Tag: M.W=200-300

Synthetic Route of 468075-00-5, 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. 468075-00-5, name is 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: tert-Butyl-4-{[2-chloro-5-(trifluoromethoxy)phenyl]carbonyl}piperidine-1-carboxylate To a -78 C. solution of 2-bromo-1-chloro-4-(trifluoromethoxy)benzene (2.95 g, 10.7 mmol) in THF (55 mL) was slowly added tert-butyllithium (1.7 M in pentanes, 12.6 mL, 21.4 mmol). After stirring at -78 C. for a few minutes, a solution of tert-butyl-4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (2.65 g, 9.73 mmol) in THF (2 mL) was added to the reaction mixture. At the end of the addition, the cold bath was removed and the reaction mixture was warmed to room temperature and stirred at this temperature for 1 h. The reaction mixture was re-cooled to -10 C. and quenched with a saturated solution of ammonium chloride. The mixture was poured into a separatory funnel and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent removed under reduced pressure. Purification by column chromatography through silica gel, eluting with 2% EtOAc in hexanes to 30% EtOAc in hexanes as a gradient, afforded the title compound.

The synthetic route of 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Isabel, Elise; Lachance, Nicolas; Leclerc, Jean-Philippe; Leger, Serge; Oballa, Renata M.; Powell, David; Ramtohul, Yeeman K.; Roy, Patrick; Tranmer, Geoffrey K.; Aspiotis, Renee; Li, Lianhai; Martins, Evelyn; US2011/301143; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 50638-46-5, name is 4-Bromo-3-chloroanisole, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-3-chloroanisole

Example 1 Preparation of diethyl 2-chloro-4-methoxyphenylmalonate At about 60 C., diethyl malonate (0.49 mol) was added, over a period of 2 hours, to a suspension of sodium hydride (0.51 mol) in 140 ml of 1,4-dioxane. After a further 10 min of stirring, 0.05 mol of CuBr was added. After 15 min, 0.25 mol of 1-bromo-2-chloro-4-methoxybenzene in 10 ml of dioxane was added. The reaction mixture was kept at 100 C. for about 14 hours, and 35 ml of 12N hydrochloric acid were then added slowly at about 15 C. The precipitate was filtered off and the filtrate was extracted with diethyl ether. After phase separation, the organic phase was dried and then freed from the solvent. 34 g of the title compound remained.

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; Tormo i Blasco, Jordi; Biettner, Carsten; Muller, Bernd; Gewehr, Markus; Grammenos, Wassilios; Grote, Thomas; Rheinheimer, Joachim; Schafer, Peter; Schieweck, Frank; Schwogler, Anja; Wagner, Oliver; Scherer, Maria; Strathmann, Siegfried; Schofl, Ulrich; Stierl, Reinhard; US2007/149400; (2007); 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. 103724-99-8, name is 2-Bromo-5-chloro-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H8BrCl

In a microwave vial equipped with a magnetic stirring bar and nitrogen flow at room temperature was placed 2-bromo-5-chloro-1,3-dimethylbenzene (250 mg, 1.14 mmol), pinacol diborane (347 mg, 1.37 mmol), KOAc (335 mg, 3.42 mmol), and the catalyst PdCl2(dppf) (83 mg, 0.11 mmol). Nitrogen gas was bubbled through a solution of dioxane (5.7 mL) and then the solution was added to the reaction mixture. The vial was capped and placed in an oil bath at 85 C for 18 h. The reaction mixture was and filtered on a pad of Celite and washed with dioxane.The solvent was evaporated under vacuum and the crude product was purified by flash chromatography on silica gel using a solution of EtOAc in hexanes (1 to 2 % gradient) and afforded the title compound (94 mg, 0.35 mmol, 31%) as white solid.

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; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, A new synthetic method of this compound is introduced below., Quality Control of 2,2,2-Trifluoro-N-phenylacetimidoyl chloride

1.46 g (1.45 mmol) VIII and 0.93 g (4.5 mmol)2,2,2-Trifluoro-N-phenyliminoacetyl chloride is dissolved in 30 mL of acetone,0.62 g (4.5 mmol) of potassium carbonate was added in portions and allowed to react at room temperature overnight.TLC (PE: EA = 2:1) was monitored and the reaction was completed.The reaction was quenched with 0.2 mL of methanol, filtered, and the filtrate was dried.Column chromatography (PE: EA = 4:1) gave 1.7 g of VI white solid, yield 99%.

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; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Zhang Hongliang; Wang Zhefeng; Yi Bing; Wang Shengli; Liang Qian; Li Changsheng; (18 pag.)CN108299523; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 19230-27-4,Some common heterocyclic compound, 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, molecular formula is C6H3Br2Cl, 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 suspension of I ,3 dibromo2chorobenzene (300 mg, 1.11 mmo), 4methoxypiperidine (168 mg, 1.11mmo), sodium tert-butoxide (160 mg, 167 mmo) in touene (30 m), was added BNAP (35 mg, 005 mrnofl and Pd2(dba)3 (20 mg, 002 mmo) at once. The mixture was degassed with nitrogen for 10 minutes and then heated at 140 C for I h in microwave. After coohng to rt, the reaction mixture was diuted with water and extracted with EtOAc(x 3). The combined organic extracts were dried (Na2SO4), fi[tered and concentrated. Purification (FCC, Si02 0 -. 100% EtOAc/hexanes) afforded the tWe compound as a oH (168 mg, 50% yied). MS (ES): mass cacd. for C12H15BrCNO, 304.6; mfz found, 305.6 [M+HJ. 1H NMR (400 MHz, DMSO): oe 742 (dd, J= 7.7, 1.7 Hz, IH), 7.28-7.14 (m, 2H), 3.39-3.33 (m, IH), 3.28 (s, 3H), 3.14(dt, J= 10.5, 4.5 Hz, 2H), 277 (ddd, J=12.0, 9.2, 3.0 Hz, 2H), 2.04- 1.91 (m, 2H), 1.61 (dtd, J= 12.2, 8.8, 3.4 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromo-2-chlorobenzene, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, 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 220227-21-4, Formula: C6H2ClF3O2S

A mixture of 2,4,5-trifluorobenzene-1-sulfonyl chloride (5.00 g, 21.7 mmol), 2,4- dimethoxybenzylamine (3.63 g, 21.7 mmol), diethylpropylethylamine (3.36 g, 26.0 mmol) in dichloromethane (100 mL) was stirred at ambient temperature for 16 h. The mixture was diluted in dichloromethane (100 mL), washed with iN hydrochloric acid, 25% aqueous ammonium chloride and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was crystallized from dichloromethane/hexanes to obtain N-(2,4-dimethoxybenzyl)-2,4,5- trifluorobenzenesulfonamide as a cream solid in 95% yield (7.5 g): 1H NMR (300 MHz, CDCI3) delta 7.55-7.47 (m, 1H), 6.81-6.76 (m, 2H), 6.25-6.20 (m, 2H), 5.50 (s, 1H), 4.18 (5, 2H), 3.76-3.73 (m, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4,5-Trifluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 7464-11-1, name is 5,7-Dichloro-2-methylthiazolo[5,4-d]pyrimidine, A new synthetic method of this compound is introduced below., Quality Control of 5,7-Dichloro-2-methylthiazolo[5,4-d]pyrimidine

Into a 50 mL round-bottom flask, was placed a solution of intermediate 38.2 (121 mg, 0.58 mmol, 1.05 equiv) in CH3CN (10 mL),compound 23.1 (121 mg, 0.55 mmol, 1.00 equiv) and K3P04 (352 mg, 1.66 mmol, 3.00 equiv). The reaction was stirred overnight at 80 C. The solids were filtered out and the resulting solution was concentrated under vacuum. The crude was purified using flash column chromatography to give 140 mg (65%) of intermediate 38.3 as a white solid.

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; NIMBUS IRIS, INC.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine; WO2015/48281; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. Product Details of 41965-95-1

To a 25 ml three-necked flask was added ethyl 2,4-dichloro-5-pyrimidinecarboxylate (150 mg, 0.679 mmol)Triethylamine (270 mg, 2.668 mmol), dichloromethane (2 ml), gradually stirred to dissolve,The ice bath was cooled to 0 C or below, and 3-chloro-4-methoxybenzylamine hydrochloride (145 mg, 0.697 mmol) was added in portions to the reaction solution, and the reaction was carried out for two hours after completion of the addition.L-proline (105 mg, 1.038 mmol) was added dropwise to the reaction solution, and the reaction was continued for 2 hours.The reaction solution was added to water (30 ml) and extracted with dichloromethane.The organic phases were combined, washed twice, dried over anhydrous sodium sulfate, the desiccant was filtered off, and the organic phase was concentrated to the crude product.The crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 6: 1) to give 200 mg of product in 70% yield.

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

Reference:
Patent; SUZHOU WANGSHAN WANGSHUI BIOMEDICAL CO LTD; TOPHARMAN SHANGHAI CO LTD; SHANDONG TOPHARMAN PHARMACEUTICAL CO LTD; TIAN, GUANGHUI; LI, JUNQI; (17 pag.)CN104650045; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 697-86-9, name is 2-Bromo-4,6-dichloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 697-86-9

1. 2,3,5-Trichlorobromobenzene Sodium nitrite (3.88 g, 0.056 mole) was added in portions to concentrated sulphuric acid (28.16 ml) stirred below 10 C. A solution of 2-bromo-4,6-dichloroaniline (12 g, 0.05 mole, Lancaster) in glacial acetic acid (126 ml) was added maintaining the temperature below 10 C. The mixture was stirred below 10 C. for 1 hr and then slowly added to a stirred solution of cuprous chloride (10.11 g, 0.10 mole) in concentrated hydrochloric acid (101.05 ml) at room temperature. The mixture was then stirred at room temperature for 17 hrs. The product was filtered, washed with water (3*50 ml), dissolved in chloroform (150 ml), dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated in vacuo to give the desired product. Yield 10 g (77%), M.p. 55-57 C.

The synthetic route of 697-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Wellcome, Inc.; US6255307; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, belongs to chlorides-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. Recommanded Product: 210532-25-5

3,5-Difluorobenzesulfonyl chloride (1 eq., 3.9 g, 18.4 mmol) was added portion-wise to a stirred solution of 6,6-dimethyl-3-[4-(4-methyl-piperazin-l-yl)-2-nitro-benzoylamino]- 5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-2-carboxylic acid ethyl ester dihydrochloride (10 g, 18.4 mmol) and N,N-diisopropylethylamine (6 eq., 19.3 mL, 110.4 mmol) in dry dichloromethane (100 mL) at room temperature. Stirring was continued for 4 hours. The reaction mixture was diluted with dichloromethane (100 mL) then washed with saturated sodium hydrogenocarbonate (150 mL), dried over sodium sulfate, evaporated to dryness and purified by flash chromatography on silica gel, using acetone as eluant. The title compound was obtained as yellow solid (9 g, 65% yield). IH-NMR (400 MHz), delta (ppm, DMSOtZ6): 10.71 (s, IH), 7.69-7.62 (m, 4H), 7.47 (d, J2=2.44 Hz, IH), 7.29 (dd, Jl=9.03 Hz, J2=2.44 Hz, IH), 4.58 (s, 2H), 4.43 (q, J=7.07 Hz, 2H), 3.41 (m, 4H), 2.50 (m, 4H), 2.26 (s, 3H), 1.67 (s, 6H), 1.35 (t, J=7.07 Hz, 3H).

The synthetic route of 210532-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; WO2007/68637; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics