Tag: M.W=200-300

Related Products of 454-79-5, A common heterocyclic compound, 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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.

In a air atmosphere, a 10 ml flask was charged with 1.0 mmol of 5-methyl-2-hydroxybenzylalcohol, 1.4 mmol of 5-trifluoromethyl-2-bromoaniline,0.02 mmol p-cymene ruthenium dichloride dimer, 0.06 mmol copper bromide,0.07 mmol of 2,2′-bis (diphenylphosphino) -1,1′-binaphthyl,4.0 mmol of potassium hydroxide, and 5 ml of dioxane,The shelves were then heated in an oil bath with a magnetic stirrer to 110 C for 30 hours.The oil bath was removed, 3 ml of water was added to the reaction mixture and the mixture was extracted three times with 5 ml of ethyl acetate. The organic phases were combined and dried over anhydrous magnesium sulfate for 30 minutes. The filtrate was concentrated on a rotary evaporator. The concentrated solid was extracted with methylene chloride Recrystallization gave pure product 12 in 87% yield.

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; Luoyang Normal College; Xu Chen; Li Hongmei; Wang Zhiqiang; Lou Xinhua; Fu Weijun; (11 pag.)CN105949143; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 60956-23-2, name is 1,2-Dibromo-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 60956-23-2

Step A: 1,2-Dibromo-4-methyl-5-nitrobenzene 3,4-dibromotoluene (108.11 mL, 800 mmol) was added dropwise with mechanical stirring over 4 hours to nitric acid (90%, 280 mL, 6000 mmol) that was cooled to 0 C. under a nitrogen atmosphere. The internal temperature of the mixture was maintained below 10 C. during the addition and the reaction mixture was stirred for 1 hour at 0 C. after completion of addition. Water (840 mL) was added drop-wise to the mixture while maintaining the internal temperature below 10 C. The crude product was collected by filtration and washed with water (5*500 mL) to remove the excess nitric acid. The solids were dried under high vacuum and purified by recrystallization from ethanol (800 mL) to provide 180.9 g (77% yield) of the desired product as a solid. 1H NMR (400 MHz, CDCl3) delta 8.24 (s, 1H), 7.64 (s, 1H), 2.55 (s, 3H).

According to the analysis of related databases, 60956-23-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; US2006/264431; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, 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 1435-52-5, Product Details of 1435-52-5

25.4 g (0.100 mol) 1 ,4-dibromo-2-fluorobezene, 24.4 g (0.100 mol) N-(3-chlorophenyl)-1 H- benzimidazol-2-amine and 63.7 g (0.300 mol) potassium phosphate tribasic in 130 ml DMA were stirred at 160 °C for 3 h under nitrogen. The reaction mixture was cooled to 25 °C. The Product was filtered off and was washed with water. The product was decocted in ethanol. Yield 34.5 g (87 percent). (0827) 1H NMR (400 MHz, CDCI3): delta = 7.99 (d, 1 H), 7.77-7.86 (m, 4H), 7.59 (t, 1 H), 7.34-7.51 (m, 5H).

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; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; FLORES, Jean-Charles; NAGASHIMA, Hideaki; (236 pag.)WO2017/93958; (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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 50548-45-3

To a 500 ml round bottom flask in a nitrogen atmosphereCompound 1-Bromobenzofuran (10.0 g, 40.65 mmol),N- (4- (triphenylene-2-yl) phenyl) – [1,1′-biphenyl] -4- amine(N- (4- (triphenylen-2-yl) phenyl) – [1,1′-biphenyl] -4-amine)(17.75 g, 44.72 mmol)Xylene(Xylene) in 320 mlAfter complete dissolution, sodium tert-butoxide(sodium tert-butoxide) (5.08 g, 52.85 mol), And bis (tri-tert-butylphosphine) palladium (0)(Bis (tri-tert-butylphosphine) palladium (0))(0.21 g, 0.41 mmol), and the mixture was heated with stirring for 3 hours. After the temperature was lowered to room temperature, the salt was removed by filtrationXylene was concentrated under reduced pressure and recrystallized from 180 ml of tetrahydrofuran to obtain the above compound 5 (17.75 g, yield:68percent).

The synthetic route of 50548-45-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG CHEM, LTD.; KIM, Jin Joo; HONG, Sung gil; CHA, Yong bum; (27 pag.)KR2017/94665; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, 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. Quality Control of 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

To a solution of 4-bromo-3,3,4,4-tetrafluoro-1-butene (4) (0.812g, 3.92mmol, 1.0 eq.) and 2,3-O-isopropylidene-d-glyceraldehyde (5) (2.16g, 9.40, 2.4 eq.) in THF (15.7mL) was added 1.06M MeLi/LiBr-free diethyl ether solution (8.86mL, 9.40mmol, 2.4 eq.) dropwise at -78C. The resulting mixture was stirred at the same temperature for 2h, and then quenched with saturated NH4Cl aq. The reaction mixture was extracted with Et2O three times. The combined extracts were dried over anhydrous Na2SO4, and the solvents were removed under reduced pressure. The residue was dissolved in EtOH. To this mixture was added an excess amount of NaBH4 at 0C. The resulting mixture was stirred at room temperature for several hours, and then quenched with sat. NH4Cl aq. The reaction mixture was extracted with EtOAc three times. The combined extracts were dried over anhydrous Na2SO4, and the solvents were removed under reduced pressure. The residue was chromatographed on a silica gel to give the corresponding alcohols, 6a (0.352g, 1.37mmol, 35% isolated yield, anti isomer) and 6b (0.402g, 1.58mmol, 40% isolated yield, syn isomer) as a colorless oil.

The synthetic route of 4-Bromo-3,3,4,4-tetrafluorobut-1-ene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Konno, Tsutomu; Hoshino, Tomoko; Kida, Takumi; Takano, Shinya; Ishihara, Takashi; Journal of Fluorine Chemistry; vol. 152; (2013); p. 106 – 113;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 502496-36-8, name is 3-Bromo-5-fluoro-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 502496-36-8, Safety of 3-Bromo-5-fluoro-2-methylaniline

3-Bromo-5-fluoro-2-methylaniline (515 mg, 2.53 mmol) was dissolved in pyridine (20 ml). Then Intermediate 33 (547 mg, 2.53 mmol) and DMAP (3.09 mg, 0.025 mmol) were added and the resulting mixture was stirred at r.t. for 2 hrs. The solvents were removed in vacuo and the residue was taken up with EtOAc and H20. The organic layer was washed with sat. NaHC03 solution and brine, and then dried over Na2S04. The solvents were removed in vacuo and the resulting residue was recrystallized with MeOH to afford Intermediate 34 as colorless solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-fluoro-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; HENG, Richard; HOEGENAUER, Elizabeth, Kate; KOCH, Guido; PULZ, Robert, Alexander; VULPETTI, Anna; WAELCHLI, Rudolf; WO2013/8095; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2606-51-1,Some common heterocyclic compound, 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, molecular formula is C8H7BrO2, 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.

To a round-bottomed flask equipped with a reflux condenser and capped with a rubber septum were added (R)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline (2a) (0.6 mmol, 124 mg), potassium carbonate (1.2 mmol, 166 mg), anhydrous acetone (25 mL), and 5-(bromomethyl)benzo[d]-1,3-dioxole (3) (0.9 mmol, 194 mg). The mixture was refluxed under stirring and nitrogen atmosphere for 24 h. Afterwards, a saturated aqueous solution of NaCl (25 mL) was added to the mixture, which was extracted with CH2Cl2 (3 x 50 mL). The organic phase was dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using dichloromethane/ethyl acetate (1:1) as eluent, affording the desired product 1a. Yield: 174 mg (85%); [alpha]D20 = +18.6o (c = 0.05 g/100 mL CHCl3) ([alpha]D lit.13 = +18o (c = 0.05 g/100 mL CHCl3)); off-white solid; m.p. 120-121 oC; Rf = 0.35 (eluent: dichloromethane/ethyl acetate (1:1)); 1H NMR (300 MHz, CDCl3): delta 6.94 (s, 1H), 6.77 (q, J = 9.1 Hz, 2H), 6.55 (d, J = 11.5 Hz, 2H), 5.91 (s, 2H), 3.83-3.75 (m, 7H), 3.69 (d, J = 13.4 Hz, 1H), 3.59 (d, J = 13.4 Hz, 1H), 3.04 (ddd, J = 12.8, 8.4, 3.7 Hz, 1H), 2.81 (ddd, J = 15.4, 9.4, 5.7 Hz, 1H), 2.69 (dt, J = 12.0, 4.5 Hz, 1H), 2.57 (dt, J = 15.8, 3.9 Hz, 1H), 1.35 (d, J = 6.7 Hz, 3H); 13C NMR (75 MHz, CDCl3): delta 147.6, 147.2, 147.1, 146.3, 133.4, 132.1, 126.0, 121.5, 111.3, 110.3, 109.0, 107.7, 57.7, 55.8, 55.7, 55.5, 43.5, 26.6, 19.9; IR (KBr, cm-1) 2922.2, 2852.7, 1500.6, 1487.1, 1438.9, 1367.5, 1242.2, 1224.8; GC/MS (m/z, %): 341 (1.0), 135 (100.0), 326 (74.4), 327 (16.6).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Bromomethyl)benzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Correa, Bianca K.; Silva, Tamiris R.C.; Raminelli, Cristiano; Tetrahedron Letters; vol. 59; 39; (2018); p. 3583 – 3585;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 698-19-1, A common heterocyclic compound, 698-19-1, name is 1-(2-Bromophenyl)-N-methylmethanamine, molecular formula is C8H10BrN, 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.

SYNTHESIS EXAMPLE 2 Preparation of Compound 4 Compound 2 (1.486 g, 5.04 mmol), 2-bromo-N-methylbenzylamine (0.74 mL, 5.00 mmol) and triethylamine (1.40 mL, 10.0 mmol) were dissolved in anhydrous dimethylformamide (10 mL) and placed in a pressure bottle, under an N2 atmosphere. The reaction was heated to 130 C. for 2 days. The reaction was cooled to room temperature and diluted into deionized water (250 mL). The suspension was basified to pH>9 with 1 N NaOH, and extracted twice with ethyl acetate. The combined ethyl acetate extracts were dried over Na2SO4, filtered through a pad of silica gel (ethyl acetate), and dried under vacuum. The crude product was dissolved in ethyl acetate and minimal methanol and adhered to silica gel (25 g). The silica adhered compound was purified by flash silica gel chromatography (250 g silica, 3:1 hexanes:ethyl acetate) to yield 1.74 g (84%) of 4 as a white solid. ESI-MS m/z 414.1/416.1 [M+H]+. Analalysis: Calcd for C20H17BrFN3O: C, 57.98; H, 4.14; N, 10.14. Found: C, 58.08; H, 4.20; N, 10.02. 1H NMR (500 MHz, DMSO-d6) delta 10.06 (s, 1H), 8.69 (d, J=2.3 Hz, 1H), 8.09 (dd, J=9.0 Hz, 2.3 Hz, 1H), 7.77-7.74 (m, 2H), 7.68 (d, J=8.0 Hz, 1H), 7.33 (t, J=7.5 Hz, 1H), 7.22 (t, J=7.8 Hz, 1H), 7.18 (t, J=9.0 Hz, 2H), 6.99 (d, J=7.5 Hz, 1H), 6.78 (d, J=9.4 Hz, 1H), 4.89 (s, 2H), 3.20 (s, 3H).

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; Syntrix Biosystems Inc.; US2012/46243; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 24358-62-1, 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. 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-bromo-alpha-methylbenzylamine (1.5 g, 7.7 mmol), 3-pyridinecarboxaldehyde (0.8 g, 7.5 mmol), and sodium triacetoxyborohydride (2.25 g, 10.5 mmol) in 60 ml of 1,2-dichloroethane was stirred at room temperature for 18 h. The solution was diluted with dichloromethane and washed twice with a saturated sodium bicarbonate solution, once with water, and once with brine. The organic layer was separated, dried over sodium sulfate, filtered, and concentrated in vacuo to afford the title compound. 1H NMR: 8.70 (m,2H), 7.85 (m,1H), 7.67 (d,2H,J=8 Hz), 7.45 (d,2H,J=8 Hz), 7.43 (m,1H), 3.95 (q,1H,J=8 Hz), 3.83 (q,ABX,2H), 1.57 (d,3H,J=8 Hz). MS calcd. 291.2; MS (M+1) 292.1.

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

Reference:
Patent; Coleman, Darrell Stephen; Jagdmann, Gunnar Erik; Johnson, Kirk Willis; Johnson, Michael Parvin; Large, Thomas Hallett; Monn, James Allen; Schoepp, Darryle Darwin; Barda, David Anthony; Britton, Thomas Charles; Dressman, Bruce Anthony; Henry, Steven Scott; Hornback, William Joseph; Tizzano, Joseph Patrick; Fichtner, Michael William; US2004/6114; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, 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.

EXAMPLE 3 Alternative syntheses of (S)-alpha-methyl-1,3 benzodioxole-5-ethanol 3.47 grams of 4-bromo-1,2(methylenedioxy)benzene were dissolved in 100 ml of tetrahydrofuran at -78 C., 13.9 ml of 1.3M sec-butyllithium in cyclohexane was then added to consume the aryl halide in less than 30 minutes. 1.00 grams of (S)-(-)-propylene oxide in 2 ml THF was added by syringe and the solution stirred for 45 minutes. The solution was then warmed to 23 C. for 16 hours. The reaction mixture was poured into 3M ammonium chloride solution and the product isolated by extraction with ethyl acetate. The combined extracts were dried over magnesium sulfate filtered through florisil and concentrated by rotary evaporation. The residual oil was purified by silica gel chromatography and eluted with a 50:50 mixture of hexane and diethyl ether to yield 1.40 g (45%) of the subtitled intermediate. Pchem: [alpha]365 +117.2 (c 1.0, CHCl3) TLC Rf =0.26 (50:50 hexane:ether); IR (CHCl3) 3598, 3012, 2973, 2887, 1490, 1249, 1041cm-1; 13 C NMR (CDCl3) d 147.75, 146.19, 132.26, 122.27, 109.68, 108.30; mass spectrum, m/z (FD, M+) 180; Anal. Calcd. for C10 H12 O3: C, 66.65; H, 6.71. Found: C, 66.42; H, 6.66.

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US5665878; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary