Author: Jessica.F

Reference of 608-30-0, The chemical industry reduces the impact on the environment during synthesis 608-30-0, name is 2,6-Dibromoaniline, I believe this compound will play a more active role in future production and life.

This compound was prepared by modified literature procedures.11,12 A solution of NaNO2 (0.205 g,2.97 mmol) in H2O (1.5 mL) was added dropwise to a suspension of 2,6-dibromoaniline, 7c, (678 mg, 2.70 mmol) in concentrated aqueous HCl (2.6 mL, 12 M) at 0 C. The mixture was stirred at 0 C for 90 min. Additional NaNO2 (55 mg, 0.797 mmol) was added. The mixture was stirred for an additional 45 min at 0 C and then the resulting cold solution was added dropwise to a stirred solution of potassium ethyl xanthate (525 mg, 3.27 mmol) in H2O (0.65 mL) at 45 C through a glass pipet with a plug of glass wool. The reaction mixture was stirred for 30 min at this temperature and then allowed to cool to room temperature. The reaction mixture was extracted with diethyl ether (3×50 mL). The combined organic extracts were washed with 1 M NaOH solution (100 mL), water (3x 50 mL), brine (50 mL), dried over anhyd MgSO4, filtered and evaporated under reduced pressure. The resulting crude product was dissolved in ethanol (8 mL) and heated to reflux. Potassium hydroxide pellets (654 mg, 11.6 mmol) were added and refluxing continued overnight. After cooling to room temperature, the ethanol was evaporated under reduced pressure. The residue was dissolved in water and washed with diethyl ether (100 mL). The aqueous layer was acidified with 1 M HCl to pH 2 and extracted with diethyl ether (3 50 mL). The organic extracts were washed with water (50 mL), brine (50 mL), dried over anhyd MgSO4, filtered and evaporated under reduced pressure. The residue was purifiedby column chromatography on silica gel using hexanes as eluent to give 8b as a slightly yellow solid (518 mg, 72%). This compound always contains trace amounts of oxidized disulfide compound. Therefore, compound 8b was used in next step without further purification. 1H NMR (500 MHz, CD2Cl2) d 5.04 (s, 1H), 6.87 (t, J=7.0 Hz, 1H), 7.52 (d, J=7.0 Hz, 2H); IR (KBr) 1400, 1421, 1543, 2553(SH), 3064, 3458 cm1.

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, 2,6-Dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yamamoto, Takuhei; Ammam, Malika; Roberts, Sue A.; Wilson, George S.; Glass, Richard S.; Tetrahedron; vol. 72; 20; (2016); p. 2527 – 2534;,
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. 2695-48-9, name is 8-Bromo-1-octene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H15Br

(9RS,12S)-Isomer A Grignard reagent was prepared from 1-bromo-7-octene (6.80 g, 36 mmol) and Mg (1.08 g, 45 mmol) in dry THF (30 mL) in the presence of a small amount (20 mg) of I2 under argon. A solution of (S)-7 (5.77 g, 26 mmol) in dry THF (10 mL) was added dropwise to the ice-cooled and stirred Grignard reagent at 0-10 C. Stirring was continued for 1 h at 0-5 C, and the mixture was left to stand overnight at room temperature. It was then poured into ice and dil HCl, and extracted with Et2O. The Et2O solution was washed successively with water, NaHCO3 solution, and brine, dried (MgSO4), and concentrated in vacuo. The residue (10.9 g) was chromatographed over SiO2 (70 g). Elution with hexane gave 1.0 g of hydrocarbons, and further elution with hexane/EtOAc (20:1) afforded 6.42 g (74%) of (9RS,12S)-8 as a colorless oil, nD25=1.4638; [alpha]D25 +0.16 (c 2.58, hexane); numax (film): 3348 (br m), 3077 (m), 2926 (s), 1641 (m), 1463 (m), 992 (m), 909 (s); deltaH (CDCl3): 0.860 (1.5H, d, J 6.4), 0.865 (1.5H, d, J 6.4), 1.05-1.20 (2H, m), 1.20-1.50 (28H, br m), 2.04 (4H, q-like, J 6.4), 3.55 (1H), 4.925 (2H, d-like, J 10.4), 4.980 (2H, d-like, J 17.2), 5.75-5.88 (2H, m); GC-MS (same conditions as those for 3): tR 23.60 (90.6%, 8), 27.15 min (6.8%, M+=360), MS of (9RS,12S)-8 (EI, 70 eV): m/z: 334 (<1) [M+-2], 318 (4) [(M-H2O)+], 207 (4), 165 (5), 149 (6), 137 (11), 123 (32), 109 (42), 94 (66), 81 (86), 69 (69), 67 (53), 55 (100), 41 (40). HRMS calcd for C23H44O: 336.3392, found: 336.3388. The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings. Reference:
Article; Mori, Kenji; Akasaka, Kazuaki; Matsunaga, Shigeki; Tetrahedron; vol. 70; 2; (2014); p. 392 – 401;,
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. 51376-06-8, name is 5-Bromobenzo[c][1,2,5]oxadiazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 51376-06-8

5-bromo-2,1,3-benzoxadiazol (2.74 g) (which can be prepared according to Org. Proc. Res. Dev., (2003), 7, 436-445), cesium carbonate (5.38 g), 2,2′- bis(diphenylphosphino)-1,1′-binapthyl (0.68 g) and tris-(dibenzylideneacetone) dipalladium(O) (0.5 g) were added to a solution of (5S)-3-[3-fluoro-4-(piperidin-4- yloxy)phenyl]-5-[(isoxazol-3-ylamino)methyl]-1,3-oxazolidin-2-one (5 g) (obtained from Step b) in dry dimethylformamide (15 mL) and the reaction mixture was heated at 100 C for about 17 hours. The reaction mixture was filtered and the solvent was evaporated. The crude product thus obtained was purified by column chromatography using 1 % methanol in dichloromethane to yield the title product (0.4g). Melting point: 134-140 C; EIMS (m/z): 495.25;1HNMR(DMSO): delta 8.41 (s, 1H), 7.88 (d, 1H), (d, 1H), 7.6 (dd, 1H), 7.32 (t, 1H), 7.25 (d, 1H), 6.88 (s, 1H), 6.56 (t, 1H), 6.03 (s, 1H), 4.8 (m, 1H), 4.63-4.62 (m, 1H), 4.17 (t, 1H), 3.81 (m, 4H), 3.49-3.43 (m, 3H), 2.07 (m, 2H), 1.8 (m, 2H).

The synthetic route of 51376-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2006/35283; (2006); A1;,
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. 113170-72-2, name is 3-Bromo-5-(trifluoromethyl)benzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

A solution of 3-bromo-5-(trifluoromethyl)benzene-l, 2-diamine (2 g, 7.84 mmol), phenylboronic acid (1.9 g, 15.68 mmol), potassium carbonate (2.2 g, 15.68 mmol), [1,1?- bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (320 mg, 0.39 mmol) in dioxane (30 mL) and water(l0 mL) stirred overnight at 110 C in an oil bath. The resulting mixture was cooled to room temperature and then concentrated under vacuum. The residue was diluted with 50 mL water and extracted with 3×40 mL of ethyl acetate. The combined organic phases were washed with 100 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with ethyl acetate/petroleum ether (1 : 10)) to afford 5- (trifluoromethyl)-[l,r-biphenyl]-2, 3-diamine (1.34 g, 68%) as yellow oil. MS: (ESI, m/z): 253[M+H]+.

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 113170-72-2.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1003-98-1,Some common heterocyclic compound, 1003-98-1, name is 2-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.

30.0 g (0.172 mol) 4-chloro-3-fluoro-phenylboronic acid and 29.7 g (0.156 mol) 2-bromo-4-fluoroaniline, in an oxygen-free atmosphere, are suspended in a mixture of 170 ml toluene, 17 ml ethanol and 160 ml of saturated sodium carbonate solution in an argon atmosphere. 3.6 g tetrakis(triphenylphosphine) palladium (0) is added to the reaction mixture, and it is stirred for 12 hours at 80 C. The organic phase is separated and the aqueous phase is extracted with acetic acid ethyl ester. The combined organic phases are concentrated, and the residue is chromatographed with cyclohexane/acetic acid ethyl ester (3:1) on silica gel.The reaction yields 26.1 g (69.7% of the theoretical yield) of 4′-chloro-3′,5-difluorobiphenyl-2-amine [log P (pH 2.3)=3.18].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-4-fluoroaniline, its application will become more common.

Reference:
Patent; Bayer Cropscience AG; US2008/242708; (2008); 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. 66417-30-9, name is 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1-methyl-4-(trifluoromethyl)benzene

(a) 2-Bromo-4-(trifluoromethyl)benzoic acid. To a solution of 2-bromo-1-methyl-4-trifluoromethylbenzene (7.6 g, 32 mmol, ABCR) in pyridine (75 mL) was added tetraethylammonium permanganate (24 g, 96 mmol, prepared according to the procedure of Sala, et al. J. Chem. Soc., Chem. Comm. 1978, 253). The reaction mixture was warmed to 70 C. and stirred at that temperature for 30 h. The reaction mixture was allowed to cool to 25 C. and poured into an ice bath containing cond HCl (150 mL) and NaHSO3 (150 g). The mixture turned to a clear aqueous solution and was extracted with EtOAc (4*200 mL). The combined extracts were washed with satd NaCl (200 mL), dried over Na2SO4, filtered and concentrated in vacuo to provide the title product as a white solid. MS (ESI, neg. ion) m/z: 267 (M-1).

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; Bo, Yunxin Y.; Chakrabarti, Partha P.; Chen, Ning; Doherty, Elizabeth M.; Fotsch, Christopher H.; Han, Nianhe; Kelly, Michael G.; Liu, Qingyian; Norman, Mark Henry; Ognyanov, Vassil I.; Wang, Xianghong; Zhu, Jiawang; US2003/195201; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6698-13-1, A common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

0348] To a stirred solution of 4-bromo-l,3-benzodioxole (65 mg, 0.323 mmol, 1 eq.) and chloro(di-2-norbornylphosphmo)(2’dimethylamino-l,r- biphenyl-2-yl)palladium (II) (18 mg) in anhydrous dioxane (3 mL) under nirrogen2 is added a dioxane (3 mL) solution of [3-(tert-butyl-diphenyl- silanyloxy)-5-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-pyridin- 3-yl-amine (196 mg, 0.356 mmol, 1.1 eq) followed by 2M aqueous K3PO4 (0.35 mL, 0.7 mmol). The mixture is heated to 100 0C in a sealed tube overnight.[0349] The reaction mixture was returned to ambient temperature, and diluted with methylene chloride. The organic phase washed with brine, dried over MgSO4, filtered and concentrated to a dark brown oil. Flash chromatography (1% MeOH/ methylene chloride) gave 117 mg of 3-benzo[l,3]dioxol-4-yl-5- (tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine as a beige 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:
Patent; LOCUS PHARMACEUTICALS, INC.; WO2008/8059; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 452-74-4, 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. 452-74-4 name is 1-Bromo-2-fluoro-4-methylbenzene, 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.

To a stirred solution of 4-bromo-3-fluorotoluene (10 g, 52.9 mmol) in H2SO4 (100 mL) was added [KN03] (5.34 g, 52.9 mmol) at [0C.] After stirring overnight at room temperature, the reaction mixture was poured into ice (200 g) and extracted with EtOAc (3 x 300 mL). The organic solution was washed with brine (200 mL), dried (Na2SO4), and concentrated to give 12.35 g (100%) of title compound as a pale yellow [OIL.’H NMR (CDCIS)] : [300 MHZ No. 8. ]29 (d, [J= 6.] 30 Hz, 1H), 7.12 (d, J= 8.61 Hz, 1H), 2.60 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-fluoro-4-methylbenzene, and friends who are interested can also refer to it.

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

These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, 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 3-Bromo-4-methylaniline

Intermediate 28A: 5-Bromo-2-iodo-4-methylaniline A solution of 3-bromo-4-methylaniline (5.00 g, 26.9 mmol), N-iodosuccinimide (4.53 g, 20.2 mmol) and bis(pyridine)iodonium tetrafluoroborate (2.70 g, 7.26 mmol) in DCM (100 mL) was stirred at room temperature overnight. The mixture was diluted with DCM, washed sequentially with saturated aqueous NaHSO3 and water, and dried and concentrated. The residue was purified by column chromatography on silica gel, eluting with EtOAc-hexanes (sequentially 1%, 2% and 3%), to provide 5-bromo-2-iodo-4-methylaniline as a yellow solid (5.27 g, 63% yield). Mass spectrum m/z 312, 314 (M+H)+. 1H NMR (500 MHz, CDCl3) delta 7.49 (d, J=0.6 Hz, 1H), 6.94 (s, 1H), 4.17-3.91 (br.s, 2H), and 2.25 (s, 3H).

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

Reference:
Patent; Batt, Douglas G.; Bertrand, Myra Beaudoin; Delucca, George; Galella, Michael A.; Ko, Soo Sung; Langevine, Charles M.; Liu, Qingjie; Shi, Qing; Srivastava, Anurag S.; Tino, Joseph A.; Watterson, Scott Hunter; US2014/378475; (2014); A1;,
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. 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromobenzo[c][1,2,5]thiadiazole

Preparation 2 5-Trimethylsilanylethynylbenzo[1,2,5]thiadiazole A solution of 5-bromo-benzo[1,2,5]thiadiazole (10 g, 80 mmol) was degassed with argon for 10 min, then copper iodide (1.53 g, 8 mmol) and bis-triphenylphospine-palladium-dichloride (1.12 g, 1.6 mmol) were added. TMS-acetylene (12.75 ml) was added via syringe followed by dropwise addition of diisopropylamine over 20 min. The reaction mixture was stirred at ambient temprature overnight. The THF was removed under reduced pressure. Ethyl acetate was added to the resulting brown oil and the mixture was filtered through celite. The residue was partitioned between ethyl acetate and water. The title compound was isolated by column chromatography using petroleum ether as the eluent (9 g, 49%); m/z (API+): 231.1 (MH+), m/z (API-): 233.1 (M).

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 1753-75-9.

Reference:
Patent; Gaster, Laramie Mary; Harling, John David; Heer, Jag Paul; Heightman, Thomas Daniel; Payne, Andrew Hele; US2004/152738; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary