Author: Jessica.F

93765-83-4, name is 1-Bromo-5-chloro-2-fluoro-4-methylbenzene, 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. Safety of 1-Bromo-5-chloro-2-fluoro-4-methylbenzene

To a solution of 1-bromo-5-chloro-2-fluoro-4-methylbenzene (11.3 g, 50 mmol) in dry THF (100 mL) was added isopropylmagnesium chloride (30 mL, 2 M) dropwise. After stirring at room temperature for 30 min, dry CO2 was added and the mixture was stirred at room temperature for additional 30 min. The reaction was quenched by sat. NH4Cl and extracted with EtOAc (100 mL*3). The combined organic layers were washed with water (50 mL*3), dried over anhydrous Na2SO4, filtered and concentrated to give the desired product (4.7 g, 49%). LCMS (ESI) m/z: 187.0 [M-H]-.

The synthetic route of 93765-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; GENENTECH, INC; Chowdhury, Sultan; Dehnhardt, Christoph Martin; Focken, Thilo; Grimwood, Michael Edward; Hemeon, Ivan William; Jia, Qi; Ortwine, Daniel; Safina, Brian; Sun, Shaoyi; Sutherlin, Daniel P.; Zenova, Alla Yurevna; US2013/317000; (2013); A1;,
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Reference of 623-12-1,Some common heterocyclic compound, 623-12-1, name is 1-Chloro-4-methoxybenzene, molecular formula is C7H7ClO, 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: An oven-dried Schlenk tube was charged with the aryl halide (2 mmol) and amine (2.5 mmol), FeOA-Pd (0.05 g, 0.04 mmol, 1.5 mol%), base (3 mmol), solvent (5 mL) and additive. The resulting mixture was stirred for the appropriate time and temperature. After reaction completion the reaction mixture was then cooled to room temperature and the catalyst separated using a magnet, taken up in Et2O (4 mL), and washed with brine (5 mL). The resulting solution was dried over anhydrous MgSO4, filtered and concentrated. The crude product was purified by flash chromatography on silica gel.

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

Reference:
Article; Rafiee, Ezzat; Ataei, Ali; Joshaghani, Mohammad; Tetrahedron Letters; vol. 57; 2; (2016); p. 219 – 222;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 622-86-6, name is (2-Chloroethoxy)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 622-86-6, Recommanded Product: 622-86-6

General procedure: A solution of 3-imidazolyl-4-chromanone-(E)-oxime (4, 0.75 mmol) in dry DMF (1.5 mL) was mixed with a suspension of NaH (18 mg, 0.75 mmol) in dry DMF (1.5 mL). The reaction mixture was stirred at room temperature for 0.5 h. Then, a solution of phenoxyethyl chloride derivative 6 (0.825 mmol) in dry DMF (1 mL) was added gradually and stirring was continued at room temperature for 2 days. After completion of the reaction, the reaction mixture was poured into water (20 mL) and left in refrigerator overnight. The separated viscous oil was dissolved in propan-2-ol (2 mL) and treated with 65% HNO3 (0.07 mL) and the mixture was left in a fridge to form nitrate salts. The precipitated crystals were separated and wash with cold propan-2-ol to give pure compound 7.

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-Chloroethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Babazadeh-Qazijahani, Mojtaba; Badali, Hamid; Irannejad, Hamid; Afsarian, Mohammad Hosein; Emami, Saeed; European Journal of Medicinal Chemistry; vol. 76; (2014); p. 264 – 273;,
Chloride – Wikipedia,
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Application of 54788-38-4, These common heterocyclic compound, 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, 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.

Referecne Example 1; (3-Bromophenyl) (4-chloro-2-hydroxy-5-methylphenyl) methanone; Aluminum chloride (20.4 g) was added to a solution of 3-chloro-4-methylanisole (20 g) in chlorobenzene (56 ml) at 20-30C, and then 3-bromobenzoyl chloride (28 g) was further added dropwise over about 30 minutes at 25 to 30C. After completion of addition, the mixture was stirred at 25C for 1 hour, and then heated at 40C for 1 hour. After the reaction was completed, the mixture was cooled, and toluene/tetrahydrofuran (1: 1,200 ml) was added dropwise at 20 to 30C. Then, 4N hydrochloric acid (80 ml) was added dropwise. The organic layer was separated, washed successively with 2N hydrochloric acid (60 ml) and a 10% aqueous sodium chloride solution. The organic layer was concentrated to 80 g. After methanol (100 ml) was added, the mixture was concentrated again to 90 g. Methanol (80 ml) was added to the residue, the mixture was stirred at room temperature for 30 minutes, and below 5C for 1 hour. Crysatls were collected, washed with cooled methanol (40 ml) and dried under reduced pressure to obtain the title compound (35.4 g, yield 85.1 %). H-NMR (300MHz, CDC13) 5 (ppm): 2.28 (3H, s), 7.12 (1H, s), 7.36-7. 42 (2H, m), 7.54-7. 57 (1H, m), 7.72-7. 80 (2H, m), 11.7 (1H, s).

The synthetic route of 54788-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/82879; (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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., name: 3-Chloro-2-fluoroaniline

4. 0M HC1 in Dioxane (4.0 ml) was added to a suspension of tert-butyl 4- [ (4-chloro-7- methoxyquinazolin-6-yl) oxy] piperidine-1-carboxylate (2.62 g) and 3-chloro-2-fluoroaniline (1.08 g) in iso-propanol (50 ml). The reaction mixture was stirred and heated at 100C for 2 hours. The yellow precipitate was filtered hot and washed with iso-propanol followed by diethylether and dried under vacuum to give 6- (piperidin-4-yloxy)-4- (3-chloro-2- fluoroanilino)-7-methoxyquinazoline as a di-hydrochloride salt (2.38g) ; 1H NMR Spectrum : (DMSO d6) 1.84-1. 99 (m, 2H), 2.22-2. 33 (m, 2H), 3.12-3. 33 (m, 4H), 4.00 (s, 3H), 5.08 (m, 1H), 7.34 (t, 1H), 7.40 (s, 1H), 7.50 (t, 1H), 7.62 (t, 1H), 8.80 (s, 1H), 8. 84-8. 94 (m, 2H), 8. 99-9.11 (m, 1H) ; Mass Spectrum: (M+H) + 403.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/82831; (2003); 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,5-Difluorobenzene-1-sulfonyl chloride

Into a microwave reaction vessel were combined (3-Amino-2,6-difluoro-phenyl)-(5-chloro- lH-pyrrolo[2,3-b]pyridin-3-yl) -methanone (P-1801, 50 mg, 0.16 mmol, prepared as described in Example ???), 3,5-difluorobenzenesulfonyl chloride (610, 103 mg, 0.49 mmol), pyridine (0.5 mL, 6.1820 mol) and tetrahydrofuran (3.0 mL,). The reaction was warmed in the CEM microwave at 300 watts, 130 0C for 10 minutes. The reaction mixture was partitioned between ethyl acetate and brine. The organic layer was collected, dried over Na2SO4, filtered and concentrated. The compound (P- 1841) was isolated using column chromatography (silica, hexane:ethyl acetate 70:30) to obtain 36 mg (46%) compound. MS = 482.0.

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; PLEXXIKON, INC.; WO2007/2325; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 622-86-6, The chemical industry reduces the impact on the environment during synthesis 622-86-6, name is (2-Chloroethoxy)benzene, I believe this compound will play a more active role in future production and life.

Example 1074-(4-methoxy-benzenesulfonyl)-1-(2-phenoxy-ethyl)-piperidine-4-carboxylic acid hydroxyamide 2-[(2-Hydroxy-ethyl)-(2-phenoxy-ethyl)-amino]-ethanol was prepared according to the general method as outlined in example 83. Starting from diethanolamine (15.0 g, 150). and 2-chloro-phenetol (15.6 g, 100 mmol). Yield 18 g, (80%); Colorless oil; MS: 226 (M+H)+.

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-Chloroethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wyeth Holdings Corporation; EP970046; (2003); B1;,
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. 626-43-7, name is 3,5-Dichloroaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H5Cl2N

Ethyl 2-( ( 3, 5-dichlorophenyl) amino) acetate : A mixture of 3,5-dichloroaniline (0277) (500 mg, 3.51 mmol), ethyl 2-bromoacetate (585.6 mg, 3.51 mmol) and DIEA (1.36 g,10.52 mmol) in MeCN (5 mL) was heated to 80 C and stirred for 16 h. The reaction solution was concentrated to give ethyl (3,5-dichlorophenyl)glycinate (800 mg, yield: 100%) as a yellow solid. LCMS: [M+H]+= 248.1

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; RECREO PHARMACEUTICALS LLC; ZHANG, Jing; WANG, Xiang; PODOLL, Jessica, D.; (207 pag.)WO2020/37155; (2020); 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H3ClF2O2S

Methyl-4-carbonyl-4,6,7,8,9,10-hexahydrothiophene [2 ‘, 3’: 4,5] pyrimidine [1,2-a]Azepine-3-amine hydrochloride Compound 11 (0.32 g, 1 mmol) was dissolved in anhydrous dichloromethane (10 ml)Followed by the addition of 3,5-difluorobenzenesulfonyl chloride (0.23 g, 1.1 mmol)Triethylamine (0.12 g, 1.2 mmol) was slowly added with stirring,Stirring at room temperature overnight, the reaction completely disappeared to the raw materials, dichloromethane extraction, concentration,Eluting with a petroleum ether: ethyl acetate column chromatography gradient of 10: 1 to give compound 11b;Yield: 80%, pale yellow solid

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong University; Liu Zhi; Chen Ting; Zhang Baojie; Feng Ying; Luo Xinyu; Cui Deliang; (19 pag.)CN106749315; (2017); A;,
Chloride – Wikipedia,
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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. 694-80-4, name is 1-Bromo-2-chlorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-chlorobenzene

Synthesis of (2-chlorophenyl)-(2-nitrophenyl)amine (Compound 1). Compound 1 was prepared according to the general procedures outlined by Tietze et al. (?Efficient Methods for the Synthesis of 2-Hydroxyphenazine Based on the Pd-Catalyzed N-Arylation of Aryl Bromides.? Org. Lett. 2005, 7. 1549-1552). The solvent was removed under vacuum and no further purification was needed to give the product as an orange solid. (1.24 g, 99% yield).

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; LOYOLA UNIVERSITY OF CHICAGO; US2010/41880; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics