Month: June 2021

Application of 57946-56-2, These common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-fluoroaniline, 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.

To a solution of 4-chloro-2-fluoroaniline (50.0 g, 344 mmol) in AcOH (3OmL) is added Ac2O (60 ml_) and the reaction is stirred at room temperature for 2 hours. The mixture is poured into ice water (500 mL) to give a solid precipitate. The mixture is stirred for an additional 1 hour at room temperature. The solid is filtered and washed with water and hexanes, then air dried to give lambda/-(4-chloro-2-fluorophenyl) acetamide

The synthetic route of 57946-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2008/2853; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 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.

Step 2: Preparation of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine (0530) (0531) 478 mg (3.11 mmol) of 6-chloroimidazo[1,2-b]pyridazine were introduced into 10 mL of chloroform under argon and, while cooling in ice, 664 mg (3.73 mmol) of N-bromo-succinimide were added. After the addition was complete, the reaction mixture was stirred at room temperature overnight. The reaction mixture was then mixed with water and ethyl acetate and, after addition of saturated sodium bicarbonate solution, the phases were separated. The aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were then washed with saturated sodium chloride solution and dried over sodium sulfate. In the final removal of the solvent in vacuo, the desired product was isolated in quantitative yield in the form of an amorphous white solid which was employed without further chromatographic purification in subsequent reactions. (0532) 1H-NMR (CHLOROFORM-d): delta [ppm]=7.12 (d, 1H); 7.79 (s, 1H); 7.90, (d, 1H).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; EIS, Knut; PUEHLER, Florian; ZORN, Ludwig; SUeLZLE, Detlev; LIENAU, Philip; WENGNER, Antje Margret; PETERSEN, Kirstin; BOeMER, Ulf; (68 pag.)US2017/29441; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 63857-00-1, 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. 63857-00-1, name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

16.4 g 2-mercapto-5-thiomethyl-1, 3, 4-THIADIAZOLE (available from FEW, Wolfen/Germany) and 36.0 g dye A (available from Aldrich) were added under stirring to 200 ML Downanol PM in a 11 three-necked flask equipped with a stirrer and a reflux condenser. Then a solution of 4.0 g sodium hydroxide and 36.5 g 2-methylene-1, 3, 3-trimethylindoline (Fischer base, available from Aldrich) in 35 ml ethanol was added under stirring for one minute to this suspension. The reaction mixture warmed up to about 40C without the addition of external heat. Then the reaction mixture was left to cool to room temperature and 600 ml of a 2 wt.-% hydrochloric acid were added. After the reaction mixture had cooled to room temperature, the insoluble portion was separated by filtration and washed with 21 of water. Then the product was dried for one day at 50C in a circulating air oven. Yield: 56.2 g (92.9% based on dye A). The dried product was suspended in 500 ML methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the solid portion was washed with ethyl acetate. The product was air-dried. Yield: 48.6 g (80.3 wt. – % based on dye A), W/VIS spectrum in methanol : No.MAX = 796 nm, extinction coefficient E = 3321/G X CM.

The synthetic route of N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KODAK POLYCHROME GRAPHICS GMBH; WO2004/52995; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-52-9, name is 3-Phenylpropyl 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 104-52-9, COA of Formula: C9H11Cl

Preparation 149 1-[4-(3-chloropropyl)phenyl]ethanone Aluminium chloride (15.0 g, 0.11 moles) and acetyl chloride (16.0 g, 0.20 moles) were dissolved in dichloromethane (50 ml) at room temperature. This mixture was then added dropwise to a solution 1-chloro-3-phenylpropane (15.5 g, 0.10 moles) in dichloromethane (25 ml) at room temperature over 15 minutes. The mixture was stirred for 1 hr and then poured cautiously onto ice. The aqueous layer was extracted with dichloromethane (450 ml). The organics were washed with water and brine, and then dried (MgSO4) and concentrated in-vacuo to give the title compound (19.2 g, 98%) as an oil. 1H-NMR (300 MHz, CDCl3): 2.10 (quintet, 2H), 2.60 (s, 3H), 2.85 (t, 2H), 3.55 (t, 2H), 7.30 (d, 2H), 7.90 (d, 2H).

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, 3-Phenylpropyl Chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banks, Bernard Joseph; Critcher, Douglas James; Fenwick, Ashley Edward; Gethin, David Morris; Gibson, Stephen Paul; US2003/207876; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 15205-11-5,Some common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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.

Tert-butyl 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-car boxylate (8.30 g, 27.2 mmol) prepared according to Process Step 1 was dissolved in tetrahydrofuran (80 mL), and the solution was mixed with 2-chloro-4-fluorobenzylamine (8.69 g, 54.4 mmol) and triethylamine (11.4 mL), followed by stirring at 40 C for 15.5 hours. Crystals precipitated in the reaction mixture were separated by filtration, and the solvent was distilled off from the filtrate. The precipitated crystals were reslurried from a 3:1 mixture of hexane and ethyl acetate and thereby yielded tert-butyl 2-chloro-4-(2-chloro-4-fluorobenzylamino)-5,6,7,8-tetrahydro pyrido [4,3-d]pyrimidine-6-carboxylate (9.99 g, 23.4 mmol, in a yield of 86%).

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-4-fluorobenzylamine, its application will become more common.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1552842; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 53531-69-4, These common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, 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 solution of triphenylphosphine (5.13 g) and methylamine (2 M in tetrahydrofuran; 9.78 mL) in dichloromethane (10 mL) is added via a dosing pump over a period of 1 h to a mixture of 4-bromobenzylsulfonyl chloride (5.00 g) und triethylamine (5.45 mL) in dichloromethane (75 mL) at 0C under an argon atmosphere and the resulting mixture is stirred for 1 h at 0C. The reaction mixture is concentrated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 60:40?0:100) to give the title compound. LC (method 1 ): tR = 0.84 min; Mass spectrum (ESI+): m/z = 234, 236 [M+H]+.

Statistics shows that (4-Bromophenyl)methanesulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 53531-69-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LANGKOPF, Elke; BLUM, Andreas; (89 pag.)WO2016/23789; (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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, A new synthetic method of this compound is introduced below., name: 2,6-Dichlorobenzenesulfonyl chloride

Example 14 N-[(5-Isobutyl-1-phenyl-1H-pyrazol-3-yl)methyl]-2,6-dichlorobenzenesulfonamide (Compound 14) To a solution of (5-isobutyl-3-aminomethyl-1-phenyl)pyrazole (42.6 mg, 0.186 mmol) in dichloromethane (2.0 mL) was added triethylamine (28.5 muL, 0.204 mmol) at 0 C. The solution was stirred for 5 min, and mixed with a solution of 2,6-dichlorobenzenesulfonyl chloride (48.3 mg, 0.195 mmol) in dichloromethane. Subsequently, the solution was warmed to room temperature, and stirred for 1 hr. Then, water and a saturated sodium hydrogen carbonate solution were added to the solution before extraction with dichloromethane. The organic layer thus formed was dried over magnesium sulfate, concentrated in vacuo, and purified by column chromatography (Hexane:EtOAc=3:1?2:1) to afford the title compound (64.9 mg, 79.7%) 1H NMR (400 MHz, CDCl3) delta 7.47-7.38 (m, 5H), 7.28-7.24 (m, 3H), 6.01 (s, 1H), 6.00 (brs, 1H), 4.32 (d, J=6.04 Hz, 2H), 2.39 (d, J=7.14 Hz, 2H), 1.75-1.69 (m, 1H), 0.81 (d, J=6.64 Hz, 6H) 13C NMR (100 MHz, CDCl3) delta 147.3, 144.2, 139.6, 135.7, 135.0, 132.2, 131.2, 129.1, 128.1, 125.5, 104.9, 41.3, 35.0, 28.3, 22.4

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; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; NAM, Ghil Soo; CHOI, Kyung Il; KIM, Jung Hyun; PAE, Ae Nim; HONG, Jin Ri; LEE, Jae Kyun; (30 pag.)US2015/329533; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 73006-78-7, 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. 73006-78-7, name is 5-Chloro-[1,1′-biphenyl]-2-amine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

250 mL under a stream of nitrogenCompound 2-A (6.0 g, 29.46 mmol) in flask,1-naphthalene boronic acid (6.08 g, 35.35 mmol),Potassium triphosphate (15.63 g, 73.65 mmol),Palladium (II) acetate (0.198 g, 0.884 mmol),2-dicyclohexylphosphino-2 ‘, 6′-dimethoxybiphenyl (0.726 g, 1.767 mmol), toluene (100 mL) and H2O (10 mL) were added thereto, and the mixture was stirred and refluxed.After completion of the reaction, the toluene layer was extracted using toluene and water. The extracted solution was treated with MgSO 4 to remove residual water, concentrated under reduced pressure, and purified by column chromatography to give a compound 2-B.6.16 g was obtained in 70.8% yield.

The synthetic route of 5-Chloro-[1,1’-biphenyl]-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Material Science Co.,Ltd.; Lee Tae-wan; Huh Jeong-hoe; Lee Dong-hun; Park Seong-min; Kim Seon-jae; Kim Seong-hun; (44 pag.)KR102041137; (2019); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 98577-44-7, name is 1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane, 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 98577-44-7, Quality Control of 1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane

(1) Equipment specifications: three-stage 1000mL CSTR reactor (continuous stirring tank reactor, full mixed anaerobic reactor), 50ml plunger pump, 5000g balance, 1.0L feeding bottle. (2) Proportion of raw materials: Solution A: 5.0 kg of 1,1-dibromo-2,2-chloromethylcyclopropane + 2.0 vol n-butyl ether, L1 (feed rate of solution A) = 4.5 g / min; Solution B: 2.2eq lithium phenyl / n-butyl ether solution, L2 (feed rate of solution B) = 4.5g / min; Solution C: 1.0 g / g ammonia; L3 (feed rate of solution C) = 1.0 g / min. (3) Reaction conditions: three-stage CSTR, the first-stage low-temperature section is controlled at -50 to 0 C, and the retention volume is 500ml; the second and third-stage reaction sections are controlled at 0 C, the retention volume is 700ml, and the third-stage overflow To the receiving bottle, the temperature of the receiving bottle was controlled at 0 C, the total retention volume was 1200 ml, and the RT (retention time) = 2.0 h. Turn on the automatic feeding system, two feeds, L1 = 4.5g / min, L2 = 4.5g / min, the two feeds are mixed through the low-temperature section of the first-stage CSTR, and after 40 minutes, overflow to the second- and third-stage reaction sections After 70 minutes of reaction, the third-stage CSTR began to overflow to the receiving bottle, and the charging system was started. L3 = 1.0 g / min, and the reaction was quenched by continuous injection of ammonia water. Post-treatment, liquid separation, and low-temperature distillation gave 0.761 kg (converted content) of the product, and the NMR yield was 68%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; Jilinkai Laiying Pharmaceutical And Chemical Co., Ltd.; Hong Hao; Zhang Enxuan; Lu Jiangping; Wei Fuliang; Yang Sihang; (11 pag.)CN110117215; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 89794-02-5, 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. 89794-02-5 name is 4-Bromo-2-chlorotoluene, 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.

10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is 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 is 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 is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

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; 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