Month: June 2021

Reference of 1647-23-0, A common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, molecular formula is C6H13Br, 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.

Step 1 : A solution of A/fA/-diisopropylethytamine (2.4 mL, 17.1 mmol, 1 eq) in THF (10 mL) was cooled to -78C. A solution of /7-butyllithium in hexanes (2.5M, 6.85 mL, 17.1 eq) was added dropwise with stirring. The solution was warmed to 0C for 10 min, then cooled again to -78C. At -78C, a solution of methyl 4-(cyanomethyl)benzoate (3g, 20 mmol, 1 eq) in THF (8 mL) was added dropwise to the LDA solution (a dark red slurry formed). After stirring the resulting slurry for 10 minutes at -78C, 1-bromo-3,3- dimethylbutane (2.46 mL, 17.9 mmol, 1.05 eq) was added rapidly. The reaction was stirred for 30 minutes at -78C then was warmed to room temperature. After 1h, hexamethylphosphoramide (2.5 mL, 14 mmol) was added, and the reaction was stirred at room temperature for 16h. The reaction mixture was partitioned between EtOAc and 1N HCi. The aqueous layer was discarded, and the organic layer was washed with 1 HCI and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated to afford a crude residue which waschromatographed on silica gel (gradient elution, 0% to 30% EtOAc in hexanes, SiO2) to afford the desired product as a white crystalline solid (2.49g, 54%),

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; SCHERING CORPORATION; WONG, Michael, K.; LAVEY, Brian, J.; YU, Wensheng; KOZLOWSKI, Josheph, A.; DEMONG, Duane, E.; DAI, Xing; STAMFORD, Andrew, W.; MILLER, Michael, W.; ZHOU, Guowei; YANG, De-Yi; GREENLEE, William, J.; WO2011/119559; (2011); 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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 61326-44-1

[0070] Synthesis of tcbpe-F (Ri = F, R2 to R4 = H in Scheme 1): To a 250m1 three-neck flask, tetra-(4-bromo-phenyl)ethylene (tpe-Br, 2.71 g, 4.2 mmol), 3-fluoro-4- (methoxycarbonyl)phenylboronic acid (5.OOg, 25.2 mmol) and Pd(PPh3)4 (0.40g ) were added, then THF (100 mL) and K2C03 aqueous solution (3.OM, 15 mL) were added under nitrogen protection at room temperature. The mixture solution was kept at 90 °C for three days. After cooling to room temperature, the reaction solution was extracted with dichloromethane for three times (100 mL x 3). The organic phase was washed with water, dried with anhydrous magnesium sulfate. The crude mixture was purified by flash chromatography using dichloromethane/methanol (V : V =40: 1) as fluent. The product, tcbpe-F-ester, was obtained as green-yellow solid in 63.3percent yield (2.50 g). ?H NMR (400 MHz, CDC13) t5: 7.90 (t, J= 10.8 Hz), 7.36 (d, 8H,J= 11.2 Hz), 7.28 (m, 8H), 7.12(d, 8H,J= 11.2 Hz), 3.87(s, 12H).

The synthetic route of 61326-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LI, Jing; HU, Zhichao; GONG, Qihan; WO2015/164784; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 61613-22-7, The chemical industry reduces the impact on the environment during synthesis 61613-22-7, name is 2-Bromo-N-phenylaniline, I believe this compound will play a more active role in future production and life.

The 34·7 g (140 mmol) of 2-bromo diphenylamine initially introduced 350ml of absolute THF and cooled to -78 C, and the THF was added to 112 ml (280 mmol) of 2.5 Mu n-BuLi . The mixture was then thawed to -10 C stirred for another 1 h at this temperature. Was slowly added dissolved in 600ml of THF of 30 g (86 mmol) 10-biphenyl-4-yl-2,7-diphenyl-10H- acridine-9-one. The mixture is then stirred for another 24 h at room temperature. 100 ml of a solution of ammonium chloride was added, stirring continued briefly, and the organic phase was separated, and the solvent removed in vacuum. The residue was suspended at 40 C in 750 ml of warm glacial acetic acid, added to 60 ml of concentrated hydrochloric acid to the suspension, and the mixture was then stirred at room temperature for another 8 h. After cooling, it is filtered off with suction the precipitated solid was washed once with 100 ml of water, washed three times with each 100 ml of ethanol and finally recrystallized from heptane. Yield: 35.3 g (54 mmol), 77% theory.

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

Reference:
Patent; MERCK PATENT GMBH; PFISTER, JOCHEN; VOGES, FRANK; MONTENEGRO, ELVIRA; MUJICA, FERNAUD, TERESA; (101 pag.)TW2016/2091; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 55289-36-6, 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 55289-36-6 as follows.

Reference Production Example 8(0597) A mixture of 25.0 g of 1-bromo-2-methyl-3-aminobenzene, 60.0 g of triphosgene, and 400 ml of toluene was stirred with heating under reflux for 3 hours. The reaction mixture allowed to cool was concentrated under reduced pressure to obtain 30.3 g of 1-bromo-3-isocyanato-2-methylbenzene (hereinafter referred to as 8A). (0598) 1H-NMR (CDCl3) delta (ppm): 2.42 (3H, s), 7.00 (1H, dt, J=0.5, 8.0 Hz), 7.05 (1H, dd, J=1.7, 8.0 Hz), 7.39 (1H, dd, 1.5, 7.7 Hz).

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SHIODA, Takayuki; ARIMORI, Sadayuki; (191 pag.)US2016/157489; (2016); 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3BrF4

A mixture of sodium thiomethoxide (0.317g) and 5-bromo-2-fluorobenzotrifluoride (L. OG) in DMF (4ML) was heated at 50C for lh then poured into water and extracted with isohexane. The organics were washed with brine, dried and evaporated under reduced pressure. Yield 0. 762g H NMR DMSO-d6: 8 7.74 (1H, d); 7.59 (1H, dd); 7.22 (1H, d); 2.51 (3H, s)

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 393-37-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/18529; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 766-46-1,Some common heterocyclic compound, 766-46-1, name is 2′-Bromophenylacetylene, molecular formula is C8H5Br, 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.

General procedure: In a 25 mL of flask, t-BuLi (2 mmol, 1.6 M in pentane) was added dropwise at -78 C to a stirred solution of o-bromoethynylbenzene (1 mmol, 181 mg) or its derivative (1 mmol) in Et2O (5 mL) and the reaction mixture was allowed to warm to room temperature. After stirring at room temperature for 1 h, S8 (0.25 mmol, 64 mg) was added and the reaction was stirred at room temperature for 2 h. The solvent of the reaction mixture was evaporated under vacuum and THF (5 ml) was added. After that, an electrophile (2 mmol) was added dropwise at room temperature. After stirring at room temperature for 1 h, the solvent of the reaction mixture was evaporated under vacuum. The residue was purified by chromatography to give products 4 and 6.

The synthetic route of 766-46-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zitao; Geng, Weizhi; Wang, Hanliu; Zhang, Shaoguang; Zhang, Wen-Xiong; Xi, Zhenfeng; Tetrahedron Letters; vol. 52; 51; (2011); p. 6997 – 6999;,
Bromide – Wikipedia,
bromide – Wiktionary

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;,
Bromide – Wikipedia,
bromide – Wiktionary

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);,
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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C18H11BrO

4(4-bromophenyl)dibenzo[b,d]furan (138 mmol) and 4(9-ethyl-9H-indazol-1-yl)aniline (125.5 mmol) were added to the reaction vessel in that order. After tris(dibenzylideneacetone)dipalladium (6.3 mmol), tri-tert-butylphosphine (12.5 mmol), sodium t-butoxide (376.4 mmol), and toluene 1320 mL, the reaction was carried out at 100 ° C; The organic matter was extracted with diethyl ether and water, and the organic layer was dried over magnesium sulfate. Intermediate 1, 94.13 mmol (75percent), mass spectrum: theoretical 528.24, calculated 528.20;

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; Jilin Aolaide Optoelectric Materials Co., Ltd.; Wang Hui; Wang Kang; Li He; Li Long; Li Xiaolong; Wang Jinzheng; Ma Xiaoyu; (27 pag.)CN108864062; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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.

2-Chloro-6-nitro-benzothiazol (200 mg, 0.93 [MMOL)] was placed in a 15 mi vial equipped with a stirring bar and septum. The vial was purged with argon and charged with DMF (1.0 [ML).] Diisopropyl-ethylamine (0.37 [ML,] 2 eq. ) was added resulting in a reddish solution. [2- (4-BROMO-PHENYL)-ETHYLAMINE] (186 mg, 1 eq. ) in DMF (1.0 [ML)] was added via syringe. The dark solution was then heated to 110 [C] for 30 minutes in an aluminum block. The mixture was cooled in an ice bath and diluted with water (10 [ML) WHILE] stirring vigorously. A dark precipitate formed. An additional 5 mi of water was added after stirring for 10 minutes and the product then collected by vacuum filtration. The product was washed with distilled water (2 x 10 ml) and dried under suction. The sample was dried under high vacuum (0.8 torr, 110 [C,] 20 hours) to give a solid (198 mg, 61%). %).’H NMR [(CDC13)] 8 : 8.5 (s, [1H),] 8.21 (br d, [1H,] J=7.7 Hz), 7.48 m (3H), 7.10 (d, 2H, J=7.7 Hz), 5. 68 (br s, 1H), 3.75 (br t, 3H), 2.99 [(BR T, 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; MCR RESEARCH INC.; WO2004/14885; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary