Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 45762-41-2, name is 4-Bromo-2-ethylaniline, 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 45762-41-2, name: 4-Bromo-2-ethylaniline

A solution of 4-bromo-2-ethylaniline (200 mg) in dichloromethane (10 mL) was treated with 1-fluoro-2-isocyanato-4-methylbenzene (151 mg), stirred at room temperature overnight, diluted with hexanes, and filtered. The filter cake provided 227 mg of the desired product. MS (ESI(+)) m/e 351,353 (M+H)+.

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; Dai, Yujia; Davidsen, Steven K.; Ericsson, Anna M.; Hartandi, Kresna; Ji, Zhiqin; Michaelides, Michael R.; US2004/235892; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 418762-26-2, These common heterocyclic compound, 418762-26-2, name is 4-Bromo-2-fluoro-5-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.

Part A. Preparation of N-(4-bromo-2-fluoro-5-methylphenyl)methanesulfonamide.; [0073I]To a solution of 4-bromo-2-fluoro-5-methylaniline (2.04 g, lO.Ommol) in anhydrous CH2Cl2(20ml) and pyridine (3.23ml, 40.0mmol) was added methanesulfonyl chloride (0.86ml, 1 l.Ommol) and the resulting mixture was stirred at room temperature for 2h. Solvent was removed in vacuo, and the residue was partitioned between EtOAc and IM aq. HCl. The organic layer was washed with saturated aqueous NaHCO3, brine and then dried over Na2SO4. The drying agent was filtered off, and the filtrate was concentrated to give the title compound as a solid (2.80 g, 99%).

The synthetic route of 418762-26-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39135; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 328-70-1,Some common heterocyclic compound, 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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: Inside an argon atmosphere glove box, halide (0.5mmol), boronic acid (0.75mmol), K3PO4 (1.5mmol), PPPd (4mg, 1.4wt% Pd, 0.0005mmol), solvent (2ml, H2O/EtOH v/v=2:3) were mixed in a 5ml vessel and sealed. Then it was moved out of the glove box and heated in an oil bath to 80C for 2-6h. After cooled down to r.t. for about half an hour, the mixture was filtered. Take a small amount of the liquid for GC analysis. The solid part was washed three times with ethanol. The combined liquid was dried and purified by column to give pure coupling product. For recycle experiments, the solid part after washing was degassed and used into the next cycle. Combing the recycled catalyst from X reaction times was marked as Re-PPPd-X.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,5-bis(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Wang, Xinbo; Min, Shixiong; Das, Swapan K.; Fan, Wei; Huang, Kuo-Wei; Lai, Zhiping; Journal of Catalysis; vol. 355; (2017); p. 101 – 109;,
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 393-36-2 as follows. Formula: C7H5BrF3N

3-[4-bromo-3-(trifluoromethyl)phenyl[[3-(trifluoromethyl)phenyl]methyl]amino]-1,1,1-trifluoro-2-propanol EX-625A) The alpha,alpha,alpha-trifluoro-m-tolualdehyde (3.63 g, 0.021 mol) was added neat to 4-bromo-3-trifluoromethylaniline (5.0 g, 0.021 mol). Dichloroethane (50 mL) was added followed by sodium triacetoxyborohydride (4.85 g, 0.023 mol) and acetic acid (1.42 g, 0.024 mol). The resulting mixture was stirred at room temperature for 18 h, then diluted with methylene chloride, quenched with sodium bicarbonate and extracted with methylene chloride. The organic layers were combined and dried over MgSO4 and concentrated to give 6.97 g of the desired 3-[4-bromo-3-(trifluoromethyl)-phenyl[[3-(trifluoromethyl)phenyl]methyl]amine product as a yellow oil, which was carried forward without purification. ESMS m/z=397 [M+H]+.

According to the analysis of related databases, 393-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sikorski, James A.; Durley, Richard C.; Mischke, Deborah A.; Reinhard, Emily J.; Fobian, Yvette M.; Tollefson, Michael B.; Wang, Lijuan; Grapperhaus, Margaret L.; Hickory, Brian S.; Massa, Mark A.; Norton, Monica B.; Vernier, William F.; Parnas, Barry L.; Promo, Michele A.; Hamme, Ashton T.; Spangler, Dale P.; Rueppel, Melvin L.; US2002/120011; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 156682-52-9,Some common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Preparation of tert-butyl 3-[4-Bromo-3-(3-chloro-5-cyano-phenoxy)-2-fluoro-phenyl]-propionate (Step Numbers Refer to Scheme B)step 1-To a solution 3-chloro-5-hydroxy-benzonitrile (153 mg, 1 mmol) and DMA (1 muL) was added NaH (42 mg, 1.05 equiv., 60% mineral oil dispersion) and the resulting mixture was stirred at 50 C. for 30 min. To the solution was added B-1 (2.7 g, 10 mmol) and the resulting mixture was heated at 125 C. for 2 h. The solution was cooled and diluted with EtOAc and the resulting solution washed with an equal volume of 10% H2SO4. The organic extract was dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with 10% EtOAc/hexane to afford 331 mg (82%) of B-2a (Ar=3-chloro-5-cyano-phenyl).

The synthetic route of 156682-52-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2008/293664; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 50548-45-3, A common heterocyclic compound, 50548-45-3, name is 1-Bromodibenzo[b,d]furan, molecular formula is C12H7BrO, 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 500 ml round bottom flask in a nitrogen atmosphereCompound 1-Bromobenzofuran (10.0 g, 40.65 mmol),1,1′-biphenyl] -4-yl) – [1,1 ‘: 3′, 1 ” – terphenyl(N – ([1,1’-biphenyl] -4-yl) – [1,1 ‘: 3’, 1 ” – terphenyl]”(17.75 g, 44.72 mmol) Xylene(Xylene) in 260 mlAfter completely dissolvedSodium tert-butoxide(sodium tertbutoxide) (5.08 g, 52.85 mol) was added,Bis (tri-tert-butylphosphine) palladium (0)(Bis (tri-tert-butylphosphine) palladium (0)) (0.21 g, 0.41 mmol)And the mixture was heated and stirred for 7 hours.The temperature was lowered to room temperature and filteredAfter the salt was removed, xylene was concentrated under reduced pressure and recrystallized from ethyl acetate (200 ml) to obtain Compound (3) (16.17 g, yield: 71percent).

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; 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, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, 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. Application In Synthesis of (4-Bromo-2-fluorophenyl)methanamine

Step 1 : To a stirred solution of (4-bromo-2-fluorophenyl)methanamine (5.834 g, 28.592 mmol) in pyridine were added methanesulfonyl chloride (4.2 ml_, 54.325 mmol) at 0 C. The reaction mixture was stirred for 1 h, then diluted with dichloromethane. The mixture was washed with water. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. N-(4-bromo-2- fluorobenzyl)methanesulfonamide (7.597 g) was obtained as 93 % yield.

The synthetic route of (4-Bromo-2-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45452; (2013); A1;,
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 698-00-0 as follows. name: 2-Bromo-N,N-dimethylaniline

General procedure: In a fume hood, an oven-dried Schlenk flask equipped with magnetic stirring bar was filled with N2 and evacuated (three cycles). Under N2 atmosphere, Pd(OAc)2 (1.1 mg, 0.005 mmol, 1 mol% Pd), SPhos (4.1mg, 0.01 mmol, 2 mol%), K3PO4 (160 mg, 1.5 mmol, 1.5 equiv), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,6-bis(trifluoromethyl)pyridine (1, 171 mg, 0.5 mmol, 1 equiv), aryl bromide (0.75 mmol,1.5 equiv), and DME (2 mL) were added in order. The Schlenk flask was closed and the mixture was heated at 80 C in an oil bath for 24-48 h. The progress of reaction was monitored by GC-MS and TLC. Upon completion of reaction, the Schlenk flask was cooled to r.t. and exposed to air. The mixture was extracted into EtOAc, washed with water and brine, and dried (anhyd Na2SO4). The crude product was purified by column chromatography (silica gel). For chloro-substituted bromoarenes (2g, 2h, and 2m), Pd(PPh3)4 (23mg, 0.02 mmol, 4 mol% Pd) was used (for 1-mmol scale reaction) in place of Pd(OAc)2 and SPhos. Unless otherwise noted, reactions were performed on a 0.5-mmol 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,6-bis(trifluoromethyl)pyridine (1) scale.

According to the analysis of related databases, 698-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Batool, Farhat; Emwas, Abdul-Hamid; Gao, Xin; Munawar, Munawar A.; Chotana, Ghayoor A.; Synthesis; vol. 49; 6; (2017); p. 1327 – 1334;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2862-39-7, 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. 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, This compound has unique chemical properties. The synthetic route is as follows.

A stirred mixture of 3,3-bis(4-hydroxyphenyl)-2-(thiophen-2-yl)acrylonitrile (11; 30 mg, 0.1 mmol), 2-bromo-N,N-dimethylethylamine hydrobromide (328 mg, 1.4 mmol), cesium carbonate (612 mg, 1.9 mmol), and acetonitrile (3 mL) was heated at reflux for 18 h. The mixture was diluted with water and extracted with ethyl acetate (3x). The combined extracts were washed successively with water and sat. brine, dried and concentrated to a syrup that was purified by flash silica gel chromatography, eluting first with 4-5 column volumes of 3:1 dichloromethane/methanol and then with 95:5 methanol/conc. ammonium hydroxide to elute the product. Combined product fractions were concentrated to leave 12 (18 mg, 42%) as an amber gum. HPLC: rt 5.1 min (89% purity). 1H NMR (400 MHz, DMSO-d6): delta 7.46 (d, J = 5.2 Hz, 1H), 7.32 (d, J = 8.9 Hz, 2H), 7.17 (d, J = 2.5 Hz, 1H), 7.08 (d, J = 8.8 Hz, 2H), 7.03-6.87 (m, 5H), 4.15-3.97 (m, 4H), 2.65-2.53 (m, 4H), 2.20 (s, 12H). MS TOFES+: m/z 462.1 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-N,N-dimethylethanamine hydrobromide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Carpenter, Colleen; Sorenson, Roderick J.; Jin, Yafei; Klossowski, Szymon; Cierpicki, Tomasz; Gnegy, Margaret; Showalter, Hollis D.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5495 – 5504;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 4549-33-1,Some common heterocyclic compound, 4549-33-1, name is 1,9-Dibromononane, molecular formula is C9H18Br2, 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: Compound 2a or 2b (2 mmol) and KOH (0.34 g, 6 mmol) weredissolved in acetonitrile. The solution was stirred for 1 h under argonat room temperature. Then, different dibromoalkanes(4 mmol) were added to the mixture. After stirring for 48 h, themixture was filtered and evaporated under reduced pressure. Theresidue was chromatographed on silica gel, with petroleumether/ethyl acetate, 10:1, plus 10 mL triethylamine per 1000 mLas the eluent to afford the compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,9-Dibromononane, its application will become more common.

Reference:
Article; Sun, Yang; Chen, Jianwen; Chen, Xuemin; Huang, Ling; Li, Xingshu; Bioorganic and Medicinal Chemistry; vol. 21; 23; (2013); p. 7406 – 7417;,
Bromide – Wikipedia,
bromide – Wiktionary