Tag: M.W=100-200

Some common heterocyclic compound, 5433-01-2, name is 1-Bromo-3-isopropylbenzene, molecular formula is C9H11Br, 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. name: 1-Bromo-3-isopropylbenzene

To a solution of l-bromo-3-isopropylbenzene (10 g, 0.05 niol) in THF was added dropwise with BuLi (47 mL, 0.075 mol) at -60C. After stirred 30 minutes, -methoxy- -methylacetamide (6,22 g, 0.06 mol) was added. The mixture was stirred at -30C for 3 hours. Then the mixture was quenched with H20, the mixture was partitioned between EtOAc and water. The layer was separated and washed with water, brine, dried over Na2S04, and concentrated. The residue was purified by column chromatography to obtained the titled compound. ‘H NMR (CHLOR OFQRM-d) : delta 7.85 (s, 1H), 7.79 (dt, J = 7.6, 1.4 Hz, 1H), 7.33 – 7.53 (m, 2H), 3.00 (dt, J – 13.8, 6.9 Hz, 1H), 1.30 (d, J – 6.7 Hz, 6H) LC-MS : m/z 163(M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5433-01-2, its application will become more common.

Reference:
Patent; RIPKA, Amy S.; SAUNDERS, Jeffrey O.; KAMENECKA, Theodore Mark; GRIFFIN, Patrick R.; WO2013/78240; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 591-19-5, name is 3-Bromoaniline, molecular formula is C6H6BrN, 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. HPLC of Formula: C6H6BrN

Under nitrogen or argon atmosphere, 3-bromoaniline 0.4 mmol, 0. 2 mm ? Ir (ppy) (2 mg) And DMF (1 ml) were added to the reaction flask and then irradiated with a blue LED band (7W) at room temperature until complete conversion of the trivalent iodine reagent was completed. 10 ml of a saturated aqueous Na2C03 solution was added thereto, and the mixture was extracted three times with ethyl acetate. The organic layer was washed once with saturated brine, and the organic layer was dried over anhydrous Na2S04. Column chromatography (eluent: petroleum ether 60-90: ethyl acetate = 20: 1-10: 1) to afford the product NIH2Yield 27%; CF3 ? Br ^ A ^ NH2CF, yield 23%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 591-19-5, its application will become more common.

Reference:
Patent; Nanjing University; Zhu, ChengJian; Xie, jin; Xu, Pan; (13 pag.)CN103553857; (2016); B;,
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. 17247-58-4, name is (Bromomethyl)cyclobutane, A new synthetic method of this compound is introduced below., Formula: C5H9Br

A solution of 12.3 g (83 mmol) of cyclobutylcarbinyl bromide (Aldrich) and 13.7 g (91 mmol) of sodium iodide in 150 mL of acetone was refluxed overnight and then cooled to room temperature. The inorganic solids were filtered off and the acetone and cyclopropylcarbinyl iodide (8.41 g, 46%) distilled off at ambient and 150 torr at 80 C., respectively. A solution of 4.0 g (21.98 mmol) of cyclobutylcarbinyl iodide in 30 mL of anhydrous diethyl ether (diethyl ether) cooled to -78 C. was cannulated into a solution of 17 mL (21.98 mmol) of 1.3M sec-butyl lithium in cyclohexanes and the solution was stirred for 5 minutes. To this mixture was cannulated a solution of 3.0 g (21.98 mmol) of freshly distilled sulfuryl chloride in 110 mL of hexanes cooled to -78 C., the mixture warmed to room temperature over 1 hour and was then carefully concentrated in vacuo. This mixture was redissolved in diethyl ether, washed once with some ice-cold water, dried (MgSO4), filtered, and concentrated carefully. This mixture was redissolved in 30 mL of THF, added dropwise to 500 mL of saturated NH3 in THF and was allowed to stir overnight. The mixture was concentrated in vacuo to a crude yellow solid and was recrystallized from the minimum amount of CH2Cl2 in hexanes with 1-2 drops of methanol to provide 1.39 g (42%) of cyclobutyl carbinylsulfonamide as a white solid. 1H NMR (CDCl3) delta 1.81-2.03 (m, 4H), 2.14-2.28 (m, 2H), 2.81-2.92 (m, 1H), 3.22 (d, J=7 Hz, 2H), 4.74 (br s, 2H); 13C NMR (CDCl3) delta 19.10, 28.21, 30.64, 60.93; MS m/e 148 (M-1)-. (Retention time: 1.73, method B), 818 (M++H)

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; Hewawasam, Piyasena; Ding, Min; Sun, Li-Qiang; Scola, Paul Michael; US2007/10455; (2007); 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. 103-64-0, name is (2-Bromovinyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H7Br

General procedure: beta-Bromostyrene (1.10 g, 6.0 mmol) in THF (7.5 mL) was added toa flask containing Mg turnings (0.17 g, 6.9 mmol) at room temperature. After being stirred for 1.5 h, N-formylpiperidine (0.34 g,3.0 mmol) in THF (2 mL) was added to the reaction mixture at 0C and the obtained mixture was stirred for 1 h at room temperature.Then, acetic anhydride (0.6 mL, 6.0 mmol) was added to the reactionmixture at 0 C and the mixturewas stirred for 0.5 h at roomtemperature. Then, aq NH3 (6 mL, 28-30%) and I2 (1.53 g, 6.0 mmol) were added to the reaction mixture at 0C and the obtainedmixture was stirred for 0.5 h at room temperature. Then, the reaction mixture was quenched with satd aq Na2SO3 and was extracted with CHCl3 (3*20 mL). The organic layer was dried over Na2SO4 and filtered. After removal of the solvent, the residue waspurified by short column chromatography on silica gel (eluent:hexane/ethyl acetate=9:1, v/v) to provide pure cinnamonitrile (0.32 g) in 83% yield.

According to the analysis of related databases, 103-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; 5; (2013); p. 1462 – 1469;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2044-08-8, 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. 2044-08-8, name is 1-Bromocyclohex-1-ene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add 20 g (0.12 mol) of 1-bromo-1-cyclohexene to a three-necked flask under nitrogen atmosphere.34.7 g (0.14 mol) of pinacol borate and 2.0 g (6 mol%) of triphenylphosphine,2.6 g (3 mol%) of trans-bis(triphenylphosphine)palladium(II) dichloride,Potassium phenolate 24.6 g (0.19 mol) and anhydrous toluene 250 mL.After nitrogen substitution, the reaction was stirred at 50 C for 5 hours.The system was then cooled to room temperature and quenched with water.The reaction mixture was extracted with a benzene solvent and brine.The organic phase was dried over anhydrous magnesium sulfate. The dried mixture was filtered and concentrated under reduced pressure.Purification by silica gel column or distillation gave 21.9 g (yield: 85%) of cyclohexene-1-boronic acid pinacol.

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, 1-Bromocyclohex-1-ene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yurui (Shanghai) Chemical Co., Ltd.; Zheng Xianzhe; (50 pag.)CN109384817; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1647-26-3, These common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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.

To a vial were added the product of Example 1H (0.150 g, 0.373 mmol), (2- bromoethyl)cyclohexane (0.142 g, 0.746 mmol), cesium carbonate (0.364 g, 1.12 mmol), and /V,/V-dimethylformamide (1.5 mL). The resulting mixture was stirred at ambient temperature. After 13 hours, the reaction mixture was partitioned between 1 M hydrochloric acid (25 mL) and ethyl acetate (15 mL). The layers were separated and the aqueous phase was extracted with ethyl acetate (2 x 10 mL). The organic layers were combined and washed with saturated aqueous ammonium chloride (3 x 15 mL). The ammonium chloride washes were combined and back extracted with ethyl acetate (15 mL). The organic layers were combined, washed with brine/ 1 M hydrochloric acid (4:1 v/v) (15 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound, which was used in the next reaction without further purification. MS (APCI+) m/z 513.4 [M+H]+.

Statistics shows that 1-Bromo-2-cyclohexylethane is playing an increasingly important role. we look forward to future research findings about 1647-26-3.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; FARNEY, Elliot; SHIROODI, Roohollah, Kazem; XIONG, Zhaoming; ZHANG, Qingwei, I.; O’CONNOR, Matthew; HALVORSEN, Geoff; ZHAO, Hongyu; BAUMGARTNER, Christina; FROST, Jennifer, M.; KYM, Phil; ABBOTT, Jason, R.; BOGDAN, Andrew; ECONOMOU, Christos; WANG, Xueqing; (375 pag.)WO2019/246513; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 58534-95-5, These common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, 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.

Copper(I) iodide (1.002 g, 5.26 mmol) was added in one portion to 3-bromo-2-fluoroaniline (5 g, 26.31 mmol), N1,N2-dimethylethane-1,2-diamine (0.464 g, 5.26 mmol) and sodium iodide (7.89 g, 52.63 mmol) in 1,4-dioxane (10 mL) at 25 C over a period of 1 minute under nitrogen. The resulting suspension was stirred at 110 C for 1 day. The reaction mixture was filtered through celite and concentrated in vacuo. The crude product was purified by flash silica chromatography using a gradient 5 – 30 % EtOAc in petroleumether as mobile phase. Pure fractions were evaporated in vacuo to afford 2-fluoro-3- iodoaniline (5.00 g, 80 %) as a brown oil.?H NMR (400 MHz, DMSO-d6) 5 5.32 (bs, 2H), 6.59 – 6.83 (m, 2H), 6.83 – 6.93 (m, 1H). m/z (ES+), [M+H] 238.

Statistics shows that 3-Bromo-2-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 58534-95-5.

Reference:
Patent; ASTRAZENECA AB; NILSSON, Karl, Magnus; ASTRAND, Annika, Birgitta, Margareta; BERGGREN, Anna, Ingrid, Kristina; JOHANSSON, Johan, R.; LEPISTOe, Matti, Juhani; KAWATKAR, Sameer, Pralhad; SU, Qibin; KETTLE, Jason, Grant; (143 pag.)WO2018/134213; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1422-54-4, The chemical industry reduces the impact on the environment during synthesis 1422-54-4, name is 2-Bromo-6-fluorotoluene, I believe this compound will play a more active role in future production and life.

1-Bromo-3-fluoro-2-methylbenzene (8.0 g, 42.3 mmol),Bromosuccinimide (9.0 g, 50.8 mmol),Azobisisobutyronitrile (300 mg) was dissolved in dry carbon tetrachloride (100 mL)Heat under reflux for 16 hours under nitrogen.The reaction was cooled to room temperature and filtered,Imidazole (8.7 g, 126.9 mmol) and potassium carbonate (17.5 g, 126.9 mmol) were added to the filtrate,Heat under reflux for 5 hours under nitrogen.LC-MS showed the reaction was complete,The reaction solution was filtered,The filtrate was concentrated,The residue was purified by flash silica gel column chromatography to give 1- (2-bromo-6-fluorobenzyl) -1H-imidazole (6.0 g).

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

Reference:
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Tong Chaolong; Bao Rudi; Li Yuannian; (67 pag.)CN107312005; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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 74586-53-1 as follows. name: 3-Bromo-5-methylaniline

A solution of the 3-bromo-5-methylbenzenamine (500 mg, 2.69 mmol), ammonium acetate (207 mg, 2.69 mmol) and water (0.4 mL) in AcOH (1.35 mL) was added during 30 minutes (push serynge) to a solution of formaldehyde (37%w/w in water, 200 pL, 2.69 mmol) and glyoxal (40% w/w in water, 308 pL, 2.69 mmol) in AcOH (1.35 mL) at 70 00 The reaction was stirred at that temperature for 18 hours. The reaction was slowly pored into saturated aqueous sodium bicarbonate. Some water was added and the precipitated solid was filtered. The filtrate was extracted with DCM and the combined organic layers were dried with sodium sulfate, filtered and evaporated and afforded the title compound (378 mg, 1.59 mmol, 59%) as an orange oil.

According to the analysis of related databases, 74586-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M. Arshad; CIBLAT, Stephane; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu, Jr.; SRIVASTAVA, Sanjay; SHIPPS, Gerald W.; COOPER, Alan B.; OZA, Vibha; KOSTURA, Matthew; LUTHER, Michael; LEVINE, Jedd; (253 pag.)WO2018/102452; (2018); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 3017-70-7, The chemical industry reduces the impact on the environment during synthesis 3017-70-7, name is 2-Bromo-3-methyl-2-butene, I believe this compound will play a more active role in future production and life.

[00333] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (21 mg; 0.026 mmol), triethylamine (0.36 ml; 2.58 mmol), 2-bromo-3-methyl-2-butene (132 mg; 0.886 mmol), 1.29M HB(pin) in dioxane (1.00 ml; 1.29 mmol) and N-methylacetamide (39 mg; 0.53 mmol) in dioxane (4 ml; dried over 4 ? sieves) was sealed and stirred at 80 C. GC analysis after 24 hours showed formation of the desired alkenylborate compound which was also identified by GC/MS.

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-3-methyl-2-butene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Bromide – Wikipedia,
bromide – Wiktionary