Category: chlorides-buliding-blocks

Application of 202925-07-3, 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. 202925-07-3 name is 2-Chloro-1-fluoro-4-methoxybenzene, 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.

Example 47; (2-Amino-6-chloro-pyridin-3-yl)-(4-chloro-5-fluoro-2-methoxy-phenyl)-methanone; A. 5-Chloro-4-fluoro-2-iodoanisole; To a solution of 3-chloro-4-fluoroanisole (4.69 g, Lancaster) in chloroform (250 mL) was added silver trifluoroacetate (23.2 g, Aldrich) followed by iodine (15.8 g, Aldrich) in several portions. The reaction mixture was stirred for 2 hours and filtered through Celite. The filtrate was washed with water, brine, dried and concentrated. The crude product was purified by crystallization from ether/petroleum ether to give 5-chloro-4-fluoro-2-iodoanisole (5.0 g). MS (M+H)+, 285.

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

Reference:
Patent; Bartkovitz, David Joseph; Chu, Xin-Jie; Lovey, Allen John; Wovkulich, Peter Michael; US2006/14708; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6579-54-0, 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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 18 2,6-dichloro-N-[(3R)-1-cyano-3-pyrrolidinyl]benzenesulfonamide To a chilled (0 C.) solution of 1,1-dimethylethyl (3R)-3-amino-1-pyrrolidinecarboxylate (0.085 ml, 0.0501 mmol) in THF (1 ml) was added triethylamine (0.275 ml, 1.97 mmol) and 2,6-dichlorobenzenesulfonyl chloride (0.1235 g, 0.50 mmol). The reaction mixture was stirred at room temperature overnight, then diluted with water, extracted with DCM and concentrated. To the residue was added 4N HCl in 1,4-dioxane (3.0 ml). After stirring at room temperature overnight, the solvent was evaporated, the residue diluted with DCM (10 ml), and mixed with DIEA (0.2 mL, 1.15 mmol) and BrCN (0.40 mL, 1.2 mmol). The resultant mixture was stirred at room temperature overnight. The solvent was evaporated under vacuum and the solid purified by preparatory HPLC (without TFA) to afford the title compound (0.0412 g). LC-MS: m/z, 320 (M+H), rt 1.66 min.

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, 2,6-Dichlorobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DENG, Jianghe; Laine, Dramane Ibrahim; McCleland, Brent W.; Palovich, Michael R.; Petitjean, Emilie Veronique; US2009/264499; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, 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: 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

In an inert atmosphere, 506 mg (2.2 mmol) of intermediate 1 , 1 g (2.3 mmol) of the crude 2-stannylbenzofurane, 41 mg (0.22 mmol) copper (.) iodide and 76 mg (0.1 1 mmol) bis(triphenylphosphine) palladium(ll)chloride in 18 mL of THF is stirred over night at 85 C in a sealed pressure tube. The solvent was evaporated, the obtained solid was digested in methanol and filtered off. The solid remainder was subjected to flash chromatography to yield 282 mg (39%) of the title compound as solid material. 1H-NMR (400 MHz, DMSO-d6), delta [ppm]= 3.99 (3H), 7.02 (1 H), 7.23 (1 H), 7.35 (1 H), 7.55 (1 H), 7.62 (1 H), 8.37-8.43 (6H).LCMS (Method 1 ): R, = 1 .29 min; MS (ESIpos) m/z = 300 [ +H]

The synthetic route of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; KNUT, Eis; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark; BOeMER, Ulf; GUeNTHER, Judith; FANGHAeNEL, Joerg; KORR, Daniel; WO2012/163942; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 19752-55-7,Some common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

Intermediate 1-2 (6.0 g, 0.018 mol) in intermediate 1-3 (3.3 g, 0.008 mol), Pd (pph3) 4 (1.0 g, 0.0009 mol), potassium carbonate (6.5 g, 0.036 mol) in THF 130 mL of insert was reacted with stirring for 4 hours at 65 °C. After the end of the reaction H2O: column purification after determination in MC (n-HEXANE: MC) to compound 1 to afford 9.3 g (71percent). Intermediate 1-2 (6.0 g, 0.018 mol) in 1-bromo-3 ,5-dichlorobenzene (1.8 g, 0.008 mol) into the Example 1-Preparation Example 4 in the same manner used in the synthesis to give the 3.1 g (yield 73percent)

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; P&H Tech; Hyeon, Seo Young; Chong, Song Wook; Kim, Dong Won; (52 pag.)KR2015/137265; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of (2-Chloro-3-(trifluoromethyl)phenyl)methanamine

Example 51 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-[4- (trifluoromethyl)-2-pyrimidinyl]-4-imidazolidinecarboxamide (E51) (in a form obtainable or prepared from (4S)-2-oxo-3-{[(phenylmethyl)oxy]carbonyl}-4- imidazolidinecarboxylic acid); A mixture of crude 3-methyl-2-oxo-1-[4-(trifluoromethyl)-2-pyrimidinyl]-4- imidazolidinecarboxylic acid (10 ml of 0.05M solution in DCM, 0.5 mmol), N- ethylmorpholine (0.383 ml, 3.00 mmol), 1-hydroxybenzotriazole hydrate (92 mg, 0.600 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (115 mg, 0.600 mmol) was stirred at room temperature for 10 minutes. A solution of {[2- chloro-3-(trifluoromethyl)phenyl]methyl}amine (105 mg, 0.5 mmol) in dichloromethane (1 ml) was added and the reaction stirred at room temperature for 18 hours. The reaction mixture was diluted with dichloromethane and the solution was washed with saturated sodium hydrogen carbonate solution, water, aqueous citric acid, water and brine, dried and evaporated. The residue was purified by silica gel chromatography eluting with 0-10% methanol in dichloromethane. The residue was triturated with ether and the resulting solid was collected and dried to give N-{[2- chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-[4-(trifluoromethyl)-2- pyrimidinyl]-4-imidazolidinecarboxamide (150 mg, 62%). LC/MS [M+H]+ = 482, retention time 2.81 minutes.

According to the analysis of related databases, 39226-96-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 468075-00-5, 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 468075-00-5 as follows.

A mixture of 2-bromo-1-chloro-4-(trifluoromethoxy)benzene (5.00 g, 18.15 mmol), Pd(dppf)Cl2.CH2Cl2 (1.48 g, 1.82 mmol) and Et3N (7.55 mL, 54.45 mmol) in EtOH (30.00 mL) was degassed, and refilled with CO. The reaction was stirred under CO (50 psi) for 16 hours at 80 C. The reaction mixture was diluted with EtOH (20 mL), filtered through Celite, concentrated, and purified by flash chromatography on silica gel (EtOAc in PE = 0% ~ 5%) to afford A-94 (2.40 g, 8.93 mmol) as an oil. H NMR (400MHz, CDC13) _ = 7.66 – 7.59 (m, 1H), 7.42 (d, 1H), 7.24 – 7.19 (m, 1H), 4.36 (q, 2H), 1.35 (t, 3H).

According to the analysis of related databases, 468075-00-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 20850-43-5, 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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5- (chloromethyl) prepared in Step 1 of Example 31 under an argon atmosphere benzo [d] [1,3] dioxole (2.29 g, 13.42 mmol)Was dissolved in acetonitrile (27 mL) The N- bromo succinimide polyimide (2.39 g, 16.11 mmol) was dissolved inRespectively. The reaction solution was stirred at room temperature for 13 hours,The completion of the reaction was monitored by TLC (hexane:Ethyl acetate = 2: 1).The reaction mixture was poured into water,The organic solvent layer extracted with dichloromethane (10 mL x 3) was washed again with a saturated solution of sodium chloride (50 mL), and the organic solvent layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The concentrate was separated and purified by column chromatography (hexane: ethyl acetate = 5: 1) to obtain the desired compound (3.32 g, 99% yield).

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, 5-(Chloromethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Korea Institute of Science and Technology; Kim Eun-gyeong; Keum Gyo-chang; Lee Ju-hyeon; Shin Sang-cheol; Seo Seon-hui; (39 pag.)KR2018/40037; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 452-66-4,Some common heterocyclic compound, 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, molecular formula is C7H6ClF, 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: Lithium bis(trimethylsilyl)amide (66.8 mg, 0.4 mmol) and cesium fluoride (30.4 mg, 0.2 mmol) were placed in a microwave tube in a glove box. Add 0.4 mL of cyclopentyl methyl ether, Then 2-fluorotoluene (66 muL, 0.60 mmol) and benzonitrile (20 muL, 0.20 mmol) were added separately using a micro syringe. which was taken out from the glove box and refluxed at 110 C for 12 hours. After cooling to room temperature, the reaction was capped and three drops of water were added to quench the reaction. The solvent was removed under reduced pressure and the crude product was purified by column chromatography ( petroleum ether: ethyl acetate = 20:1) to give 2-phenylindole (34.7 mg) , 90% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-1-fluoro-2-methylbenzene, its application will become more common.

Reference:
Patent; Nanjing Tech University; Mao Jianyou; Xu Xinyu; Wang Zhiting; Liu Guoqing; (58 pag.)CN109665984; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 106-39-8, name is 1-Bromo-4-chlorobenzene, 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: 1-Bromo-4-chlorobenzene

General procedure: To an oven dried 5 mL microwave vessel was addedPd(dppf)Cl2·CH2Cl2 (4 mol%), halide/pseudohalide (1 equiv),boron coupling partner (1 equiv), and Cs2CO3 (3 equiv). Thevessel was then capped and purged with N2 before addition ofCyrene (1 mL, 0.25 M) and H2O (1.8 mL). The reaction mixturewas heated to 50 C and maintained at this temperature withstirring for 5 h before the vessel was vented and decapped. Thesolution was then diluted with Et2O (10 mL) and washed withwater (2 × 20 mL) and brine (2 × 20 mL). The organics were thenpassed through a hydrophobic frit and concentrated underreduced pressure to give a residue, which was purified by flashchromatography (silica gel) to afford the title compound.

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

Reference:
Article; Wilson, Kirsty L.; Murray, Jane; Jamieson, Craig; Watson, Allan J. B.; Synlett; vol. 29; 5; (2018); p. 650 – 654;,
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. 367-22-6, name is 4-Chloro-3-fluoroaniline, A new synthetic method of this compound is introduced below., Product Details of 367-22-6

To a stirred solution of 20 g (137.4 mmol) 4-Chloro-3-fluoro aniline in 120 ml DCM was added 22.1 ml (274.8 mmol, 2 eq.) pyridine in one portion. The resulting solution was cooled to 0-3C in an ice bath, then a solution of 19.6 ml (151.2 mmol, 1.1 eq.) benzosulfochloride in 80 ml DCM was added dropwise within 1 h, whereas the temperature was kept between 0 and 3C. A color change from brownish over yellow and orange towards red was observed. After 1.5 h 120 ml water was added to the reaction mixture, the organic phase was washed with 120 ml water, and the aq. phase was washed twice with total 100 ml DCM. The combined organic phases were dried over Na2SO4, filtered with suction on a funnel with a fritted disk and washed with total 100 ml DCM. The solvent was carefully removed under reduced pressure, then 200 ml hexane was added. The total volume was reduced to 100 ml, whereupon the formation of a precipitate was observed. The suspension was stirred over night at 4C, the beige precipitate was filtered off with suction on a funnel with a fritted disk, washed with a total amount of 50 ml hexane and dried at 50C in vacuo for 3 h to yield 39.27 g (98.3% of theory) of the title compound as a beige solid (m.p = 114.9-116.1C). 1H-NMR data (CDCl3, 400 MHz): delta 7.82 (m, 2H), 7.60 (m, 1H), 7.48 (m, 2H), 7.24 (dd, 1H), 7.01 (dd, 2H), 6.78 (ddd, 1H). MS m/e (%): 284 ([M-H]+, 100). EA for C12H9ClFNO2S calc.: C 50.44, H 3.17, N 4.90 O 11.20. Found: C 50.46, H 3.21, N 4.92 O 11.28.

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; F. Hoffmann-La Roche AG; EP2011783; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics