Category: chlorides-buliding-blocks

Application of 24279-39-8, These common heterocyclic compound, 24279-39-8, name is 2,6-Dichloro-4-(trifluoromethyl)aniline, 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.

Preparation 17; 2, 6-DICHLORO-4- (TRIFLUOROMETHYL) PHENYLDIAZONIUM TETRAFLUOROBORATE To a stired solution of 2,6-dichloro-4-(trifluoromethyl)aniline (11. 74 g, 0. 05 mol) in ethanol (12 ml) at -5C was added tetrafluoroboric acid (48% in water, 14 ml. 0.11 mol). A white precipitate formed accompanied by an increase in temperature to 5C. The reaction mixture WAS RECOOLED TO-5C. ISOAMYL nitrite (6.58 g, 56.1 mmol) was added dropwise over 5 min, the temperature rose to 3C. The reaction mixture was cooled TO-5C-AND stirred for 5 min before allowing to warm to ambient temperature for 30 min. The reaction mixture was filtered and the precipitate washed with absolute ethanol (11 ml) and diethyl ether (10 ML) to give Preparation 17 (14.91 g, 89%) as a crystalline solid. NMR (D20, selected data): 8. 3 (s, 2H).

The synthetic route of 24279-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/23773; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1435-48-9, The chemical industry reduces the impact on the environment during synthesis 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 60 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-[3-(3-thienyl-1-piperazinyl]-3-quinolinecarboxylic acid A mixture of 229.6 g of 1,3-dichloro-4-fluorobenzene and 205.34 g of aluminum chloride was heated at 80 C. A 56 g portion of acetic anhydride was added dropwise over 2 hours, then the reaction was heated at 100 C. for 8 hours, poured onto a mixture of concentrated hydrochloric acid and ice and extracted several times with ether. The ether extracts were combined, washed with water, dried and the solvents evaporated. The solid was purified by vacuum distillation, giving 156.63 g of 6-acetyl-1,3-dichloro-4-fluorobenzene.

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, 2,4-Dichloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Cyanamid Company; US4940710; (1990); A;,
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. 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. Product Details of 6579-54-0

171 mg 3-[6-(2-Methoxy-phenyl)-pyrimidin-4-ylamino]-benzyl-ammonium chloride (prepared in Example 69) (0.5 mmol) was dissolved in 50 cm3 dry dichloromethane, 0.350 cm3 N,N-diisopropyl- ethylamine (259 mg, 2 mmol) was added and the mixture was cooled to 0 C in an ice bath. After sirring it for 15 minutes 196 mg 2,6-dichlorobenzenesulfonyl-chloride (0.8 mmol) was added and the mixture was sirred for 2 hours at 0 C and overnight at room temperature. Then 50 cm3 5% NaHC03 solution was added and it was extracted three times with 50-50 cm3 of chloroform. The combined organic layer was washed with brine, dried over MgS04, decolorized with activated carbon and evaporated under reduced preasure. The residual solid was recrystallized from minimal amount of acetonitrile and air-dried to give the desired product as an yellow solid. Yield: 34 mg (13%). For analitical results and compound identification see Table 1.

The synthetic route of 6579-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VICHEM CHEMIE KUTATO KFT.; GREFF, Zoltan; VARGA, Zoltan; KERI, Gyoergy; NEMETH, Gabor; OeRFI, Laszlo; SZANTAI KIS, Csaba; WO2011/77171; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 627-42-9, 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. 627-42-9 name is 2-Methoxyethyl chloride, 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.

(6-Bromo-2-(ethoxymethoxy)quinolin-3-yl)boronic acid (82). To a solution of 81 (1.55 g, 5.85 mmol) in DMF(30 mL, anhydrous) at 0 C, DIPEA was added (3.06 mL, 17.5 mmol). 1-Chloro-2-methoxyethane(1.38 g, 14.6 mmol) was then added, and the resultant mixture stirred at r.t. for 48 h. The reaction wasdiluted with brine (50 mL) and extracted with EtOAc (3 20 mL). The combined organic layers washedwith brine (50 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain ayellow solid. Crude product was triturated with hexanes:Et2O (1:1) mixture and filtered and collectedto give 82 as a white solid (1.31 g, 69%) which was pure enough to be used for the next step. 1H NMR(DMSO, 400 MHz) 8.69 (s, 2H), 8.42 (s, 1H), 8.12 (d, J = 2.4 Hz, 1H), 7.83 (dd, J = 9.1, 2.4 Hz, 1H), 7.56(d, J = 9.1 Hz, 1H), 5.73 (s, 2H), 3.55 (q, J = 7.1 Hz, 2H), 1.07 (t, J = 7.0 Hz, 3H). Found: [M + H OH +MeOH OH + MeOH] = 356.1. HRMS: calculated for C12H13BBrNO4: 325.0121; found: 325.0126.

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

Reference:
Article; Choi, Peter J.; Conole, Daniel; Sutherland, Hamish S.; Blaser, Adrian; Tong, Amy S.T.; Cooper, Christopher B.; Upton, Anna M.; Palmer, Brian D.; Denny, William A.; Molecules; vol. 25; 6; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 261762-56-5, 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. 261762-56-5, name is 1-Chloro-2-fluoro-3-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 3 5-{[1-(2-Chloro-3-fluoro-4-methoxyphenyl)-3,3,3-trifluoro-2-hydroxy-2-([methylsulfanyl]methyl)propyl]amino}-1H-quinolin-2-one2-Chloro-3-fluoro-4-methoxybenzaldehyde; 1 g (6.2 mmol) 3-Chloro-2-fluoroanisole in 20 ml THF are cooled to -70 C. and 2.7 ml of a 2.5 M n-butyl lithium solution in hexane are added. After one hour at -70 3.93 ml DMF in 7 ml THF are added at -70 C. and the mixture is stirred another hour at -70 C. 15 ml of a 1 M aqueous HCl are added and the reaction is warmed to ambient temperature over 18 hours. The reaction mixture is partitioned between diethyl ether and water. The aqueous phase is extracted with diethyl ether, the combined organic phases are washed with brine, dried over sodium sulfate and evaporated. The crude product is purified by chromatography on silica gel to yield 0.25 g 2-chloro-3-fluoro-4-methoxybenzaldehyde. 1H-NMR (CDCl3); delta=3.98 (s, 3H), 6.98 (dd, 1H), 7.75 (dd, 1H), 10.30 (s, 1H).

The synthetic route of 1-Chloro-2-fluoro-3-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Berger, Markus; Rehwinkel, Hartmut; Zollner, Thomas; May, Ekkehard; Hassfeld, Jorna; Schacke, Heike; US2009/137564; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7781-10-4,Some common heterocyclic compound, 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H6ClN3, 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.

A part of the resulted N-methylated compound (500 mg, 2.98 mmol) was dissolved in 5 ml abs. THF and cooled down to -78 C. Then 2M LDA (1.7 ml, 3.4 mmol) was added dropwise. The mixture was stirred at -78C for 1 hour, then iodide (757 mg, 2.98 mmol)was added. The solution was allowed to warm to r.t. and stirred for 22 hours, then 5 mlwater was added. Solid compound was formed and filtered off to give Preparation R2aj.HRMS calculated for C7H61N30: 274.9556; found 275.9634 [(M+H)+ form].1H-NMR(500 MHz, dmso-d6) oe ppm 11.97 (s, 1 H), 7.85 (s, 1 H), 6.79 (s, 1 H), 3.64 (s, 3H)13C-NMR(500 MHz, dmso-d6) oe ppm 157.3, 149.1, 144.2, 111.4, 110.3, 80.4, 33.2

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-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, its application will become more common.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; WEBER, Csaba; VASAS, Attila; MOLNAR, Balazs; KISS, Arpad; MACIAS, Alba; MURRAY, James Brooke; LEWKOWICZ, Elodie; GENESTE, Olivier; CHANRION, Maia; DEMARLES, Didier; (105 pag.)WO2017/212012; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 89794-02-5, 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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 10.0 mmol of the salt (II) were suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel under a nitrogen atmosphere, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) was added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic was diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture was heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension was discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. Examples 15, 18, 20 and 27 and 46-52 were extracted from the aqueous phase with 100 ml of ethyl acetate, the solvent was distilled off under reduced pressure and the resulting oils were isolated. The isolated yield for Example 1 that was prepared by this method was 2.87 g (72% of theory), whereas Example 1 prepared according to DE 198 50 139 A1 was obtained in a yield of 47% of theory.The composition of Examples 1-76 and selected physical properties are summarized in Table 2.

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

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 106-39-8 as follows. Quality Control of 1-Bromo-4-chlorobenzene

General procedure: A flame-dried 50mL round-bottom flask equipped with amagnetic stir bar and a rubber septum was charged with arylhalide (1.0mmol), phenyl boronic acid (1.1mmol), K2CO3(2.0mmol) and CL-salen-Pd(II) (0.5% mmol). The mixturewas stirred in Ethanol: H2O= 1:1 (5.0mL) at 50 underair atmosphere for 1h. The mixture was cooled to roomtemperature, quenched with water (5mL), and diluted withethyl acetate (5mL). The layers were separated, and theaqueous layer was extracted with 2 × 5mL of ethyl acetate.The combined organic extracts were dried over anhydrousmagnesium sulfate, filtered, and concentrated in vacuo.Finally, the product was purified by column chromatography.

According to the analysis of related databases, 106-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Chunxia; Peng, Jinsong; Sun, Peng; Xie, Kaijun; Yang, Jiaojiao; Catalysis Letters; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, Application In Synthesis of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Compound 3a (35.82 g, 110 mmol) and tetrahydrofuran (182 mL) were added to a three-necked flask and dissolved in an ice bath and cooled to -5 to 0C.A 2.0 M isopropyl magnesium chloride tetrahydrofuran solution (120 mmol, 60.0 mL) was added dropwise under a nitrogen atmosphere, and the reaction was maintained at an internal temperature of -5 to 0C for 1 hour.Compound 2a (36.34 g, 100 mmol) was dissolved in tetrahydrofuran (91 mL) under a nitrogen atmosphere, and slowly dropped into a reaction flask. After the dropwise addition, the temperature was raised to 25 to 30 C. and reacted for 2 to 3 hours.After the reaction was completed, the reaction was quenched by the addition of saturated ammonium chloride solution (182 mL), and the mixture was extracted twice with ethyl acetate (182 mL). The combined organic phases were washed twice with water (182 mL), dried over sodium sulfate, filtered, and concentrated with ethyl acetate. Recrystallization of ester and petroleum ether to give intermediate 4a(46.03g, 88%).

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; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Xu Guanshu; (22 pag.)CN107540685; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2845-89-8, These common heterocyclic compound, 2845-89-8, name is 1-Chloro-3-methoxybenzene, 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.

Unless special limited, generally the reaction conditions are as follows: 110 C lower, aryl chloride (0.7mmol), the secondary amine (1.2equiv. , Relative to the aryl chloride), the tertiary butyl alcohol potassium (1.3equiv. , Relative to the aryl chloride), complex (41) (0.02 muM %) (40muL, complex (41) (9.7 mg) dissolved in 4.0 ml of 1, 4 – dioxane), 1, 4 – dioxane (1.0 ml) the reaction 24 hours. Yield rate of the product after separation and purification.

Statistics shows that 1-Chloro-3-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 2845-89-8.

Reference:
Patent; Wenzhou University; Shao Lixiong; Lu Jianmei; Liu Feng; (23 pag.)CN106892945; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics