Category: chlorides-buliding-blocks

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. 932-32-1, name is 2-Chloro-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H8ClN

Examples; General Description General description of the reaction conditions; In a microwave reaction vial (size 0.5-2 ml) fitted with a magnet stirring bar, a solution of 0.5-1.5 mg of the starting ortho-bromo anilines in 250 muL of dry acetonitrile was introduced, followed by the addition of 50 muL of an anhydrous solution of [18F]TBAF in acetonitrile. To the reaction solution, 500 muL of dry acetonitrile was added. The microwave vial was crimped with a Teflon septum, and thereafter purged with argon for 5 min. The resulting reaction vial was kept in the microwave cavity of a microwave system (Initiator EXP, Biotage, Sweden), and heated for 30 min at 180C. The reaction was quenched by cooling the vial with compressed air, after which the contents of the vial were subjected to chromatographic analysis (HPLC with RP18e Chromolith column, internal diameter 4.6 mm; length of 100 mm) eluted with a mixture of acetonitrile/water (27.5 : 72.5% v/v).; Example 1: Model Compounds and Examples of the General Method; Labeling reactions were carried out in acetonitrile in the presence of a tetrabutylammonium salt (TBA+) and [18F]fluoride. Various leaving groups were evaluated. Reaction times were 20-40 minutes, and the reaction temperature was in the range of 150C-200C to result in yields in the range of 7-68% at. The highest yields of 61 +/- 5 % resulted from the use of a ortho-bromo-leaving group and a combination of a reaction temperature of 180C and a reaction time of 30 min. No radioactive by-product except for the desired ortho-[18F]fluorinated aniline derivative has been observed as measured by analytical HPLC. The reactions were according to the general reaction scheme of Scheme 2 below and are summarized in Table 1.

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 932-32-1.

Reference:
Patent; Technische Universitaet Muenchen; EP1944281; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-02-7, name is 2-Chloro-4-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 2106-02-7, category: chlorides-buliding-blocks

To a solution of methyl 1-(2-chloro-5-methylpyrimidin-4-yl)-1H-pyrrole-3-carboxylate (0.3 g, 0.1195 mmol) in dioxane (10 mL) were added 2-chloro-4-fluoroaniline (0.17 g, 0.1195 mmol) and potassium carbonate (0.24 g, 1.17 mmol). The resulting reaction mixture was purged with nitrogen gas for 15 min, then 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl(0.074 g, 0.119 mmol) and palladium(dibenzylidineacetone)dipalladium(0) (0.054 g, 0.059 mmol) were added. The reaction mixture was stirred at 100 C. for 12 h. The reaction mixture was diluted with ethyl acetate (200 mL) and filtered through Celite bed. The bed was washed with ethyl acetate (2*50 mL). The filtrate was washed several times with cold water and then with brine. The organic layer was dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by gradient column chromatography using ethyl acetate in hexane as eluent to afford methyl 1-(2-((2-chloro-4-fluorophenyl)amino)-5-methylpyrimidin-4-yl)-1H-pyrrole-3-carboxylate as an off-white solid (0.25 g, 58%). 1HNMR (400 MHz, CDCl3): delta 8.40-8.36 (m, 2H), 7.95 (s, 1H), 7.51 (s, 1H), 7.40-7.34 (m, 1H), 7.19-7.16 (m, 1H), 7.07-6.99 (m, 1H), 6.77-6.76 (m, 1H), 3.86 (s, 3H), 2.40 (s, 3H). LC-MS calcd exact mass 360.08, found m/z 361.3 [M+H]+.

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

Reference:
Patent; Asana Biosciences, LLC; Venkatesan, Aranapakam M.; Thompson, Scott K.; Smith, Roger A.; Reddy, Sanjeeva P.; (166 pag.)US2016/362407; (2016); 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. 118-69-4, name is 2,6-Dichlorotoluene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,6-Dichlorotoluene

This Example demonstrates the preparation of 2,6-dichloro-3,5-dinitrotoluene.To a 1 L 4-neck round bottom flask equipped with external ice cooling, mechanical stirrer, addition funnel, N2 inlet, and thermometer was added 118 g (1.872 mmol) fuming nitric acid (d=1.54). With cooling, 745 g (1863 mmol SO3) 20% oleum was added over a period of 30 minutes while maintaining a temperature below 30 C. The acid solution was cooled to 0-5 C. and 150 g (932 mmol) 2,6-dichlorotoluene was slowly added over 2 h while maintaining a temperature below 20 C. When addition was complete, the ice bath was removed and the reaction mixture was slowly allowed to warm to room temperature. It was then heated from room temperature to 110 C. over a time period of 45 min. After 15 min at 110 C., the reaction mixture was allowed to cool to room temperature and then cooled to 5 C. It was then filtered through a glass flitted funnel and washed with 250 mL water followed by 250 mL 10% aqueous NH3 solution to yield a pale yellow crystalline wet cake. A small sample was dried in vacuum and analyzed by both H1-NMR and GC and found to be 99.9% pure. The wet cake (219 g) contained about 201.5 g 2,6-dichloro-3,5-dinitrotoluene and 17.5 g water. The net yield of 2,6-dichloro-3,5-dinitrotoluene amounted to about 86%.

According to the analysis of related databases, 118-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E.I. DU PONT DE NEMOURS AND COMPANY; US2010/160675; (2010); 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., SDS of cas: 6579-54-0

The methyl 4-(morpholine-2-carboxamido)adamantine-1-carboxylate compound (174.0 mg, 0.54 mmol) was dissolved in CH2Cl2 (4 ml), and 2,6-dichlorobenzenesulfonyl chloride (132.6 mg, 0.54 mmol) and triethylamine (120.2 mg, 1.19 mmol) were added thereto, followed by stirring at room temperature for 3 hours. H2O was added to the reaction solution, which was then extracted three times with CH2Cl2. The extract was dried with MgSO4, filtered and distilled under reduced pressure to remove the solvent. The residue was separated by column chromatography, thereby obtaining a methyl 4-(4-((2,6-dichlorophenyl)sulfonyl)morpholine-2-carboxamido)adamantane-1-carboxylate compound (243.9 mg, 0.46 mmol, 85 %).[2013] 1H NMR (400 MHz, CDCl3) delta7.53-7.48 (m, 2H), 7.39-7.33 (m, 1H), 6.92 (br, -CONH), 4.15-4.00 (m, 4H), 3.85-3.63 (m, 5H), 3.13-3.06 (m, 1H), 2.90-2.84 (m, 1H), 2.07-1.54 (m, 13H).

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; HYUNDAI PHARM CO., LTD.; LEE, In Hee; PARK, Chang Min; KIM, Se Hoan; CHAE, Hee Il; PYEON, Doo Hyeok; SHIN, Myoung Hyeon; HWANG, Jeong Un; MOON, Soon Young; HA, Tae Young; KIM, So Youn; CHOI, Hyuk Joon; YOO, Myoung Hyun; LEE, Jong Chan; KIM, Young Seok; RHEE, Jae Keol; WO2012/128582; (2012); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference 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.

A solution of 7-benzyloxy-4-chloro-6-methoxyquinazoline (1.2 g, 4 mmol), (prepared for example as described in WO 00/47212 Example 1), and 4-chloro-2-fluoroaniline (444 [mu]l, 4 mmol) in 2-propanol (40 ml) was refluxed for 1.5 hours. After cooling, the precipitate was collected by filtration, washed with 2-propanol then ether and dried under vacuum to give 7-benzyloxy-4-(4-chloro-2-fluorophenylamino)-6-methoxyquinazoline hydrochloride (1.13 g, 64%). [0514] m.p. 239-242[deg.] C. [0515] <1>H NMR Spectrum: (DMSO-d6) 4.0 (s, 3H); 5.36 (s, 2H); 7.39-7.52 (m, 9H); 8.1 (s, 1H); 8.75 (s, 1H) [0516] MS-ESI: 410 [MH]<+>Elemental analysis:FoundC 59.2H 4.3N 9.4C22H17N3O2ClF 1 HClRequiresC 59.2H 4.1N 9.41%

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

Reference:
Patent; Hennequin, Laurent Francois Andre; Stokes, Elaine Sophie Elizabeth; US2003/191308; (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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Chloro-2-chloromethyl-1-propene

Add NaH (8.4 g, 0.352 mol, 4.4 eq.) to a 500 mL oblique vial.Add 250 mL in sequence under an argon atmosphereNew steamed anhydrous THFAnd 1-dodecyl alcohol (31 g, 0.167 mol, 2.1 eq.),Stir at room temperature,Additional 3-chloro-2-chloromethylpropene (10 g, 0.08 mol, 1 eq.) was added.Finally, the temperature was raised to 65 C and reacted overnight.After the reaction solution is cooled to room temperature,Slowly adding ethanol to quench the reaction,Spin the THF,The reaction solution was extracted with CH 2 Cl 2 and washed with water.Dried over anhydrous magnesium sulfate,Filtered, concentrated, and purified on silica gel column(eluent: PE/CH2Cl2 = 5/1) gave a colorless liquid 25 g, yield 75%.

The synthetic route of 1871-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Donghua University; Zhang Dengqing; Yang Linghui; Li Xianying; (22 pag.)CN109336894; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, 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 19752-55-7, category: chlorides-buliding-blocks

Example S.3: Synthesis of 3,5-dichloro-2,2,2-trifluoro acetophenone (Compound example no.2 of table C.1 ); To 5.1 g (0.209 mol) Magnesium turnings was added 0.45 g of a 1 molar solution of DIBAL in hexane at 6O0C. After 15 min, 3,5-dichloro-bromobenzene (5.0 g, 0.022 mol) and 25 mL THF were added and the mixture was stirred. After start up of the reaction a mixture of 45g (0.2 mol) 3,5-dichloro-bromobenzene and 250 mL THF was added under reflux. After completion of the reaction the mixture was cooled to 00C and 31.1 g (0.219 mol) ethyl trifluoroacetate was added. After 2 h an aqueous solution of NH4CI was added an the mixture was separated between MTBE and aqueous NH4CI solution. The organic layer was separated and the solvent was removed in vacuum. (34.3g brown oil; purity 70percent ace. to g.c; yield 50percent)1H-NMR (360 MHz, CDCI3): delta = 7.7 (s, 1 H), 7.9 (s, 2H) ppm.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BASF SE; Rack, Michael; Koerber, Karsten; WO2010/125130; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl 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. HPLC of Formula: C8H9ClO4S

A solution of 2,4-dimethoxybenzene-1-sulfonyl chloride (0.67 g, 2.8 mmol) and methyl 3-aminobenzo[d]isoxazole-6-carboxylate A9 (0.55 g, 2.8 mmol) in pyridine (4 ml.) was irradiated in the microwave at 130 C for 3 hours. The reaction was cooled to room temperature then diluted with DCM (40 ml_). The organics were washed with 1 M HCI (40 ml.) and the aqueous layer back-extracted with DCM (2 x 40 ml_). The combined organic layers were dried in vacuo and the residue purified twice by column chromatography (24 g S1O2 cartridge, 0-35% EtOAc in petroleum benzine 40- 60 C) [200] to give two batches of the title compound (0.369 g, impure and 0.0310 g, 2.8% yield, >95% purity) as white solids. 1H NMR (400 MHz, methanol-c/4) d 8.13 – 8.06 (m, 2H), 7.97 (dd, J = 1.25, 8.47 Hz, 1H), 7.86 – 7.80 (m, 1H), 6.58 (dq, J = 2.29, 4.60 Hz, 2H), 3.95 (s, 3H), 3.83 (s, 3H), 3.79 (s, 3H). LCMS: rt 3.26 min, m/z 392.8 [M+H]+, 415.8 [M+Na]+.

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

Reference:
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
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 60811-21-4 as follows. Formula: C6H3BrClF

2,5-Dimethoxyacetophenone (8.1 g, 45.1 mmol) and l-bromo-3-chloro-4-fluorobenzene (9.4 g, 45.1 mmol) were added to a mixture of tris(dibenzylideneacetone)dipalladium(0) (620 mg, 0.68 mmol), 2,2′-bis(diphenylphosphino)-l, -binaphthalene (1012 mg, 1.63 mmol), sodium tert-butoxide (5.9 g, 61.7 mmol), and THF (110 mL). After degassing with three vacuum/N2 cycles, the mixture was stirred at 70 C overnight, allowed to cool to rt, diluted with water, and extracted with ether (x 2). The combined organic extracts were washed with brine, dried (Na2S04), filtered, concentrated, and purified by silica gel chromatography (0-15% EtOAc in hexanes) to give 4.7 g of 2-(3-chloro-4-fluorophenyl)-l-(2,5-dimethoxyphenyl)ethanone as a pale yellow solid. 1H NMR (400 MHz, DMSO-d6): delta 7.44 (dd, 1H), 7.36-7.31 (m, 1H), 7.23-7.19 (m, 1H), 7.14-7.11 (m, 3H), 4.29 (s, 2H), 3.86 (s, 3H), 3.72 (s, 3H).

According to the analysis of related databases, 60811-21-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SERAGON PHARMACEUTICALS, INC.; GOVEK, Steven, P.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; HAGER, Jeffrey, H.; CHOW MANEVAL, Edna; WO2014/205136; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 98446-49-2, name is 2,4-Dichloro-5-methoxyaniline, 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 98446-49-2, Product Details of 98446-49-2

EXAMPLE 132 4-(2,4-Dichloro-5-methoxyanilino)-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 2,4-dichloro-5-methoxyaniline (44 mg, 0.232 mmol) similar to Example 117 and isolated as a brown solid (9 mg, 11%). 1H NMR (CDCl3): 9.64-9.63 (m, 1H), 8.76-8.70 (m, 2H), 8.12 (s, 1H), 7.49 (s, 1H), 7.46-7.41 (m, 2H), 6.95 (s, 1H), 4.00 (s, 3H).

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, 2,4-Dichloro-5-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cytovia, Inc.; US2003/69239; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics