Tag: M.W=200-300

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. 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: ethers-buliding-blocks

EXAMPLE 23 2-Fluoro-6-?(3[-methyl-5-methoxyphenyl)thio]benzonitrile A solution of 1 g (0.005 mol) of 3-bromo-5-methoxytoluene in 10 mL of freshly distilled THF was cooled in dry ice/acetone and stirred under a N2 atmosphere. To this was added dropwise via a syringe 8.46 mL (0.011 mol) of sec-BuLi (1.3M in cyclohexane). The resultant mixture was stirred for 10 min after which 0.19 g of elemental sulfur was added in one portion. The reaction mixture was brought to room temperature and left stirring for 12 h. The mixture was cooled in ice/water bath. 0.69 g (0.005 mol) of 2,6-difluorobenzonitrile in 5 mL of dry DMSO was added. After sitting for 20 min, the mixture was poured into water (100 mL) and extracted with 3*50 mL of EtOAc. The EtOAc solution was washed with 1N NaOH, water, and dried over MgSO4 Removal of EtOAc under vacuo resulted in a crude product which was chromatographed on silica gel (flash; EtOAc/Hexane 1:9). This resulted in 0.63 g (46%) of 2-fluoro-6-[(3-methyl-5-methoxyphenyl)thio]benzonitrile: mp 94-95 C.; NMR (Me2 SO-d6, 200 MHz) delta 2.28 (s, 3H), 3.7 (s, 3H), 6.8-7 (m, 4H), 7.34 (apparent d, 1H), 7.62 (dd, 1H). Anal. Calc. for C15 H12 NOSF: C, 65.92; H, 4.43; N, 5.12; S, 11.73. Found: C, 66.03; H, 4.49; N, 5.09; S, 11.8.

The synthetic route of 29578-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Wellcome Inc.; US5723452; (1998); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 18800-30-1, 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. 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: tert-butyl 4-(2-(4-bromophenoxy)ethyl)-3-methylpiperazine-1-carboxylateToan 8mL scintillation vial were added 1-bromo-4-(2-bromoethoxy)benzene (2.80g, 10.0mmol), 4-N-Boc-2-methylpiperazine (2.00g, 10.0mmol), and cesium carbonate(7.5g, 20.0mmol) in anhydrous dimethylformamide (5.0 mL). Reaction slurry was stirred at RT for 48hrs, TLC and MS confirmingpresence of the desired intermediate. Quenched with water 20 (50mL) and extractedwith ethyl acetate(3x100mL). Organics were combined, washedwith additional water (50mL), brine (50mL), dried over Na2S04 and filtered. Solventwas removed and yellow oil was carried forward withoutpurification. ESI-LCMS m/z calculated for C18H27BrN203:expected 399.33;found 400.2 [M+Ht.

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-Bromo-4-(2-bromoethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE INSTITUTE FOR DRUG DELIVERY; CORMAN, Michael L.; HUNGERFORD, William M.; GOLEBIOWSKI, Adam; BECKETT, Raymond P.; MAZUR, Marzena; OLEJNICZAK, Sylwia; OLCZAK, Jacek; WO2015/95701; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 446-59-3, A common heterocyclic compound, 446-59-3, name is 2-Bromo-1-fluoro-3-methoxybenzene, molecular formula is C7H6BrFO, 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 the dried reaction flask was added magnesium dust (600 mg, 24.9 mmol), a small portion of iodine and anhydrous tetrahydrofuran (10 mL), and the reflux condenser was charged and protected with nitrogen. -methoxybenzene (0.5 g) followed by the addition of 2-bromo-1-fluoro-3-methoxybenzene (2.5 g, 12.2 mmol) and freshly distilled 1,3-cyclopentadiene (1.05 g, 17.56 mmol) was dissolved in anhydrous tetrahydrofuran (20 mL) and placed in a constant pressure dropping funnel to slowly dropwise and the reaction system was kept slightly refluxed. After completion of the dropwise addition, the reaction system was heated to reflux for 1 hour. The reaction was quenched with saturated aqueous ammonium chloride (10 mL) and extracted with ethyl acetate (60 mL x 2). The organic phase was washed with saturated brine (30 mL) and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the crude product was purified by silica gel column chromatography (eluted with petroleum ether) to give the title compound (1.43 g, 56%) as a colorless liquid

The synthetic route of 446-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Dongguan Dongyangguang Pharmaceutical Research And Development Co., Ltd.; Zhou Pingjian; Wang Xiaojun; Yang Chuanwen; Lin Jihua; Cao Shengtian; Yang Xinye; Zhang Yingjun; (34 pag.)CN106916091; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 583-19-7, name is 1-Bromo-2-ethoxybenzene, belongs to ethers-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 583-19-7, Application In Synthesis of 1-Bromo-2-ethoxybenzene

Synthesis of Compound 67.2. [0740] Into a 100-mL 3-necked round-bottom flask was placed Mg (1.55 g) and 10 mL of tetrahydrofuran. Then 1-bromo-2-ethoxybenzene (1 g) and 1,2-dibromoethane (100 mg, 0.53 mmol, 0.01 equiv) were added to initiate the reaction. Then a second batch of 1-bromo-2-ethoxybenzene (9 g) were dissolved in 40 mL THF was added dropwise. The resulting solution was stirred for 2 h at room temperature. The mixture was directly used in the next step.

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-Bromo-2-ethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nimbus Apollo, Inc.; Harriman, Geraldine C.; Masse, Craig E.; Harwood, James; Bhat, Sathesh; Greenwood, Jeremy Robert; US2013/123231; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 54314-84-0, 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. 54314-84-0 name is ((3-Bromopropoxy)methyl)benzene, 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.

Synthesized according to the methods of general procedure 4 in U.S. Pat. Pub. No. 20090227541 (U.S. Pat. App. No. 12/142,692) using the following reactants and amounts: 2-bromo-3-hydroxy-4-methoxy-benzaldehyde (1.0 g, 4.32 mmol), (3- bromo-propoxymethyl)-benzene (0.76 mL, 4.32 mmol), cesium carbonate (2.11 g, 6.5 mmol), DMF (30 mL). Purification: flash chromatography (10percent EtOAc/hexanes): yield 1.54 g (95percent). 1H NMR (400 MHz, CDC13) delta (ppm): 10.26 (s, 1 H), 7.73 (d, J=8.6 Hz, 1 H), 7.46-7.18 (m, 5 H), 6.95 (d, J=8.6 Hz, 1 H), 4.56 (s, 2 H), 4.14 (t, J=6.1 Hz, 2 H), 3.92 (s, 3 H), 3.77 (t, J=6.2 Hz, 2 H), 2.15 (quin, J=6.5 Hz, 2 H); MS (ESI): m/z = 381 (M+l, positive).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, ((3-Bromopropoxy)methyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; HERNANDEZ, Vincent, S.; DING, Charles; PLATTNER, Jacob, J.; ALLEY, Michael Richard, Kevin; ROCK, Fernando; ZHANG, Suoming; EASOM, Eric; LI, Xianfeng; ZHOU, Ding; WO2012/33858; (2012); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, molecular formula is C8H9BrO, 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: 1-Bromo-3-methoxy-5-methylbenzene

A mixture of 5-bromo-3-methoxytoluene (20 g, 0.1 m), N-bromosuccinimide (17.8 g, 0.1 m) and dibenzoyl peroxide in carbon tetrachloride (200 ml) is heated to reflux and irradiated with a sunlamp. The mixture is cooled, filtered and concentrated in vacuo to give 5-bromo-3-methoxybenzyl bromide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 29578-83-4, its application will become more common.

Reference:
Patent; SmithKline Beckman Corporation; US4659706; (1987); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, 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. name: (Triethoxymethyl)benzene

General procedure: Triethyl orthoformate, orthoacetate, orthopropionate or orthobenzoate(10 mmol) was added dropwise to the mixture of 1,2,4,5-tetrazine-3,6-dicarbohydrazide (6) (0.5 g, 2.5 mmol) and glacial aceticacid (7 mL). The reaction was carried out using conventional heating ormicrowave irradiation (150 W) in five cycles of 90 s with 2 min intervalsat the temperature 50-100 C.

The synthetic route of (Triethoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; K?dzia, Anna; Kudelko, Agnieszka; ?wi?tkowski, Marcin; Kruszy?ski, Rafa?; Dyes and Pigments; vol. 172; (2020);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 2132-62-9,Some common heterocyclic compound, 2132-62-9, name is 1,2-Bis(4-methoxyphenyl)ethyne, molecular formula is C16H14O2, 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 oven-dried RBF, a solution of Imidazo[1,2,-a]pyridines derivatives 1 (0.5 mmol) and alkyne2 in toluene (2 mL) [Cp*RhCl2]2 (5 mol%), Cu(OAc)2·H2O (2 equiv), Cs2CO3 (30 mol%) wereadded under inert atmosphere. The resulting reaction mixture was heated at 125 C for 7 h.Progression of the reaction was monitored by TLC, while noticing complete consumption ofImidazo[1,2,-a]pyridines derivatives, reaction was brought to room temperature. The additionalamount of acrylate also added if required for complete conversion. The reaction mixture wasdiluted with ethyl acetate (10 mL) and water (15 mL) and then filtered through a plug of celite.The layers were separated, and the organic layer was washed with aqueous saturated brinesolution, dried over Na2SO4. Organic layer was concentrated under reduced pressure.The crudematerial so obtained was purified by column chromatography on silica gel (hexane: ethylacetate :: 70:30). The structure and purity of known starting materials were confirmed by comparison oftheir physical and spectral data (1H NMR, 13C NMR and HRMS ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Bis(4-methoxyphenyl)ethyne, its application will become more common.

Reference:
Article; Kotla, Siva K. Reddy; Choudhary, Deepak; Tiwari, Rakesh K.; Verma, Akhilesh K.; Tetrahedron Letters; vol. 56; 32; (2015); p. 4706 – 4710;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 53087-13-1,Some common heterocyclic compound, 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, molecular formula is C13H11BrO, 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.

Iodine, warmed up with magnesium, was added to a suspension of magnesium tunings (i .29 g,52.8 mmol) in dry THF (50 mL). The mixture was ref luxed and about 5% of a solution of 3-bromophenol (i3.9 g, 52.8 mmol) was added. When the reaction had started, the solution of the bromide was added drop-wise and the mixture was then ref luxed for one more hour. Themixture was cooled down to about 5 00 and a solution of the cyclopentanone (4.44 g, 52.8 mmol) in THF (50 mL) was added drop-wise. The mixture was stirred at rt for 72 h, then the reactio was quenched with cooled saturated ammonium chloride solution and extracted with diethyl ether (x3). The organic phase was washed with brine, dried (Na2SO4), filtered and concentrated. The product was purified by silica gel chromatography (isohexane / EtOAc),which gave the title compound (8.5 g, 54%).

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

Reference:
Patent; MEDIVIR AB; KALAYANOV, Genadiy; TORSSELL, Staffan; WAeHLING, Horst; WO2015/34420; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 204452-91-5,Some common heterocyclic compound, 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, molecular formula is C11H16N2O2, 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.

5,6,7,8-Tetrahydro-[1,8]naphthyridine-2-carboxaldehyde. 2-Dimethoxymethyl-5,6,7,8-tetrahydro-[1,8]naphthyridine (10 g, 0.048 mol) was treated with trifluoroacetic acid (50 mL) and the resulting solution stirred under argon for 12.5 h. The TFA was removed at reduced pressure and the residue partitioned between sat. NaHCO3 and CH2Cl2. The organic layer was dried, concentrated and passed through a 3 in. pad of silica gel (10% acetone/CH2Cl2) and concentrated to afford 5,6,7,8-tetrahydro-[1,8]naphthyridine-2-carboxaldehyde as a yellow crystalline solid. 1H NMR (300 MHz, CDCl3) delta9.80 (s, 1H); 7.31 (d, J=7.32 Hz, 1H); 7.16 (d, J=7.32 Hz, 1H); 5.31 (br, s, 1H); 3.48 (m, 2H); 2.81 (m, 2H); 1.94 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, its application will become more common.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem