Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 65896-11-9, name is 2-Bromo-6-fluoroaniline, 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 65896-11-9, SDS of cas: 65896-11-9

2-Bromo-6-fluoroaniline (8.2 g, 43.2 mmol) was dissolved in pyridine (10 mL) and treated with pivaloyl chloride (7.0 mL, 57.2 mmol). The reaction was stirred at room temperature for 3 h. The reaction mixture was concentrated in vacuo and treated with ethyl acetate (50 mL). Mixture was washed 1 N hydrochloric acid (2¡Á), then brine. The organic layer was dried (magnesium sulfate), filtered, and concentrated in vacuo. The residue was triturated with hexanes to give a solid which was filtered, washed with hexanes, and dried in vacuo. The title compound was obtained as white solid in 76% yield. 1H NMR (300 MHz, CDCl3): delta 7.39-7.31 (m, 1H), 7.14-7.03 (m, 2H), 6.98 (bs, 1H), 1.34 (s, 9H). Mass spec.: 274.1 (MH)+, 276.1 (MNa)+.

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; Degnan, Andrew P.; Han, Xiaojun; Dubowchik, Gene M.; Macor, John E.; Mercer, Stephen E.; US2005/215576; (2005); 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. 10269-01-9, name is (3-Bromophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 10269-01-9

General procedure: To a solution of2(5 mmol,1equiv) in DMF (10 mL) was added 3-bromobenzylamine (5 mmol, 1equiv) and K2CO3(5 mmol, 1equiv).Then the reaction mixture was stirred for 4 h at 90C. Then the mixture was quenched with water (50ml) and extracted with ethyl acetate (2¡Á50 mL).The combined organic layers werewashed with saturated NaCl solution anddried overanhydrous Na2SO4and concentrated under vacuumto give the corresponding target product3.

According to the analysis of related databases, 10269-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yu, Yu; Ran, Dongzhi; Jiang, Junhao; Pan, Tao; Dan, Yanrong; Tang; Li, Wei; Zhang, Lin; Gan, LinLing; Gan, Zongjie; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2136 – 2140;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 5469-19-2, name is 1-Bromo-2,4,5-trimethylbenzene, 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. Product Details of 5469-19-2

c. N,N,,N”,N”‘-(4,4,,4″,4,”-methanetetrayltetrakis(benzene-4, 1 – diyl))tetrakis(2,4,5-trimethyl-N-(2,4,5-trimethylphenyl)aniline) In a dry box, 4,4’,4″,4″‘-methanetetrayltetraaniline (1 .00 g, 3.08 mmol), 1 – bromo-2,4,5-trimethylbenzene (1 .35 g, 3.67 mmol), tris(tert- butyl)phosphine (0.1 0 g, 0.50 mmol) and Pd2(DBA)3 (0.23 g, 0.25 mmol) were combined in round bottom flask and dissolved in 120 ml of dry toluene. The solution was stirred for a minute and followed by sodium tert- butoxide (2.72 g, 28.33 mmol) and 5 ml of dry toluene. A heating mantle was added and the reaction heated to 80C for 18 hour. More 1 -bromo- 2,4,5-trimethylbenzene (350mg) and NaOtBu (180mg) were added and the reaction stirred at 80C for another 24 hour. The reaction mixture was then cooled to room temperature and filtered, washing with toluene (200 mL). The solvent was removed by rotary evaporation and the residue was re-dissolved in chloroform (40ml_). The crude product was precipitated into methanol (300ml_) and collected (3.3g, 85% pure) by filtration. The crude product was purified further by silica gel column chromatography using a gradient of chloroform in hexanes (5-21 %). Recrystallization from chloroform and ethanol yielded 2.60 g (64%) of product as a pale yellow solid. 1 H NMR (CDCI3) is consistent with structure for Compound 2.

The synthetic route of 1-Bromo-2,4,5-trimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WANG, Ying; WU, Weishi; DOBBS, Kerwin, D.; WO2011/49904; (2011); 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.

To a 10 mL screw cap vial, copper(I) 3-methylsalicylate (5.4 mg, 0.025 mmol), a cold (-20 C.) solution of azidotrifluoromethane in THF (?1.5 mmol, 3-4 mL) and a solution of 2-bromophenylacetylene (1.0 mmol) in THF (0.5 mL) were added. The vial was closed and the content stirred at rt for 18 h. THF was removed under reduced pressure, Et2O (20 mL) was added and the organic phase was washed with aqueous NaHCO3 (5%, 2*10 mL), water (10 mL), aqueous LiCl (1 mol¡¤l-1, 10 mL) and brine (10 mL), dried (MgSO4), filtered and solvent was removed under reduced pressure. Purification by column chromatography (silicagel) gave the product as a yellow oil. Yield 84%; Rf (cyklohexane:EtOAc, 97:3)=0.27; IR (CHCl3, film)=1420, 1206, 1191, 760 cm; 1H NMR (400 MHz, CDCl3) delta=8.63 (s, 1H), 8.16-8.14 (ddd, J=7.8, 1.7, 0.4 Hz, 1H), 7.71-7.69 (ddd, J=8.1, 1.3, 0.4 Hz, 1H), 7.49-7.45 (ddd, J=7.9, 7.4, 1.3 Hz, 1H), 7.31-7.27 (ddd, J=8.1, 7.4, 1.8 Hz, 1H); 13C NMR (101 MHz, CDCl3) delta=146.1, 133.8, 131.0, 130.5, 129.4, 128.0, 121.4, 120.6, 117.7 (q, 1JC-F=268.4 Hz); 19F NMR (376 MHz, CDCl3) delta=-59.2 (s); HRMS (ESI) m/z calculated for C9H6N3F3Br [M+H]+: 291.9692, found 291.9692.

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

Reference:
Patent; Ustav organicke chemie a biochemie AV CR, v.v.i.; CF Plus Chemicals s.r.o.; BEIER, Petr; MATOUSEK, Vaclav; BLASTIK, Zsofia E.; VOLTROVA, Svatava; (12 pag.)US2019/161452; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

460-00-4, name is 1-Bromo-4-fluorobenzene, 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. COA of Formula: C6H4BrF

General procedure: This compound was synthesized by the same method as that reported in our previous works.[8], 8(a), 8(b), [9] and 9(a) Compound 7a was prepared by reacting compound 6 (4.0 g, 18.1 mmol) with 4-bromoanisole (3.4 g, 18.1 mmol) in the presence of Pd(PPh3)4 and Na2CO3 (6.40 g, 60 mmol) in tetrahydrofuran (80 mL containing 10% water) for 15 h at 70 C. The product 7a was purified by column chromatography on SiO2 using hexane as an eluent and 3.8 g obtained as a pale yellow solid in 78% yield.

The synthetic route of 460-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pu, Shouzhi; Li, Hui; Liu, Gang; Liu, Weijun; Cui, Shiqiang; Fan, Congbin; Tetrahedron; vol. 67; 7; (2011); p. 1438 – 1447;,
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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,2-dimethylpropane

EXAMPLE 15 O-Methyl P-neopentylphosphonite Magnesium turnings, 8.38 g, were crushed in 40 ml of anhydrous ether and 3.0 ml of neopentyl bromide added. Mild heating was used to initiate the reaction. Once the reaction started, the heat was removed. Then a solution of 47 g of neopentyl bromide dissolved in 80 ml of ether was added dropwise over 90 minutes. The rate of the addition was such that the reaction mixture was kept at a gentle reflux. After the addition was complete the reaction was refluxed for an additional 30 minutes and allowed to cool to room temperature and stir overnight. The Grignard solution prepared above was added dropwise over 100 minutes to a solution of 93.4 g of phosphorous trichloride in 240 ml of anhydrous ether which was cooled to -65 C. The reaction temperature was kept at or below -55 C. during the addition. The reaction solution was allowed to warm to room temperature over 90 minutes. After one hour of stirring at room temperature the reaction solution was cooled by an ice and water bath and a solution of 76.2 g of methanol and 165.9 g of pyridine was added dropwise over 90 minutes. The reaction temperature did not exceed 20 C. during the addition. After 30 minutes of additional stirring the cooling bath was removed and the reaction was allowed to stand at room temperature over the weekend. The reaction solution was vacuum filtered through Celite, the filter cake rinsed with 800 ml of ether and the filtrate concentrated to yield 43.2 g of a pale yellow oil. A vacuum of 3 Torr was pulled on the sample for 3 hours to remove the residual trimethyl phosphite. Yield was 12.6 g of a yellow liquid.

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; Rohm and Haas Company; US5272128; (1993); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7051-34-5, 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. 7051-34-5 name is (Bromomethyl)cyclopropane, 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.

Into the reaction flask added 3-hydroxy-4-difluoromethoxybenzaldehyde (21 g, 0.11 mol), cyclopropylmethyl bromide (18. 1 g, 0.13 mol), K2CO3 (18. 5 g) , then dissolved in 199. 5 g DMF and reacted at 85 C for 2 h with stirring. TLC monitoring until the reaction was complete. the reaction solution was filtrated , concentrated with CH2Cl2 , then for liquid extraction added CH2Cl2 , H2O into concentrated solution . The organic phase was dried and concentrated with anhydrous MgSO4 to give 31 g of a pale yellow 3-cyclopropylmethylenedioxy-4-(difluoromethoxy)benzaldehyde solution.

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

Reference:
Patent; KPC PHARMACEUTICALS, INC.; SONG, LIMING; YANG, ZHAOXIANG; WANG, XIAN; LI, JIANFENG; (8 pag.)CN106146296; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-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.

3-bromo-4-fluoroaniline (60 g, 315.6 mmol), acetonitrile (600 mL), water (600 mL), and concentrated hydrochloric acid (300 mL).The mixture was cooled to 0-5 C in an ice bath, and a solution of sodium nitrite (23.4 g, 316 mmol) in water (300 mL) was added dropwise, maintaining the system temperature at 0-5 C.After 1 hour of reaction, urea (3.6 g, 60 mmol) was added to quench excess sodium nitrite and stirred for 10 minutes.Sodium sulfide nonahydrate (100.8 g, 420 mmol), sulfur powder (13.2 g, 420 mmol), NaOH (17.4 g, 432 mmol), water (300 mL) were sequentially added to a 1 L three-necked flask. The oil bath was heated to 75 C for 1 hour until the solution became clear. The clear solution was cooled to room temperature and added dropwise to the above reaction liquid, and the temperature of the system was maintained at 0 to 5 C. After the completion of the dropwise addition, the reaction mixture was extracted with ethyl acetate (1L 2), filtered, dried over anhydrous sodium sulfate and evaporated to dryness to give the crude product of 1,2-bis(3-bromo-4-fluorophenyl)disulfane (42 g) , yellow oil, yield 64%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-fluoroaniline, its application will become more common.

Reference:
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Ye Guozhong; Liu Lei; Bao Rudi; Wu Shenghua; Deng Haining; (130 pag.)CN110041253; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Mix 3-bromo-4-fluoro-aniline (415 mg, 2.18 mmol), cyclopropylboronic acid (244 mg, 2.84 mmol), K3P04 (1.62 g, 7.64 mmol), triphenylphosphine (61 mg, 0.22 mmol), Pd(OAc)2 (25 mg, 0.11 mmol), toluene (12 mL) and water (1 mL) under N2, stir at 100C for 16 hrs. Cool the reaction to 25C, add water (10 mL), extract with EtOAc (10 mLx2). Combine the organic layers; wash with brine (15 mL), dry over anhydrous Na2S04. Concentrate under reduced pressure to give the crude product. Purification by chromatography (silica gel, PE_EtOAc=2:l) affords the target compound (200 mg, 61%).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 114078-88-5, name is 5-Bromo-1,2,3-triazine, molecular formula is C3H2BrN3, 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. Recommanded Product: 5-Bromo-1,2,3-triazine

Weigh 5-bromo-1,2,3-triazine (4.4g, 27.5mmol) was dissolved in chloroform (40 mL), and cooled to 0 deg.] C, was added 1-(cyclopentan-1-en-1-yl)pyrrolidine with stirring -1 After the addition, the reaction mixture was stirred at 0 C for 5 minutes, and raised to 45 C for 45 minutes. The crude product was purified by column chromatography on silica gel (petroleum ether: ethyl acetate = 5: 1 (1: 1) ) to give the title compound (1.86g, yield 34.2%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 114078-88-5, its application will become more common.

Reference:
Patent; XuanZhu Pharma Co.,Ltd.; Wu, Yongqian; (49 pag.)CN105884752; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary