Author: Jessica.F

Synthetic Route of 31604-30-5,Some common heterocyclic compound, 31604-30-5, name is 1,2,4,5-Tetrabromo-3,6-dichlorobenzene, molecular formula is C6H7N5O, 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.

In an argon flushed Schlenk flask a mixture of magnesium turnings (3.6 g, 150 mmol), 1,2 dibromoethane (0.2 mL) and 10 mL of dry THF was stirred at 45-50 C for a few minutes. After the reaction ceasing, the solution was removed via cannulation and dry THF (100 mL) was added. Then, a solution of 1-bromo-4-(3,7-dimethyloctyl)benzene (22 g, 100 mmol) was slowly added at room temperature and the reaction mixture was stirred for 24 h at 80 C. The gray solution of 4-(3,7-dimethyloctyl)phenyl magnesium bromide was then transformed into a suspension of 1,4-dichloro-2,3,5,6-tetrabromobenzene (4.6 g, 10 mmol) in 20 mL of dry THF under argon and the resulting mixture was stirred at 80 C for 24 h. I2 (25 g, 100 mmol) was mixed directly to the reaction mixture at 0 C and the reaction was stirred at 80 C under argon for 4 h. The reaction was quenched with water and the resulting mixture was extracted with CHCl3 (100 mL ¡Á 3). The combined organic layers were washed with 2 M aqueous NaHSO3 solution (200 mL ¡Á 2) and brine (50 mL), dried with MgSO4 and concentrated in vacuum. The residue was purified with chromatography (Silica gel, CH3(CH2)4CH3/CH2Cl2 = 20/1) to give 7.7 g of compound I as a thick oil. The yield is 65%.

The synthetic route of 31604-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Patil, Siddappa A.; Uthaisar, Chananate; Barone, Veronica; Fahlman, Bradley D.; Journal of Molecular Structure; vol. 1032; (2013); p. 41 – 47;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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 89794-02-5, Recommanded Product: 4-Bromo-2-chlorotoluene

Example 3 bis(3-chloro-4-methylphenyl)borate After ignition drying of magnesium piece (0.97g) in vacuo and purging with argon, anhydrous THF (40ml) and 1,2-dibromoethane (a few drops) were added.. Solution of 3-chloro-4-methylphenyl bromide (6.2g) in THF (20ml) was delivered by drops to the mixture over one hour at room temperature and the reaction mixture was heated to reflux for 30 minutes.. The reaction mixture was cooled to room temperature and added slowly to solution of trimethyl borate (1.36ml) in THF (20ml) cooled to -78C and the mixture was left standing to be warmed to room temperature. 1N hydrochloric acid (100ml) was added to the reaction mixture and the water layer was extracted with ethyl acetate.. The organic layer was dried with anhydrous sodium sulfate and concentrated.. The residue was purified by column chromatography (ethyl acetate: hexane = 1: 1), and the obtained solid was recrystallized to obtain the title compound (2.89g) having the following physical data. TLC: Rf 0.38 (ethyl acetate: hexane = 1:1); NMR (200 MHz, CDCl3): delta 7.72 (2H, s), 7.53 (2H, d, J = 7 Hz), 7.29 (2H, d, J = 7 Hz), 5.7-6.0 (1H, br), 2.45 (6H, s).

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

Reference:
Patent; Mikoshiba, Katsuhiko; EP1444981; (2004); A1;,
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. 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 4535-90-4

A mixture of 2-t-butylaniline (5.4 g) andmethylchlorethylamine hydrochloride (7 g) and K2C03 (5 g) inNal (2 g) in diglyme (150 m) was heated at 170 2C for 8 h.The reaction was filtered and the filtrate was evaporatedunder high vacuum. The residue was mixed with EtOAc (200 ml)and H20 (200 ml) and extracted with EtOAc twice. Thecombined organic layer was washed with brine and dried overNa2S04 and evaporated to give crude 1-[2-(tert-butylphenyl]-4-methylpiperazine. The crude 1-[2-(tert-butylphenyl]-4-methylpiperazine (260 mg) was stirred with H2S04 (3 ml) atOaC and HN03 (1.2 ml, 70%) was slowly added to the reaction.The reaction was warmed to RT, stirred for 30 min, poured onice and basified with K2C03 slowly. The solution wasextracted with EtOAc three times, washed with H20, followedby brine, dried over Na2S04 and evaporated under reducedpressure. The residue was purified by column chromatographyto give 1-[2-(tert-butyl)-5-nitrophenyl]-4-methylpiperazine(260 mg) , which was hydrogenated under H2 atmosphere to give1-[2-(tert-butyl)-5-aminophenyl]-4-methylpiperazine.

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 4535-90-4.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); 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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-2-chlorotoluene

4-Bromo-2-chloro-l-methylbenzene (CAS 89794-02-5, 30 g, 0.15 mol) and N-bromosuccinirnide (26 g, 0.15 mol) were mixed in CCl4 (300 mL). Azobis(2- methylpropionitrile) (-0.3 g) was added in portions under vigorous stirring and refluxing. The mixture was refluxed for 30 min and cooled. The precipitate was filtered off and discarded. The filtrate was evaporated. The residue was distilled at 1 mmHg, bp 75 0C to give the title compound (28 g, 65%). 1H nuMR data (CDCl3): delta 7.57 (d, J=I .9 Hz, IH ArH), 7.39 (dd, IH, Ji=I.9 Hz, J2=S-I Hz, ArH), 7.31 (d, IH, J=I .9 Hz, ArH), 4.53 (s, 2H, ArCH2).

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; PFIZER PRODUCTS INC.; WO2007/49123; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 823-57-4,Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

Compound 16-3 (0417) A solution of 16-2 (3.778 g, 18.43 mmol), Bis(pinacolato)diboron (8.5 g, 33.17 mol), KOAc (3.2 g, 36.86 mmol) and Pd(dppf)2Cl2DCM (500 mg, 0.92 mmol) in DMSO (50 mL) was stirred at 85¡ã C. for 2.5 h. TLC showed that the reaction was complete. Water (60 mL) was added and the mixture was extracted with ethyl acetate (60 mL¡Á3). The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by silica gel column (PE:EA=10:1) to afford 16-3 as a yellow solid (5.0 g, yield 100percent).

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
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 19752-55-7 as follows. Product Details of 19752-55-7

In a 20 mL eggplant flask, 3,3′-bicarbazole,1-Bromo-3,5-dichlorobenzene, copper powder, potassium carbonate and nitrobenzene were charged, nitrogen bubbling was carried out for 1 hour, and the mixture was stirred at 170 C. for 17 hours under a nitrogen stream. Progress of the reaction was confirmed by TLC (ethyl acetate: hexane = 1: 3) to confirm disappearance of 3,3′-bicarbazole and cooled to room temperature. The reaction mixture was dissolved in chloroform and the insoluble matter was filtered through celite. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform: hexane = 1: 1) to obtain a pale yellow solid of BCzPhCl (yield: 810 mg, yield: 54%). It was identified by mass spectrometry (MS), 1 H-NMR. A chart of 1 H-NMR is shown in FIG. 2, and an enlarged view thereof is shown in FIG. 3. Table 1 shows the preparation conditions of this synthesis.A similar experiment is shown in Table 1Run No. 2

According to the analysis of related databases, 19752-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ChemiprokaseiCo., Ltd.; Kido Junji, Sasabe; Hisahiro, Naoki; Toyota, Naoki; Omae, Yoshinori; (110 pag.)JP5727237; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2163-00-0, These common heterocyclic compound, 2163-00-0, name is 1,6-Dichlorohexane, 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.

Examples 2 to 5; The procedure of Example 1 was repeated, except that the reaction of 1,6-dichlorohexane was carried out at a constant pH of 5, 6, 8 and 9. Before the start of the particular reaction, the weakly acidic mixture was adjusted to the pH of 5, 6, 8 and 9 with 2.5% sodium hydroxide solution (measurement with pH electrodes). Example 2 Example 3 Example 4 Example 5 pH value in 5.0 +/- 0.1 6.0 +/- 0.1 8.0 +/- 0.1 9.0 +/- 0.1 the reaction Residual 1,6-dichloro- <10 <10 <10 approx. 11 hexane content (ppm) Conversion of 1,6- >99.9 >99.9 >99.9 >99.9 dichlorohexane (%) In all examples (Examples 2 to 5), the resulting reaction mixture was clear and homogeneous. To determine the pure yield with respect to Examples 2 and 5, they were repeated once more. However, a GC analysis sample was not taken from the particular reaction mixture. The pure yield of the (di)sodium salt (di)hydrate of hexamethylene 1,6-bisthiosulphate was approx. 91.4%2) for the repetition of Example 2 and approx. 90.6%2) for the repetition of Example 5. 2) The pure yield for the synthesis according to Examples 2 and 5 was carried out again as in Example 1 by reacting the reaction solutions obtained in each case with aqueous NaBEC solution. In this procedure, the yield of 1,6-bis(N,N-dibenzylthiocarbamoyldithio)hexane was approx. 89.6% of theory with a content of 95% for the reaction according to Example 2 and approx. 89.7% of theory with a content of approx. 94% for that according to Example 5. Thus, the pure yield of the (di)sodium salt (di)hydrate of hexamethylene 1,6-bisthiosulphate in the inventive reaction of 1,6-dichlorohexane with sodium thiosulphate pentahydrate must have been approx. 91.4% for the reaction according to Example 2 (89.6%¡Á0.95¡Á1/0.931=91.4%) and approx. 90.6% for that according to Example 5 (89.7%¡Á0.94¡Á1/0.931=90.6%).

The synthetic route of 2163-00-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Buding, Hartmuth; US2005/240044; (2005); 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. 699-89-8, name is 4,7-Dichlorothieno[2,3-d]pyridazine, A new synthetic method of this compound is introduced below., Recommanded Product: 699-89-8

Equal equivalents of dichloride (1) and M-NH2 are refluxed in the appropriate amount of absolute ethanol at 95 0C for 2 hrs. The reaction mixture is allowed to cool to room temperature and the precipitate (2) that forms is filtered and washed sequentially with isopropyl alcohol, 4.0 N KOH, H2O, and hexane, and then dried. The filtrate (2) is then reacted with 1.2 equivalent Of Q-NH2 in an appropriate amount of n-butyl alcohol at 150 0C for 10 hrs. The reaction is cooled to room temperature before the solvent is evaporated under reduced pressure. The residue is treated with aqueous 4.0 NKOH solution and extracted with dichloromethane. The organic layer is dried (MgSO4) and evaporated. The crude product (3) is purified by preparative thin layer chromatography (TLC) or flash chromatography on silica gel using dichloromethane/methanol (95:5) as the eluent. Final product is confirmed by LC/MS and/or nuMR. The invention compounds of Examples 23 – 25, 48, and 76-80 as shown in the below table were prepared by method A-I.

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; BAYER HEALTHCARE AG; WO2007/118602; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 41965-95-1, 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. 41965-95-1 name is 3-Chloro-4-methoxybenzylamine Hydrochloride, 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.

To a heterogenous mixture of quinoline 13 (3.56 mmol) and 3-chloro-4- methoxy benzylamine-HCl (3.92 mmol) in NMP (15 mL) was added TNEt (8.90 mmol). The reaction mixture was heated to 80 C for 3 h. Subsequently, cooled the reaction mixture to ambient temperature and added 1M aqueous HQ and EtOAc. The resulting layers were separated and the organic layer washed with water (3x) followed by brine (1 x). The combined organic layers were dried over Na2S04, filtered, and concentrated in vacuo. The residue was dissolved in a minimum amount of hot EtOAc and allowed to cool to ambient temperature. Hexanes was then added to the solution and the intermediate 14 (80% yield) precipitated out and was collected by vacuum filtration. H NMR (300 MHz, CDCIj) 8 8.20 (s, 1 H), 7.95 (d, I H, , 7-8.4 Hz), 7.82 (d, 1 J=7.5 Hz), 7.38 is, IB), 7.27-7.22 im, 1 H), 6.98 (d, IR , 7-8.4 Hz), 6.26 (s, 1H), 4.54 (d. 2H J-4.8 Hz), 3.95 (s, 3H), 3.93 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-methoxybenzylamine Hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; LANDRY, Donald, W.; DENG, Shixian; ARANCIO, Ottavio; FIORITO, Joie; WASMUTH, Andrew; WO2013/109738; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, COA of Formula: C3H4Cl3NO

EXAMPLE 2 The preparation of a mixture of 1,1′-bis(tridecyloxycarbonyl)-dimethyl-2,2′-bibenzimidazoles in which each benzene ring contains a methyl group in the 5- or 6-position. 3,4-Diaminotoluene (100.8 g) was dissolved in methanol (600 cm3) at room temperature. The solution was stirred while methyl 2,2,2-trichloroacetimidate (70.6 g) was added in a manner similar to that described in Example 1. The mixture was allowed to cool and was stirred at room temperature for 36 hours, then diluted with water (1.5 dm3) and filtered. The solid was added again to water (1 dm3) stirred at room temperature and filtered. The solid was added to aqueous 2N sodium carbonate solution (1 dm3) stirred at 70 C. for 12 hours, cooled and filtered. The solid was repeatedly washed with methanol (3*500 cm3) by slurrying and filtering to leave a pale tan coloured solid. This solid was treated with activated carbon, recrystallized from boiling dimethylformamide, and dried, yielding 49 g of 5,5′-dimethyl-2,2′-bibenzimidazole. By this method the free base rather than the monohydrochloride was isolated (found Cl<0.2%). The structure was confirmed by measurement of the proton NMR spectrum using a solution in trifluoracetic acid with tetramethylsilane as internal standard. 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, Methyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see. Reference:
Patent; Imperial Chemical Industries PLC; US5258524; (1993); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics