5 hours quenched with H2O. The pH of the solution was adjusted to 8-9 using aqueous NaOH and extracted with EtOAc. The combined extracts were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. The title compound, 190.0 mg (56%), was isolated by column chromatography (2-5% EtOAc-hexanes). 1H NMR (CDCl3) delta: 7.42 (2H, d, J=8.3 Hz), 7.18 (2H, d, J=8.3 Hz), 2.39 (4H, t, J=7.3 Hz), 1.62-1.40 (4H, m), 0.96 (2H, m), 0.86 (6H, t, J=7.3 Hz), 0.80 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Bromophenyl)cyclopropanamine, and friends who are interested can also refer to it.

Reference:
Patent; Allergan Sales, Inc.; US6313107; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 626-40-4, 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. 626-40-4 name is 3,5-Dibromoaniline, 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.

Compound II (2.25 g, 10 mmol), compound III (2.51 g, 10 mmol) and diisopropylethylamine (DIPEA,3.88 g, 30 mmol) was dissolved in 50 mL of dry xylene and then warmed at reflux under nitrogen until the reaction was completeOften 5 hours). The reaction mixture was carefully poured into 200 mL of ice water, stirred and extracted with 50 mL × 3 CH 2 Cl 2. The combined extracts were driedWashed sequentially with 1% dilute hydrochloric acid (200 mL) and brine (100 mL) and dried over anhydrous sodium sulfate. Remove the desiccant by suction filtrationEvaporation on a rotary evaporator gave Compound IV as a white solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromoaniline, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (9 pag.)CN106831837; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 10485-09-3,Some common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, molecular formula is C9H7Br, 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.

Preparation of 2-Ethylindene 2-Bromoindene (8.1235 g, 0.04211 moles) and Ni(dppp)Cl2 (0.1536 g, 2.83*10-4 moles) were stirred in diethylether (100 mL) at -78 C. under a nitrogen atmosphere as ethylMgBr (0.045 moles, 15.00 mL of 3.0 M solution in diethylether) was added. The dry-ice bath was then removed and the reaction mixture allowed to warm to room temperature. The reaction mixture started off as a heterogeneous brick-red color and then turned to a homogeneous yellow/gold solution and then back to the heterogeneous brick-red mixture during the course of the warm-up. Gas chromatographic analysis after 2 hours of stirring at room temperature showed that the reaction was substantially quantitative. After the reaction period the mixture was poured onto ice and then extracted with 1 M HCL (1*100 mL) and 1 M NaHCO3 (1*100 mL) and then dried with MgSO4 and filtered. The desired product was isolated as a light yellow oil (5.65 g, 93.1 percent). 1 H NMR (300 MHz, CDCl3, TMS): delta1.31 (t, 3 JHH =7.4 Hz, 3H), 2.59 (q, 3 JHH =7.4 Hz, 2H), 3.39 (s, 2H), 6.59 (s, 1H), 7.16-7.38 (m, 3H), 7.46 (d, 3 JHH =7.4 Hz, 1H). 13 C NMR (75 MHz, CDCl3): delta13.65, 24.63, 41.23, 119.96, 123.47, 123.60, 125.25, 126.29, 143.12, 145.76, 152.47. GC-MS: Calculated for C11 H12 144.22, found 144.10.

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US6015868; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, SDS of cas: 17247-58-4

Blank magnesium chips (370 mg, 15.2 mmol) were covered with abs. THF (ca. 0.5 mL). Two drops283 (bromomethyl)cyclobutane (from 2.09 g, 14.0 mmol) were added. As the reaction started, the rest of284 the bromide was solved in abs. THF (4 mL) and the solution was added dropwise with stirring. After285 addition, the mixture was allowed to stand for 18 h at room temperature. The mixture was diluted286 abs. THF (10 mL), warmed near to reflux und slowly poured on crushed dry ice (100 mL). After287 warming up to about 0 C and addition of EtOAc (10 mL), the mixture was washed with 2 M HCl (10288 mL) and saturated with NaCl. The organic layer was separated and the aqueous layer was extracted289 with EtOAc (10 mL), the combined organic layers were dried over Na2SO4 and concentrated under290 reduced pressure resulting in 1.02 g cyclobutylacetic acid (7a) (64 %).

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:
Article; Durchschein, Christin; Bauer, Rudolf; Kretschmer, Nadine; Hufner, Antje; Rinner, Beate; Stallinger, Alexander; Deutsch, Alexander; Lohberger, Birgit; Molecules; vol. 23; 11; (2018);,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 39478-78-9, name is 5-Bromo-2-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 39478-78-9, Product Details of 39478-78-9

To a suspension [OF 5-BROMO-2-METHYLANILINE] (4.80g, 25.8 mmol) in concentrated [HCL] (16 mL) was added dropwise a solution of sodium nitrite (1.96 g, 28.4 mmol) in water (10 mL) over 30 minutes at [0C.] To the mixture was added dropwise a solution [OF SNCL2W2H2O] (17.46g, 77.4 mmol) in concentrated [HCL] (15 mL) over 50 minutes. After stirring for 1 hour at [0C,] the reaction mixture was basified with 50% NaOH (30 mL). The mixture was further diluted with water (20 mL) and treated with another [50% NAOH] (10 mL) and then crushed ice (100 g). The reaction mixture was extracted with ether (3 x 100 mL) and the combined organic phases were washed with brine, dried over [NA2SO4,] and filtered. The filtrate was acidified by adding an anhydrous solution of [HC1] in ether [(1] N in ether, 31 mL, 31 mmol). The precipitate was collected and dried under reduced pressure to give 4.57 g (75%) of title compound as a white amorphous solid. ‘H NMR (DMSO): 300MHz510. 31 (bs, 3H), 8.11 (bs, 1H), 7.12 (s, [IH),] 7.06 [(M,] 2H), 2.14 (s, 3H).

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

Reference:
Patent; WYETH; VIROPHARMA INCORPORATED; WO2003/99824; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 65896-11-9, 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 65896-11-9 as follows.

Example 1A Methyl (2E)-3-[2-amino-3-fluorophenyl]propenoate Starting with 42.00 g (221.04 mmol) of 2-bromo-6-fluoroaniline, the general procedure [A] gives 29.66 g (68% of theory) of product. HPLC (method 1): Rt=4.14 min MS (ESI-pos): m/z=196 (M+H)+

According to the analysis of related databases, 65896-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer HealthCare AG; US2007/281953; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, 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 24358-62-1, Formula: C8H10BrN

To a solution of 4-bromo-a-methylbenzylamine (1 .31 g, 6.57 mmol) and DIPEA (1 .72 mL, 9.85mmol) in anhydous THF (30 mL) was added 2-methoxybenzoyl chloride (1 .08 mL, 7.22 mmol) at 0 C. The reaction mixture was then allowed to return to room temperature and stirred overnight. The mixture was quenched with a saturated solution of ammonimum chloride (40 mL), extracted with EtOAc (3 chi 20 mL). The combined organic extracts were washed with water (2 chi 30 mL), brine (30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. Further purification by flash column chromatography (heptane/EtOAc 90:10 to 60:40) gave /V-[1 -(4-bromophenyl)ethyl]-2- methoxy-benzamide (2.07 g, 6.19 mmol, 94% yield) as a white solid. UPLC-MS (ES+, Short acidic): 1 .96 min, m/z 336.1 [M+2]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Bromophenyl)ethylamine, and friends who are interested can also refer to it.

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (191 pag.)WO2017/46604; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6911-87-1, name is 4-Bromo-N-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 6911-87-1, Quality Control of 4-Bromo-N-methylaniline

General procedure: To a solution of substituted N-methylaniline (1mmol) in CH2Cl2 (5mL) was added aqueous NaOH 25M (1mL) followed by tetrabutylammonium hydrogen sulfate (0.15mmol). After 5min of vigorous stirring, the substituted benzenesulfonyl chloride (1mmol) was added to the reaction mixture. The solution was stirred either for 3h or overnight at room temperature. Water was added to quench the reaction. Aqueous layer was extracted with CH2Cl2 (3×CH2Cl2). The organic layer was washed once with brine and once with water, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using a mixture of n-hexane and ethyl acetate as solvent to afford the desired compound.

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, 4-Bromo-N-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Perspicace, Enrico; Giorgio, Annalaura; Carotti, Angelo; Marchais-Oberwinkler, Sandrine; Hartmann, Rolf W.; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 201 – 215;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 102169-44-8,Some common heterocyclic compound, 102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, 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.

B. 6-Bromo-1,4-diethyl-7-methyl-1,4-dihydro-quinoxaline-2,3-dione (Compound 24B); Compound 24A (160 mg) in 1 mL of diethyl oxalate was heated in microwave at 140 C. for 30 min. Reaction was then cooled to rt, diluted with hexanes and resulting dark brown solid (164 mg, 81%) was collected by filtration. Solution of above intermediate (164 mg, 1 eq.) and ethyl iodide (0.52 mL, 10 eq.) in 3 mL of anhydrous DMSO was cooled on ice and crushed into powder KOH (144 mg, 4.0 eq.) was added slowly. Reaction was stirred on ice for 1 hour and at rt for another hour. Reaction was then partitioned between CH2Cl2 and water. The organic layer was separated, dried over Na2SO4, filtered and the solvent was removed in vacuo. Crude was purified by column chromatography (40:60 hexane/EtOAc) to obtain 157 mg (78 %) of product. MS (electrospray): mass calculated for C13H15BrN2O2, 311.17; m/z found 312.2, [M+H]+.

The synthetic route of 102169-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lagu, Bharat; Lebedev, Rimma; Pio, Barbara; US2007/78129; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary