Category: chlorides-buliding-blocks

89794-02-5, name is 4-Bromo-2-chlorotoluene, 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. Formula: C7H6BrCl

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 synthetic route of 89794-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
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Application of 870-24-6, These common heterocyclic compound, 870-24-6, name is 2-Chloroethanamine 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.

AEA was synthesised according to the method described by Jung et al. [22]. 2-chloroethylamine hydrochloride (5 g, 43 mmol) was ground and dissolved in deionised water (50 ml). Sodium azide (8 g, 123 mmol) was added and the mixture was heated at 80 C for 18 h. The solution was then made alkaline with potassium hydroxide (15 g), extracted using diethyl ether and dried over magnesium sulphate. Finally the solution was concentrated using rotary evaporation to give an amber coloured, viscous oil. AEA was characterised using 1H NMR and FTIR spectroscopy (See Fig. S1, Supporting information). The integrations for the peaks gave the correct proton ratios and the FTIR spectra (Fig. 2(a)) showed a strong azide band at 2100 cm-1.

Statistics shows that 2-Chloroethanamine hydrochloride is playing an increasingly important role. we look forward to future research findings about 870-24-6.

Reference:
Article; Farley, Robert; Saunders, Brian R.; Polymer; vol. 55; 2; (2014); p. 471 – 480;,
Chloride – Wikipedia,
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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 461-81-4 as follows. Computed Properties of C7H4ClF3O

a) Preparation of 4-trifluoromethoxybenzonitrile Process According to the Invention in MEK Under an atmosphere of nitrogen, a mixture of 6.5 g of bis-triphenylphosphine-nickel dichloride, 5 g of triphenylphosphine and 120 ml of MEK was stirred at room temperature for 10 minutes. 1.9 g of activated zinc powder were then added, and the reaction mixture was stirred at 70 C. for 30 minutes. Following this, the mixture was allowed to cool to 25 C., and 93.25 g of 1-chloro-4-trifluoromethoxybenzene were added dropwise. The mixture was stirred for 10 minutes, 24 g of sodium cyanide were added, and the reaction mixture was stirred at from 65 to 70 C. for 20 h. The conversion was then approximately 75% (GC). After cooling to room temperature, the mixture was filtered, the solid filter residue was washed 2* with 50 ml of MEK and the combined organic phases were concentrated under reduced pressure. Vacuum distillation gave 58.5 g (66% of theory) of 4-trifluoromethoxybenzonitrile as a colourless liquid (boiling point at 120 mbar: 80 C.). 2.6% of coupling products had formed.

According to the analysis of related databases, 461-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US6162942; (2000); A;,
Chloride – Wikipedia,
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Synthetic Route of 104-11-0, 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. 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Example 111; N-(4-Chloro-benzyl)-2-(4-fluoro-phenyl)-N-methyl-4-[4-(2-oxo-pyrrolidin-1-yl)-piperidin-1-yl]-butyramide; a) Step 1; N-(4-Chloro-benzyl)-2-(4-fluoro-phenyl)-N-methyl-acetamide; A mixture of 1.09 g (7 mmol) 4-fluorophenylacetic acid, 1.37 g (9 mmol) (4-chloro-benzyl)-methyl-amine, 2.84 g (9 mmol) TBTU and 6 mL (35 mmol) DIPEA in 50 mL DMF was stirred at room temperature for 16 h. After evaporation of all volatiles Na2CO3 aq. was added and the mixture was extracted with ethyl acetate. The combined organic phases were washed with NaCl aq., dried with Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography on silica eluting with a gradient formed from ethyl acetate and heptane. The product containing fractions were evaporated to yield 1.35 g (65%) of the title compound as yellow oil. MS(m/e): 292.2 (MH+).

The chemical industry reduces the impact on the environment during synthesis 1-(4-Chlorophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Knust, Henner; Nettekoven, Matthias; Ratni, Hasane; Vifian, Walter; Wu, Xihan; US2009/76081; (2009); A1;,
Chloride – Wikipedia,
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Related Products of 452-83-5,Some common heterocyclic compound, 452-83-5, name is 2-Chloro-5-fluoroaniline, molecular formula is C6H5ClFN, 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: NaOt-Bu (0.240 g, 2.5 mmol), Pd(OAc)2 (0.006 g, 0.025 mmol) and [HPt-Bu3][BF4] (0.010 g, 0.035 mmol) were suspended in toluene (3 ml) in a 5 ml microwave vial. The appropriate 2-chloroaniline (0.50 mmol) and aryl bromide (0.50 mmol) were then added and the vial sealed. The reaction was then heated in the microwave reactor at 160 C for 3 h, allowed to cool, and then quenched by addition of aqueous HCl (2 M, 3 ml). The organic phase was extracted with CH2Cl2 (2×20 ml), dried (MgSO4), then filtered and the solvent removed under reduced pressure. The crude product mixture was then subjected to column chromatography (SiO2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5-fluoroaniline, its application will become more common.

Reference:
Article; Bedford, Robin B.; Bowen, John G.; Weeks, Amanda L.; Tetrahedron; vol. 69; 22; (2013); p. 4389 – 4394;,
Chloride – Wikipedia,
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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 61881-19-4 as follows. Application In Synthesis of 2,2,2-Trifluoro-N-phenylacetimidoyl chloride

4.3 3,4-Di-O-benzoyl-2-O-triisopropylsilyl-alpha-L-fucopyranosyl N-phenyltrifluoroacetimidate (6) To a solution of 3,4-di-O-benzoyl-2-O-triisopropylsilyl-L-fucopyranose (5) (0.25?g, 0.5?mmol) in CH2Cl2 (3.5?mL) CF3C(NPh)Cl [ 94 ] (0.37?mL, 2.2?mmol) and Cs2CO3 (290?mg, 0.9?mmol) were added at 0?C. The reaction mixture was stirred at 20?C for 20?h. Then the mixture was diluted with CHCl3 (50?mL), organic layer was separated and washed with H2O (50?mL), concentrated under reduced pressure and the residue dried in vacuo and purified by silica gel column chromatography (petroleum ether-EtOAc, 10:1???3:1) to give imidate 6 as a white foam (310?mg, 93%). [alpha]D23 -167.0 (c 1.0, CHCl3). Rf?=?0.71 (petroleum ether-EtOAc, 4:1). 1H NMR (300?MHz, CDCl3, delta, ppm, J, Hz): 0.73-1.10 (m, 21H, (CH3)2CH), 1.31 (d, 3H, J6,5 6.5, H-6), 4.50 (q, 1H, J5,6 6.5, H-5), 4.77 (dd, 1H, J2,1 3.5, J2,3 10.2, H-2), 5.70-5.85 (m, 2H, H-3, H-4), 6.58 (br.s, 1H, H-1), 6.80-6.95 (m, 2H, PhN (H-2, H-6)), 7.08-7.20 (m, 1H, PhN (H-4)), 7.24-7.40 (m, 4H, Ph), 7.46-7.57 (m, 3H, Ph), 7.59-7.70 (m, 1H, PhCO (H-4)), 7.78-7.87 (m, 2H, PhCO (H-2, H-6)), 8.04-8.15 (m, 2H, PhCO (H-2, H-6)). 13C NMR (75?MHz, CDCl3, delta, ppm, J, Hz): 12.4 ((CH3)2CH), 16.1 (C-6), 17.75, 17.78 ((CH3)2CH), 67.2 (C-2), 67.6 (C-5), 71.6, 71.7 (C-3 C-4), 95.4 (C-1), 116.2 (q, J 286.8, CF3), 119.4 (PhN (C-2, C-6)), 124.2 (PhN (C-4)), 128.1 (Ph (C-3, C-5)), 128.5 (Ph (C-3, C-5)), 128.7 (Ph (C-3, C-5)), 129.45 (PhCO (C-1)), 129.54 (PhCO (C-2, C-6)), 129.73 (PhCO (C-1)), 129.76 (PhCO (C-2, C-6)), 133.0, 133.4 (PhCO (C-4)), 143.6 (q, J 35.4, CF3C=N), 143.7 (PhN (C-1)), 165.67, 165.73 (CO). HRESIMS: found m/z 722.2729 [M+Na]+. Calcd for C37H44F3NNaO7Si: 722.2731. Found m/z 738.2468 [M+K]+. Calcd for C37H44F3KNO7Si: 738.2471.

According to the analysis of related databases, 61881-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Abronina, Polina I.; Zinin, Alexander I.; Romashin, Denis A.; Tereshina, Valeria V.; Chizhov, Alexander O.; Kononov, Leonid O.; Carbohydrate Research; vol. 464; (2018); p. 28 – 43;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 108-70-3, name is 1,3,5-Trichlorobenzene, 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 108-70-3, Application In Synthesis of 1,3,5-Trichlorobenzene

Step 2: Preparation of (3,5-dichloro-4-pyridinyl)bis(2,4,6-trichlorophenyl)methane A 100 mL round-bottom flask was charged with 3,5-dichloropyridine-4-aldehye (1.76 g, 10.0 mmol), 1,3,5-trichlorobenzene (18.14 g, 100 mmol) and trifluoromethanesulphonic acid (30.0 g, 200 mmol) and heated to 180 C. for 10 h. After the reaction was completed and cooled to room temperature, the mixture was dissolved with dichloromethane and added to ice water. The mixture was neutralized to pH 7 using saturated sodium hydrogen carbonate solution, extracted with dichloromethane, washed with a sodium hydrogen carbonate solution several times, dried over magnesium sulphate. The solvent was evaporated under the reduced pressure. Product was purified by silica gel chromatography eluting with petroleum ether:methylene dichloride=1:1 (VV). A white solid (2.6 g, 50%) was obtained. 1H NMR and mass spectrometry results confirmed that product was (3,5-dichloro-4-pyridine)bis(2,4,6-trichlorophenyl)methane.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3,5-Trichlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; JILIN UNIVERSITY; LI, Feng; (18 pag.)US2016/99415; (2016); A1;,
Chloride – Wikipedia,
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Synthetic Route of 622-86-6, 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. 622-86-6 name is (2-Chloroethoxy)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.

The synthesis of Intermediates 8, 9 and 10 was carried out according to Hardcastle et al. (1995) and is shown in Scheme II.The mixture containing the tamoxifen precursor Intermediate 10 obtained after column chromatography was dried under high vacuum and minimum volume of absolute ethanol was added to dissolve it. It was heated to boiling and then transferred to the freezer at 0 0C. After 2 hrs it was brought out of the freezer and kept at room temperature. The sudden temperature difference makes the E- isomer to precipitate as fluffy white crystals that should be kept under constant supervision so as to filter the crystals off at the right moment before the Z-isomer also starts that has to be followed by 1H NMR of the precipitated crystals. EPO Sometimes the crystals of E-isomer also start falling out when it is in the freezer, thus the solution should be continuously monitored so that after the initiation of the crystallization process it can be brought out of the freezer and kept at room temperature. The total time taken for crystallization varies depending on the room temperature. At 30 C it takes about 2-3 hrs and at low room temperature it may take 10-12 hours. Thus, it is preferable to heat the room at 30 0C for faster and efficient crystallization.

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

Reference:
Patent; YEDA RESEARCH AND DEVELOPMENT CO. LTD.; WO2006/80022; (2006); A2;,
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. 172921-33-4, name is 1-Bromo-4-chloro-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H2BrClF2

Under nitrogen, 1-bromo-4-chloro-2,5-difluorobenzene (12 g, 52.8 mmol),(2-methoxyphenyl) boronic acid (8.42 g, 55.4 mmol), and potassium carbonate (14.58 g, 106 mmol)Is dissolved in a mixture of toluene (100 ml) / water (20 ml),A colorless suspension was obtained. Tetrakis (triphenylphosphine) palladium (0) (0.544 g, 0.528 mmol)Was added to the reaction mixture all at once. Degas the reaction mixture,Heated to reflux under nitrogen for 16 hours.According to the results of gas chromatograph mass spectrometry (GCMS) analysis, the reaction was not completed. Therefore,> 7 g boronic acid as catalyst, 1 g K2CO3,And 0.6 g of Pd (PPh3) 4,The resulting mixture was degassed and refluxed for 14 hours under nitrogen.The reaction mixture is then cooled, the organic phase is separated off and evaporated,Purify by silica gel column chromatography eluting with heptane as a yellow oil,4-Chloro-2,5-difluoro-2′-methoxy-1,1′-biphenyl was obtained.(11.0 g, 82% yield).

The synthetic route of 172921-33-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universal Display Corporation; Zhiqiang, Ji; Jui Yi, Tsai; Alexey, Borisovich Dyatkin; Chun, Lin; (197 pag.)JP2019/127489; (2019); A;,
Chloride – Wikipedia,
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Reference of 933190-51-3, A common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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.

A microwave vial was charged with a mixture of 8-bromo-6- chloroimidazo[l,2-b]pyridazine (1.06 g, 4.56 mmol), 3-(l,3,2-dioxaborinan-2-yl)pyridine (0.743 g, 4.56 mmol), dioxane (14 mL), and tetrakis(triphenylphosphine)palladium(0) (0.527 g, 0.456 mmol), and K3P04 (2.90 g, 13.68 mmol) (2.0 M water solution) was stirred at room temperature for 5 min. under nitrogen. The resulting mixture was heated to 100 C for 8 h in microwave. The reaction mixture was cooled to room temperature, quenched with water, and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc (3 X 20 mL). The combined organic layer was washed with brine, dried over anhydrous Na2S04, and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by BIOTAGE (20-60% EtOAc/hex, 1.5 L) to the product (0.39 g, 37%). LC/MS: Rt = 1.07 min. LC/MS (Condition A): 231.09/233.09.

The synthetic route of 933190-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; LIU, Peiying; BALOG, James Aaron; WO2011/137155; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics