Tag: M.W=200-300

Related Products of 2732-80-1, 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. 2732-80-1, name is 2-Bromo-1-chloro-4-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

The 2-bromo-1-chloro-4-methoxybenzene (25.0 g, 113 mmol) [Oakwood cat035670] was dissolved in carbon disulfide (250 mL), and the acetyl chloride (12 mL, 170 mmol) and aluminum trichloride (37.6 g, 282 mmol) were added. The reaction was heated to reflux and monitored by LC/MS. After heating for 1 h, the reaction became two layers. The reaction allowed to cool to room temperature and poured over ice. The slurry was extracted with ethyl acetate 3¡Á, the combined organic layer was washed with brine, dried over magnesium sulfate and concentrated to give 1-(4-bromo-5-chloro-2-hydroxyphenyl)ethanone as a solid (28.0 g, 99%). 1H NMR (300 MHz, CDCl3) delta 12.12 (s, 1H), 7.78 (s, 1H), 7.31 (s, 1H), 2.62 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-chloro-4-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Combs, Andrew P.; Sparks, Richard B.; Maduskuie, Jr., Thomas P.; US2013/261101; (2013); A1;,
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Synthetic Route of 2770-11-8,Some common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, molecular formula is C12H10ClNO, 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: To a stirred and cooled solution of 2-(4-chlorophenoxy)aniline (330 mg, 1.50 mmol) and triethylamine (230 muL, 1.65 mmol) in toluene (5 mL), the appropriate acid chloride (pivaloyl chloride, 2,2-dimethylbutyryl chloride, 3-methylbutyryl chloride, propyl chloride, cyclopropanecarbonyl chloride, cyclobutanecarbonyl chloride, methyl succinyl chloride, 4-methoxybenzoyl chloride) (1.65 mmol) was added. Subsequently the reaction mixture was allowed to warm to room temperature. The progress of the reaction was monitored by TLC. After 2-9 h the reaction mixture was extracted with a saturated sodium hydrogen carbonate solution, with a hydrogen chloride solution (10%), with brine and finally with water. Afterwards the organic solution was dried over sodium sulfate and evaporated under reduced pressure. The residue was further purified by recrystallization or column chromatography over silica gel.

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

Reference:
Article; Weidner, Thomas; Nasereddin, Abed; Preu, Lutz; Gruenefeld, Johann; Dzikowski, Ron; Kunick, Conrad; Molecules; vol. 21; 2; (2016);,
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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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., SDS of cas: 63624-28-2

B) 5-Chloro-3-(2-isopropoxyphenyl)-1-[(2,4-dimethoxyphenyl)sulphonyl]-3-[2-oxo-2-[4-(4-pyridyl)-1-piperazinyl]ethyl]-1,3-dihydro-2H-indol-2-one, laevorotatory isomer. 0.025 g of 60% sodium hydride in oil is added to a mixture of 0.3 g of the compound obtained in the preceding step in 10 ml of THF, and the mixture is stirred at 20 C. for 15 minutes. 0.19 g of 2,4-dimethoxybenzenesulphonyl chloride is then added and the mixture is stirred at 20 C. for 2 hours.The reaction mixture is concentrated under vacuum, the residue is taken up in water and extracted with EtOAc, the organic phase is dried over Na2SO4 and the solvent is evaporated off under vacuum.The residue is chromatographed on silica gel, eluding with DCM and then with acetone. 0.1 g of the expected product is obtained. 1H NMR: DMSO-d6: delta (ppm): 0.6: d: 3H; 1.2: d: 3H; 3.0 to 4.0: m+2s: 16H; 4.6: mt: 1H; 6.4 to 7.2: mt: 9H; 7.4: bd: 1H; 7.7: dd: 2H; 8.1: d: 2H.

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; Di Malta, Alain; Garcia, Georges; Roux, Richard; Schoentjes, Bruno; Serradeil-Le Gal, Claudine; Tonnerre, Bernard; Wagnon, Jean; US2004/180878; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, belongs to chlorides-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 33863-76-2, COA of Formula: C6H3BrClF

A solution of 1-bromo-3-chloro-5-fluorobenzene (50.0 g, 239 mmol) in DMF (300 ml.) was treated with sodium methoxide (15.5 g, 286 mmol) and the reaction was stirred overnight at rt. The mixture was diluted with ethyl acetate (500 ml.) and washed with water (700 ml_). The organic layer was isolated, washed with brine, dried over magnesium sulfate, filtered, and concentrated to give 51.0 g of the title compound which was used without purification. 1H NMR (DMSOd6) ¡ì 7.23 (t, 1 H), 7.13 – 7.15 (m, 1 H), 7.05 (t, 1 H), 3.77 (s, 3 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; SMITHKLINE BEECHAM CORPORATION; WO2008/157330; (2008); A1;,
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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. 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6BrCl

Method B (+/-)-3-(4-Chloro-3-methylphenyl)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene hydrochloric acid salt A mixture of 5-bromo-2-chlorotoluene (10.0 g, 48.7 mmol) in diethylether (100 ml) was cooled to -700C followed by addition of buthyllithium (21.4 ml, 2.5 M) at -700C. The mixture was stirred at room temperature for 1 h followed by addition of tropinone (6.77 EPO g, 48.7 mmol) at -700C, solved in THF. The mixture was stirred at -700C for 1 h. The mixture was allowed to warm to room temperature. The mixture was made acidic by adding aqueous hydrochloric acid (1 M). The acidic aqueous phase was washed with diethylether (50 ml). The mixture was made alkaline by adding aqueous sodium hydroxide followed by extraction with diethylether (3 x 50 ml). Yield of intermediate (+)- 3-(4-chloro-3-methyl-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol 11.6 g (90%). A mixture of (+/-)-3-(4-chloro-3-methyl-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol (7.5 g, 28.2 mmol) and aqueous hydrogen chloride (37%) was stirred at reflux for 1 h. The mixture was allowed to cool to room temperature and was made alkaline by adding concentrated aqueous ammonia. Yield 6.0 g (86%). The hydrochloric salt was precipitated. Mp 177-179C.

The synthetic route of 54932-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROSEARCH A/S; WO2007/25978; (2007); A1;,
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These common heterocyclic compound, 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, 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. Recommanded Product: 41965-95-1

Example 3 : 10- [(3-chloro-4-methoxybenzyl)amino] -2-ethyl- 1 ,2,3,4- tetrahydrobenzo [b] [ 1 ,6] naphthyridine-8-carbonitrile [00151] A mixture of 5 (0.18 mmol), 3-chloro-4-methoxybenzylamine hydrochloride (0.18 mmol), Nal (0.009 mmol), and phenol (0.18 mmol) was heated at 130 C for 2.5 h (Scheme 4). The reaction mixture was diluted with Et20 (30 mL) and washed with IN NaOH (3xlmL). The organic layer was dried over Na2S04, filtered and evaporated under reduced pressure. The residue was purified by Flash Chromatography (5% MeOH in AcOEt) to give the desired compound C (38% of yield). MS ESI (m/z) 407 (M+H)+, 1H NMR (300 MHz, CDC13) delta 8.32 (d, 1H, J= 1.2 Hz), 7.97 (d, 1H, J= 8.7 Hz), 7.71 (dd, lH, Ji= 1.8, J2= 8.7 Hz), 7.37 (d, 1H, J= 2.1 Hz), 7.17 (dd, lH, Ji= 2.1, J2= 8.4 Hz), 6.94 (d, 1H, J= 8.4 Hz), 4.56 (d, 2H, J= 5.7 Hz), 4.12 (br s, 1H), 3.92 (s, 3H), 3.59 (s, 2H), 3.22 (t, 2H, J= 6.0 Hz), 2.87 (t, 2H, J= 6.0 Hz), 2.66 (q, 2H, J= 7.2 Hz), 1.18 (t, 3H, J= 7.2 Hz).

The synthetic route of 3-Chloro-4-methoxybenzylamine Hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; LANDRY, Donald, W.; DENG, Shixian; FIORITO, Jole; ARANCIO, Ottavio; WASMUTH, Andrew; WO2015/9930; (2015); A2;,
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Synthetic Route of 53531-69-4, 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. 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Various alkyl halides 23a-k (2.5 mmol) and thiourea (0.19 g, 2.5 mmol) were refluxed together in EtOH (2.5 mL) for 1 h. Afterr emoval of EtOH at reduced pressure, the obtained solid was slowly added to a mixture of NCS (1.33 g, 10 mmol), 2 M HCl (0.68 mL) and MeCN (4 mL) over 15 min. Upon completion of the reaction (TLC monitoring), the solvent was removed under vacuum. Then H2O(5 mL)was added to the residue and stirred for 15 min, the resulting solid was filtered and dried under an infrared lamp to afford the corresponding sulfonyl chlorides 24a-k. Without further purification, 24a-k was added in portions to a solution of NaN3 (195 mg ,3 mmol) in acetone/H2O (10 mL, acetone/H2O = 1:1) at 0 C. After being stirred at room temperature for 4 h, the reaction mixtur ewas concentrated in vacuo and H2O (10 mL) was added to the residue. The aqueous solution was extracted with CHCl3 (3 x 10 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to afford sulfonyl azides 25a-k.

The synthetic route of (4-Bromophenyl)methanesulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Sen-Biao; Li, Hui-Jing; Nan, Xiang; Wu, Rui; Wu, Yan-Chao; Zhang, Jing; Zhang, Zhi-Zhou; European Journal of Medicinal Chemistry; vol. 200; (2020);,
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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. 146447-18-9, name is 5-Bromo-2-chloro-4-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H5BrClFO

1.0 g (4.2 mmol) of 5-Bromo-2-chloro-4-fluoroanisole, 47 mg (0.21 mmol) of palladium acetate, 180 mg (0.29 mmol) of binap, 0.65 g (6.7 mmol) of sodium tert-butoxide, and 3.6 g (42 mmol) of piperazine in 3 mL of dry toluene werw heated at 110 C. for 24 hours. The reaction was partitioned between ethyl acetate and water, and the phases were separated. The ethyl acetate phase was washed once each with water and brine, and was concnentrated. The residue was purified by chromatography to give 1-(4-Chloro-2-fluoro-5-methoxy-phenyl)-piperazine.

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 146447-18-9.

Reference:
Patent; ChemoCentryx, Inc.; US2004/162282; (2004); A1;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, molecular formula is C6H2ClF3O2S, 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: 220227-21-4

A solution of ferf-butyl thiazol-4-ylcarbamate (3.46 g, 17.3 mmol) in tetrahydrofuran (150 mL) at -78 C was treated with lithium 6/’s(trimethylsilyl)amide (1.0 M solution in tetrahydrofuran, 20.8 mL, 20.8 mmol). The resulting mixture was stirred at -78 C for 0.5 h, allowed to warm to ambient temperature and stirred for a further 0.5 h. The reaction mixture was cooled to -78 C and treated with a solution of 2,4,5- trifluorobenzene-1-sulfonyl chloride (3.99 g, 17.3 mmol) in tetrahydrofuran (30 mL). The resulting mixture was stirred at -78 C for 4 h, allowed to warm to ambient temperature and stirred for a further 16 h. The reaction mixture was diluted with ethyl acetate (300 mL) and washed with saturated aqueous ammonium chloride (2 x 150 mL) and brine (2 x 150 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography eluting with a gradient of ethyl acetate in hexanes to afford terf-butyl thiazol-4-yl((2,4,5- trifluorophenyl)sulfonyl)carbamate as a beige solid in 62% yield (4.23 g): 1H NMR (300 MHz, CDCI3) 6 8.79-8.75 (m, 1 H), 8.06-7.96 (m, 1 H), 7.53-7.48 (m, 1H), 7.15-7.04 (m, 1 H), 1.34 (s, 9H); MS (ES+) m/z 394.7 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 220227-21-4, its application will become more common.

Reference:
Patent; XENON PHARMACEUTICALS INC.; LIU, Shifeng; FOCKEN, Thilo; CHAHAL, Navjot; ZHANG, Zaihui; OBALLA, Renata, Marcella; FONAREV, Julia; WO2013/64984; (2013); A1;,
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Related Products of 103724-99-8, A common heterocyclic compound, 103724-99-8, name is 2-Bromo-5-chloro-1,3-dimethylbenzene, molecular formula is C8H8BrCl, 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 400 mL vessel equipped with a mechanical stirrer, thermometer, distillation head and dropping funnel, solid sodium hydroxide (10.9 g, 0.27 mol, microprills with 0.5 – 1 mm diameter) is charged under an inert atmosphere.1-Methyl-2-pyrrolidone (NMP, 137 g) is added to the vessel in one portion through the dropping funnel and the reaction mixture cooled to 10 – 15 C while stirring. A solution of malononitrile (NEC-CH2-CEN) (6.6 g, 0.10 mol) in NMP (8.9 g) is added through the dropping funnel over 10 – 15 minutes maintaining the temperature at 10 – 15 C. The reaction mixture is then heated to 100 C and a vacuum (30 mbar) applied, upon which solvent (40 g) is distilled off.2-Bromo-5-chloro-1 ,3-dimethyl-benzene (20 g, 0.089 mol) is then added through the dropping funnel over 5- 10 minutes, whilst maintaining the temperature at 100- 110 CC. A mixture containingpalladium (II) chloride (0.19 g, solution in conc. hydrochloric acid, assay 20% Pd, 0.36 mmol), triphenylphosphine (0.45 g, 1.6 mmol) and NMP (18 g) is then added through the dropping funnel over a 5 – 10 minute period. The temperature is allowed to rise to 124 C and the reaction mixture stirred at this temperature for 2 – 3 hours. Conversion is monitored by pulling samples and subsequent HPLC analysis.When conversion is complete, a vacuum (20-40 mbar) is applied and solvent (90 g) is distilled off. The resulting residue is cooled below 100 C and water (95 g) is added. After cooling to room temperature, the resulting mixture is filtered through hyflo (Hyflo SuperCel diatomaceous earth, ca. 10 g) and the filter cake washed with water (20 g). To the combined filtrates, hydrochloric acid (20.6 g, assay 32%, 0.18 mol) is added to adjust the pH from 13.3 to 2.7.The resulting mixture is extracted with tert-butyl-methyl ether (2 x 110 g). The organic phases are washed with water (2 x 50g) and the combined organic phases evaporated to dryness. The resulting solid residue is recrystallized from iso-propanol (63 g) and the resulting crystals filtered, washed with cold iso-propanol (5 g) and dried under vacuum to yield 2-(4-chloro-2,6-dimethyl-phenyl)propanedinitrile (melting point (m.p.) 145 – 147 C).

The synthetic route of 103724-99-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; ZELLER, Martin; FEDOU, Nicolas; (19 pag.)WO2018/15489; (2018); A1;,
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