Chlorides-buliding-blocks

These common heterocyclic compound, 928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, 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. Product Details of 928782-97-2

General procedure: Therequisite 2-alkynylaniline derivatives were prepared from 2-iodoanilines or2-bromoanilines reacted with alkynes following the modified method reported byZhao and co-workers.1To a solution of 2-alkynylaniline (1.00 mmol) inCH2Cl2 (8 mL) were added pyridine (5.00 mmol) and TsCl (1.20mmol) respectively. The resulting reaction mixture was stirred at rt for 8 h.After which the reaction mixture was quenched by H2O (10 mL), andthe aqueous layer was extracted with CH2Cl2 (3¡Á15 mL).The combined organic layers were dried over Na2SO4,filtered, and concentrated under reduced pressure. The crude product waspurified by silica gel flash column chromatography to obtain corresponding product.

The synthetic route of 4-Chloro-2-(phenylethynyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Yin-Long; Li, Jian; Yu, Sheng-Nan; Wang, Ji-Bo; Yu, Yan-Min; Deng, Jun; Tetrahedron; vol. 71; 43; (2015); p. 8271 – 8277;,
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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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., SDS of cas: 220227-21-4

General procedure: To a solution of A/-(2,4-dimethoxybenzyl)-3-methyl-1 ,2,4-thiadiazol-5- amine (1.14 g, 4.30 mmol) in tetrahydrofuran (20 mL) was added lithium N’s(trimethylsilyl)amide (1 M solution in tetrahydrofuran, 4.3 mL, 4.3 mmol) at -78 C. The reaction mixture was stirred for 30 minutes at 0 C and a solution of 2,4,5- trifluorobenzenesulfonyl chloride (0.99 g, 4.30 mmol) in tetrahydrofuran (10 mL) was added dropwise at -78 C. After the addition was complete, the cooling bath was removed. The reaction mixture was stirred for 3 h at ambient temperature and saturated aqueous ammonium chloride (10 mL) was added. The mixture was extracted with ethyl acetate (2 x 30 mL). The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography eluting with 30% ethyl acetate in hexanes to afford A/-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-A/-(3-methyl- 1 ,2,4-thiadiazol-5-y)benzenesulfonamide in 42% yield (0.83 g) as a colorless solid: MS (ES+) m/z 459.8 (M + 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; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
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Synthetic Route of 13078-80-3,Some common heterocyclic compound, 13078-80-3, name is 2-(2-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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.

4-Chloro-7- (3-chloropyridin-2-yl)-2- [ (R, R) -2, 6-dimethylmorpholin4-ylmethyl]-quinazoline (30mg, 0. 074mmol) is dissolved in 1. 6mL CH3CN. 2-(2-Chlorophenyl) ethylamine (13mg, 0. 081mmol) is added and the reaction mixture is heated at 80C until the starting chloride is consumed. Upon cooling to room temperature, the reaction mixture is concentrated in vacuo. The residue is diluted with EtOAc and washed with 10% NaOH solution. The organic phase is concentrated and the product purified by preparative TLC, eluting with 9/1 CH2Cl2/MeOH to afford [2- (2-chlorophenyl) ethyl]- [7- (3-cl-iloropyridin-2-yl)-2- ( (R, R) -2, 6-dimethyhnorpholin-4-ylmethyl)- quinazolin-4-yl]-amine.’H NMR 8 : (CDC13, recorded on Gemini 300MHz NMR) 8.63 (dd, 1H, J=4.6Hz, J=1. 6Hz), 8.23 (d, 1H, J=1. 4Hz), 7.84 (dd, 1H, J=7.9Hz, J=1. 4Hz), 7.73 (dq, 2H, J=8. 5Hz, J=1. 6Hz), 7.40 (dd, 1H, J=5. 5Hz, J=4. 1Hz), 7.41-7. 12 (m, 3H), 5.85 (br s, 1H), 4.13-4. 06 (m, 2H), 3.99 (q, 1H, J=6. 5Hz), 3.83 (d, 1H, J=14. 0Hz), 3.65 (d, 1H, J=14. 0Hz), 3.21 (t, 2H, J=6.8Hz), 2.70 (dd, 2H, J=11. 3Hz, J=3.3Hz), 2.46 (dd, 2H, J=11.3Hz, J=5.8Hz), 1. 27 (d, 6H, J=8.3Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Chlorophenyl)ethanamine, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/87227; (2005); A1;,
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Some common heterocyclic compound, 166176-45-0, name is 6-Chloroimidazo[1,2-b]pyridazin-3-amine, molecular formula is C6H5ClN4, 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. Recommanded Product: 6-Chloroimidazo[1,2-b]pyridazin-3-amine

To a solution 6-chloroimidazo[1,2-b]pyridazin-3-amine and triethylamine (0.8 ml, 6.0 mmol)in DCM (25 ml) was added acetyl chloride dropwise and stirred at rt for overnight. The mixture was30 concentrated and purified by ISCO column chromatography (10% MeOH/DCM) to give not very pure N-(6-chloroimidazo[1,2-b]pyridazin-3-yl)acetamide (500 mg, 95% yield). 60 mg of non-pure materialwas further purified by Prep HPLC (neutral) to give pure N-(6-chloroimidazo[1,2-b]pyridazin-3-yl)acetamide. 1H NMR (400 MHz, METHANOL-d4) 8 ppm 8.01 (d, J=9.35 Hz, 1 H), 7.94 (s, 1 H), 7.26(d, J=9.35 Hz, 1 H), 2.29 (s, 3 H); LRMS (ESI) mje 210.9 [(M +H)+, calcd for CsHsCIN40 211.6].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 166176-45-0, its application will become more common.

Reference:
Patent; LEXICON PHARMACEUTICALS, INC.; BI, Yingzhi; CARSON, Kenneth Gordon; CIANCHETTA, Giovanni; GREEN, Michael Alan; KUMI, Godwin; LIANG, Zhi; LIU, Ying Jade; MAIN, Alan; ZHANG, Yulian; ZIPP, Glenn Gregory; WO2013/134219; (2013); A1;,
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Electric Literature of 1124-05-6, A common heterocyclic compound, 1124-05-6, name is 2,5-Dichloro-p-xylene, molecular formula is C8H8Cl2, 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 mixture of acetic acid (300 g, 5.00 mol, 25.0 equiv), acetic anhydride (600 g, 5.88 mol, 29.4 equiv) and sulfuric acid (90.0 g, 899 mmol, 4.50 equiv, 98%) at 0-10 C was added 1,4- dichloro-2,5-dimethylbenzene (35.0 g. 200 mmol, 1.00 equiv), and followed by addition of chromium trioxide (60.0 g, 600 mmol, 3.00 equiv) in several batches over 2 h. The resulting solution was stirred for 4 h at room temperature, and then quenched by the addition of 2000 mL of crushed ice. The resulting solution was extracted with 3×1000 mL of ethyl acetate and the organic layers were combined and concentrated under reduced pressure to give a solid. The solid was added to a mixture of ethanol (300 mL), water (300 mL), and sulfuric acid (30 mL), and the mixture was heated to reflux for 3 h and then cooled. The solids were collected by filtration. The solid was purified by column with ethyl acetate/petroleum ether (1 :30) to give 12 g (30%) of 2,5- dichloroterephthalaldehyde as a white solid.

The synthetic route of 1124-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARDELYX, INC.; LEWIS, Jason, G.; REICH, Nicholas; CHEN, Tao; JACOBS, Jeffrey W.; CHARMOT, Dominique; NAVRE, Marc; FINN, Patricia; CARRERAS, Christopher; SPENCER, Andrew; WO2013/96771; (2013); A1;,
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These common heterocyclic compound, 933190-51-3, name is 8-Bromo-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. name: 8-Bromo-6-chloroimidazo[1,2-b]pyridazine

Comparative Example 1 e -Bromo-6-chloro-3-iodoimidazo[1 ,2-b]pyridazine A mixture comprising 100 g (430 mmoi) 8-bromo-6-chloroimidazo[1 ,2-b]pyridazine which was prepared according to a procedure described in US2007/78136 (WO2007/38314) , 145 g N-iodosuccinimide, 5 percent per weight cone, hydrochloric acid and 1 L trichloromethane was heated at reflux for 6 hours. 20 g N- iodosuccinimide were added and heating was continued for additional 3 hours. The precipitate was removed and the filtrate was washed with 1 N sodium hydroxide solution, brine and dried over sodium sulfate. After filtration and removal of solvent diisopropyl ether was added and the residue was stirred at 23 C overnight. The precipitate was filtered off and dried to give 66.6 g (43%) of the title compound

The synthetic route of 8-Bromo-6-chloroimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; WENGNER, Antje Margret; NEUHAUS, Roland; SIEMEISTER, Gerhard; WO2013/135612; (2013); A1;,
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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. 108-37-2, name is 1-Bromo-3-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-3-chlorobenzene

General procedure: In a round-bottom flask equipped with a magnetic stirring bar to a mixture of K2CO3 (1.1 mmol), olefin (2.2 mmol) and aryl halide (1 mmol) in NMP (3 ml) were added 0.1 mol% of palladacycle complex (A) and equipped with a condenser for refluxing. The above mixture was heated at 130 C in an oil bath. The reaction’s progress was monitored by TLC (hexane/EtOAc, 80:20) and gas chromatography (GC). After completion of the reaction the mixturewas diluted with n-hexane and water. The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by recrystallization from ethanol and water. The products were characterized by comparing their m.p., IR, 1H, 13C NMR spectra with those found in the literature [41-43].

According to the analysis of related databases, 108-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Short Survey; Hajipour, Abdol R.; Rafiee, Fatemeh; Journal of Organometallic Chemistry; vol. 696; 13; (2011); p. 2669 – 2675;,
Chloride – Wikipedia,
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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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 39226-96-5

Example 8 /V-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-4- imidazolidinecarboxamide (E8) (e.g. in a form obtainable or prepared from (4S)-2- oxo-S-^phenylmethy^oxyJcarbonylJ^-imidazolidinecarboxylic acid); Crude 3-methyl-2-oxo-4-imidazolidinecarboxylic acid (-0.63 mmol, prepared as described below) was dissolved in dimethylformamide (3 ml) and treated with 1- hydroxybenzotriazole (0.094 g, 0.69 mmol), N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (0.132 g, 0.69 mmol), [(2-chloro-3- trifluoromethylphenyl)methyl]amine (0.145 g, 0.69 mmol) and N-ethylmorpholine (0.169 ml, 1.32 mmol). The mixture was stirred at 22C for 20 hours then reduced in vacuo to give a residue which was purified by mass-directed automated HPLC to give lambda/-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-4- imidazolidinecarboxamide as a white solid (0.105 g). LC/MS [M+H]+ = 336, retention time = 2.18 minutes.

The synthetic route of 39226-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
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. 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., SDS of cas: 6781-98-2

General procedure: Under N2 atmosphere, KOtBu (1.3 equiv), toluene (1.0 mL), amines 5 (0.84 mmol), aryl chlorides 4 (0.7 mmol) and finally a solution of complex 3a (20-100muL, 0.01-0.05 mol%, prepared from 0.014 mmol 3a in 4.0mL toluene) were successively added into a Schlenk reaction tube. The mixture was stirred vigorously at 110 C for 24h. Then the solvent was removed under reduced pressure and the residue was purified by flash column chromatography (SiO2) to give the corresponding products.

The synthetic route of 6781-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Feng; Hu, Yuan-Yuan; Li, Di; Zhou, Quan; Lu, Jian-Mei; Tetrahedron; vol. 74; 39; (2018); p. 5683 – 5690;,
Chloride – Wikipedia,
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Related Products of 2106-04-9, These common heterocyclic compound, 2106-04-9, name is 3-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 suspension of compound 5 (1.70 g, 6.75 mmol) and 3-chloro-2-fluoroaniline (982 mg, 6.75 mmol) in i-PrOH (50 mL) was heated to reflux for 3 h. The solvent was removed under vacuum, and the residual was recrystallized in CH3CN to afford 6 (2.51 g, 93%) as a pale brown solid, mp 209-210 C. 1H NMR (DMSO-d6): d 9.82 (br s, 1H), 8.48 (s, 1H), 8.23 (s, 1H), 7.53-7.47 (m, 2H), 7.37 (s, 1H), 7.28 (t, J = 8.0 Hz, 1H), 3.96 (s, 3H), 2.37 (s, 3H). LC-MS (ESI, m/z): calcd for C17H14ClFN3O3 ([M+H]+) 362.0, found 362.0.

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Min; Gao, Mingzhang; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 24; 18; (2014); p. 4455 – 4459;,
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