Category: chlorides-buliding-blocks

Synthetic Route of 14862-52-3,Some common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, molecular formula is C6H3Br2Cl, 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.

Monomer Synthesis Procedure M Step 1: BINAP (0.414 g, 0.667 mmol, 0.009 eq.), Pd2(dba)3(0.300 g,0.222 mmol, 0.003 eq.) DBU (9.7 g, 59.99 mmol, 0.81 eq.) and sodium tbutoxide (10.6 g, 111.1 mmol, 1.5 eq.) were added to a stirred solution of I ,3-dibromo-5-chlorobenzene (20 g, 74.1 mmol, 1.0 eq.), and N-methylpiperazine (6.7 g, 66.7 mmol, 0.9 eq.) in toluene (200 mL) under a nitrogen atmosphere. The reaction mixture was heated to 100 C for 48 h after which time it was allowed to cool to RT. The reaction mixture was then filtered and the filtrate was concentrated under reduced pressure. The resulting crude material was diluted with ethyl acetate (200 mL) then washedwith chilled water (100 mL) and brine (50 mL). The organic layer was dried over Na2504 and concentrated under reduced pressure to obtain crude product. This material was purified by flash chromatography over neutral alumina eluting with 25% ethyl acetate in petroleum ether to obtain pure 1- (3-bromo-5-chlorophenyl)-4-methylpiperazine (9.0 g; 42%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromochlorobenzene, its application will become more common.

Reference:
Patent; FROST BIOLOGIC, INC.; SIDDIQUI-JAIN, Adam; WO2015/127284; (2015); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 13526-66-4, 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. 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

) 3-Bromo-6-{1 -methyl piperidin-4- loxy)imidazo[1 ,2-b]pyridTo a solution of 1-methylpiperidin-4-ol (375 mg, 3.2 mmol, 1.5 eq) in anhydrous THF (15 ml_) was added NaH (60% in mineral oil, 130 mg, 3.2 mmol, 1.5 eq) at 0C. The mixture was allowed to stir at RT for 30 min, then 3-bromo-6-chloro-imidazo[1 ,2-fa]pyridazine (500 mg, 2.14 mmol, 1.0 eq) was added and heated to 65C for 4 h. The mixture was allowed to cool, diluted with EtOAc (100 mL) and washed with water (50 mL). The organic layer was dried (Na2S04), concentrated under reduced pressure and purification by silica gel chromatography (5-10% MeOH/CHCI3) gave a pale yellow solid (100 mg, 15%); H NMR (400 MHz, DMSO-dB) delta ppm 8.04 (d, =10.0 Hz, 1 H), 7.74 (s, 1 H), 6.93 (d, J=9.6 Hz, 1 H), 5.04-5.00 (m, 1 H), 2.75-2.65 (m, 2H), 2.32-2.24 (m, 5H), 2.15-2.05 (m, 2H), 1.85-1.75 (m, 2H); m/z (APCIf: 311/313 [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, 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl 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 210532-25-5, SDS of cas: 210532-25-5

Example 16 2-(4-(8-Bromo-3-(3,5-difluorophenylsulfonyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile To a solution of 2-(4-(8-bromo-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile (Intermediate 1, 50 mg, 0.12 mmol) and triethylamine (24.4 mg, 0.24 mmol) in dichloromethane (6 ml) was added 3,5-difluorobenzene-1-sulfonyl chloride (38.26 mg, 0.18 mmol) at 0 C. The reaction was stirred at RT for 3 hours. The reaction mixture was poured into cold water and organic layer was separated. The aqueous layer was extracted with dichloromethane. The combined organic layer was washed with brine dried over sodium sulfate and evaporated to dryness. The crude product was purified by column chromatography (silica gel, 2% acetone in chloroform) to obtain the title compound. Yield: 25 mg (35%); 1H NMR (CDCl3, 300 MHz): delta 9.553 (s, 1H), 8.002-8.032 (d, 1H, J=9 Hz), 7.752-7.798 (m, 4H), 7.664-7.701 (dd, 1H, J=8.7, 2.1 Hz), 7.466-7.495 (d, 2H, J=8.7 Hz), 7.175 (m, 1H), 7.002-7.009 (d, 1H, J=2.1 Hz), 1.831 (s, 6H); MS: m/z 583 (M+).

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

Reference:
Patent; Kumar, Sanjay; Vishwakarma, Ram; Mundada, Ramswaroop; Deore, Vijaykumar; Kumar, Pramod; Sharma, Somesh; US2012/108627; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 6579-54-0, A common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, molecular formula is C6H3Cl3O2S, 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.

General procedure: Equimolar mixture of 6-(4-chloro-2-(trifluoromethyl)phenyl)-2-methylpyrimidin-4-yl)(piperazin-1-yl)methanone (9) (1 mmol) and substituted sulfonylchlorides (10a-j) (1 mmol) along with triethylamine (Et3N) (0.003 mmol) in ethylene dichloride (5 mL) was refluxed for 3 h. Reaction mixture was then cooled to room temperature, washed with water; organic layer was separated and dried using sodium sulfate, organic layer on further concentration yielded pale yellow solid (11a-j). Crude compound obtained was further purified by columnchromatography using petroleum ether: ethyl acetate (7:3) as eluent to get the pure {6-[4-chloro-2-(trifluoromethyl)phenyl]-2-methylpyrimidin-4-yl}[4-(substitutedsulfonyl)piperazine-1-yl]methanone (11a-j) in good yield.

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

Reference:
Article; Mohan, Nadigar R.; Sreenivasa, Swamy; Manojkumar, Karikere E.; Rao, Tadimety M.C.; Thippeswamy, Boreddy S.; Suchetan, Parameshwar A.; Journal of the Brazilian Chemical Society; vol. 25; 6; (2014); p. 1012 – 1020;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

623-12-1, name is 1-Chloro-4-methoxybenzene, 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. category: chlorides-buliding-blocks

General procedure: 1.0 mol%), KOtBu (224.4 mg, 2.0 mmol), toluene (1.0 mL), ketones3 (2.0 mmol or 0.7 mmol), and aryl chlorides 2 (1.0 mmol) weresuccessively added into a Schlenk reaction tube. The mixture wasstirred at the specified temperature for the listed time shown inTables 1-3. The reaction mixture was cooled to room temperature,then the solvent was evaporated under reduced pressure and theresidue was purified by flash column chromatography to give thepure products.

The synthetic route of 623-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xiao, Zheng-Kang; Yin, Hui-Ying; Lu, Jian-Mei; Inorganica Chimica Acta; vol. 423; PART A; (2014); p. 106 – 108;,
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. 261762-56-5, name is 1-Chloro-2-fluoro-3-methoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6ClFO

To a 0 C solution of 1-chloro-2-fluoro-3-methoxybenzene (1.606 g, 10 mmol) in acetic acid (5.00 ml) was added fuming nitric acid (0.93 3 ml, 20.00 mmol) followed bythe dropwise addition of sulfuric acid (2.132 ml, 40.0 mmol). After 30 mm, the reaction mixture was poured into water and diluted with ethyl acetate. The organic phase was separated and washed 2x with saturated NaHCO3 followed by a final brine wash. The organic solution was then dried over Mg504, filtered, concentrated and purify by ISCO (120g, 10-50% EtOAc/Hexanes, 25 mm. Desired regioisomer eluted second) affordingIntermediate I-43A (1.lOg, 5.35 mmol, 53% yield) as a yellow solid. LC-MS: Method H,RT = 1.13 mm, MS (ESI) m/z: No Ionization Observed (M+H)t ?H NMR (400MHz, CHLOROFORM-d) oe 7.89 (dd, J=9.2, 2.2 Hz, 1H), 6.95 (dd, J=9.4, 7.6 Hz, 1H), 4.00 (s, 3H). Regiochemistry confirmed through NMR analysis of both regioisomeric products.

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; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 220227-21-4, 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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 4-chlorophenol (13.94 g, 108 mmol) in tetrahydrofuran (400 mL) at ambient temperature was added triethylamine (30.2 mL, 216 mmol). The mixture was stirred at ambient temperature for 10 minutes and cooled to 0 C. 2,4,5-Trifluorobenzenesulfonyl chloride (25.00g, 108 mmol) was added and the reaction mixture was stirred for 1 h at ambient temperature and diluted with ethyl acetate (600 mL) and water (200 mL). The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford 4-chlorophenyl 2,4,5-trifluorobenzenesulfonate as a colorless liquid in 98% yield (34.4 g): 1H NMR (300 MHz, DMSO-cfe) £8.18-7.96 (m, 2H), 7.50 (d, J = 7.2 Hz, 2H), 7.19 (d, J = 7.2 Hz, 2H).

The synthetic route of 2,4,5-Trifluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; LIU, Shifeng; FOCKEN, Thilo; CHAHAL, Navjot; ZHANG, Zaihui; OBALLA, Renata, Marcella; FONAREV, Julia; WO2013/64984; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 104-52-9, name is 3-Phenylpropyl 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. category: chlorides-buliding-blocks

General procedure: To a suspension of alkyl halide (1 mmol) and nucleophilic reagents(NaOAc or KSCN) (2 mmol) in water (5 mL), Fe3O4SiO2/DABCO(0.225 g) was added and the mixture was stirred at 90 C for the lengths of time shown in Table 1. After completion of the reaction as indicated by TLC [using n-hexane/ethyl acetate (5:1)], the reaction was allowed to cool to room temperature and the magnetic catalyst was concentrated on the side wall of the reaction vessel using an external magnet. The reaction mixture residue was poured into water (10 mL)and extracted with EtOAc (3 × 10 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and evaporated in vacuo to give the product in 74% to 91% isolated yields.

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

Reference:
Article; Davarpanah, Jamal; Kiasat, Ali Reza; Catalysis Communications; vol. 42; (2013); p. 98 – 103;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 452-83-5, name is 2-Chloro-5-fluoroaniline, 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 452-83-5, category: chlorides-buliding-blocks

General procedure: A mixture of 2-bromostyrene (549mg, 3.00mmol), the appropriate 2-chloroaniline derivative (3.00mmol), Pd(dba)3 (68mg, 0.075mmol), DavePhos (79mg, 0.20mmol), and NaOtBu (864mg, 9.00mmol) in dry 1,4-dioxane (10mL) was stirred under a N2 atmosphere at 115C for 6h. After it had been cooled down to rt, EtOAc (150mL) was added. The mixture was washed with water (5×150mL) and subsequently with brine (150mL). The organic phase was separated and dried over MgSO4. After evaporation of the solvent, the residue was submitted to column chromatography (SiO2, eluent: petroleum ether/EtOAc 20:1). The yellow fraction was collected, and evaporation of the eluent in vacuo gave the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Article; Tian, Maoqun; Abdelrahman, Aliaa; Weinhausen, Stephanie; Hinz, Sonja; Weyer, Stefanie; Dosa, Stefan; El-Tayeb, Ali; Mueller, Christa E.; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1077 – 1088;,
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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Sodium 4-chlorobenzenesulfinate

General procedure: The 2a (0.6 mmol), UiO-67-Ru (2.0 mg), and nitrobenzene (0.4 mmol) were added to a clear-colored glass vial equipped with a stir bar. Then DMF : H2O (3:1, 2 mL) were added, followed by 1a (0.2 mmol). The reaction was stirred at room temperature under blue LEDs (3 W) for 21 h, until the raw materials completely disappeared by TLC. After the reaction was finished, water was added and the mixtures were extracted with ethyl acetate (20 mL * 4). The combined organic layer was washed with water (10 mL * 3), brine (10 mL * 3), dried over anhydrous Na2SO4. The filtrate was concentrated under reduced pressure. The obtained residue was chromatographed on a silica gel column eluted with PE : DCM : EA = 3:3:1 to afford the desired 3.

According to the analysis of related databases, 14752-66-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kong, Hao; Xu, Siyan; Zhang, Ronghua; Tetrahedron Letters; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics