Category: chlorides-buliding-blocks

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. 3460-24-0, name is 1,4-Dibromo-2-chlorobenzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

1.00 g (3.02 mmol) of 1- [4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl] isoquinoline,370 mg (1.37 mmol) of 1,4-dibromo-2-chlorobenzene,83.9 mg (0.0726 mmol) of tetrakis (triphenylphosphine) palladium,And 5.45 mL (5.45 mmol) of 1 M potassium carbonate aqueous solution were dissolved in 40 mL of dioxane,And the mixture was heated and stirred at 100 C. After cooling to room temperature, 400 mL of pure water was added and separation and extraction was performed with chloroform. After distilling off the solvent under reduced pressure, the obtained crude product was purified by silica gel column chromatography (developing solvent: chloroform)2′-Chloro-4,4 “-di (1-isoquinolyl) -1,1 ‘: 4’, 1″Of a light yellow solid (Yield 490 mg, yield 68.9%).

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; TOSOH CORPORATION; FUJITA, KANA; ARAI, NOBUMICHI; NOMURA, KEISUKE; IIDA, TAKASHI; TANAKA, TSUYOSHI; (76 pag.)JP6264877; (2018); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 367-22-6, name is 4-Chloro-3-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 367-22-6, Formula: C6H5ClFN

General procedure: A solution of the respective 1H-indazole-5-carboxylic acid or 1-alkyl-1H-indazole-5-carboxylic acid (1 or 7, 10, 1.0 mmol), 3,4-dichaloaniline or 5,6-dichloropyridin-3-amine (-5 or 6,1.1-1.2 mmol), N-ethyl-N-(3-dimethylaminopropyl)carbodiimidehydrochloride (EDC-HCl, 1.0-1.2 mmol) in methanol (5.0 mL) wasstirred over night at room temperature. The reaction was thenpoured into water (10 mL), stirred for 30 min at room temperature,filtered, washed with water (3 x 10 mL), and then dried at 70 C.The crude product was purified by column chromatography onsilica gel (mobile phase: dichloromethane/MeOH 9/1 v/v) following by recrystallization from petroleum ether/dichloromethane.

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:
Article; Tzvetkov, Nikolay T.; Stammler, Hans-Georg; Georgieva, Maya G.; Russo, Daniela; Faraone, Immacolata; Balacheva, Aneliya A.; Hristova, Silvia; Atanasov, Atanas G.; Milella, Luigi; Antonov, Liudmil; Gastreich, Marcus; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 404 – 422;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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 72235-58-6, Computed Properties of C7H7ClFN

Example 26 Preparation of Compound 26 (2S,5R,13aS)-N-(4-chloro-3-fluoroto octahydro-2,5-meth nopyri.do[1 ^2′:4,5]pyrazino[2J.-bj[l ,3joxazepme-l -carboxamide Steps 1 and 2 15~B (41 mg, 0.13 mmoi) was treated with acetonitrile (1 ml.), (4- chloro-3-fluorophenyl)methanamine (40 mg, 0.25 mmol), HATU (60 mg, 0.16 mmol), and Nu,Nu-diisopropyfethylamine (28 mg, 0.22 mmol). The reaction mixture was stirred at room temperature for one hour and magnesium bromide (48 mg, 0.26 mmol) was added. The mixture was sealed and heated to 50 C. After 60 minutes, the reaction mixture was quenched with 0.2M HCl (aq), diluted with brine, and thrice extracted into DCM. HPLC purification 0.1% TFA) afforded Compound 26. 1H- NMR (400 MHz, Chloroform-d) delta 10.41 (s, Hi), 8.30 (s, I Hi.7,24 (t, J = 6.1 Hz, H), 7.13 – 6.90 (m, 2H), 5.30 (dd, J = 9.1, 3.2 Hz, 1H), 5.22 (s, 1H), 4.61 (s, lH), 4.51 (s, 2H), 4.20 (d, J = 9.4 Hz, Hi).3.95 id. J = 12,0 Hz, 1H), 2.11 – 1.90 (m, 4H), 1.90 – 1.76 (m, 1H), 1.53 (d, J = 12.2 Hz, 1H). LCMS-ESI+ ( /z): [M+H] calculated for C21H19CIF 3O5: 448.11; found: 448.2.

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, (4-Chloro-3-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD SCIENCES, INC.; JIN, Haolun; LAZERWITH, Scott, E.; MARTIN, Teresa, Alejandra, Trejo; BACON, Elizabeth, M.; COTTELL, Jeromy, J.; CAI, Zhenhong, R.; PYUN, Hyung-Jung; MORGANELLI, Philip, Anthony; JI, Mingzhe; TAYLOR, James, G.; CHEN, Xiaowu; MISH, Michael, R.; DESAI, Manoj, C.; WO2014/100323; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 3843-97-8, 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. 3843-97-8, name is 5-Chloro-2-ethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 1 -(5-Chloro-2-ethylphenyl)-1 H-pyrrole 5-Chloro-2-ethylaniline (10.8 g, 69.44 mmoA) and 25-dimethoxy-tetrahydrofuran (9.87 mL, 76.38 mmoA) was refluxed for 3 h n AcOH (20 mL), The reacton mixture was evaporated and the residue was dUuted n EtOAc, washed wfth water, NaHCO3 saturated solution, brine, and then dred over Na2SO4, The sovent was evaporated and the crude was purified by Biotage SP1 Flash Chromatography (gradient euton from 0% to 15% of EtOAc in hexane) to afford the title compound (12.52 g, 88%).1H NMR (600 MHz, DMSO-d6) 7.36 – 7.47 (m, 2H), 7.31 (d, J = 1.3 Hz, 1 H), 6.93 (t, J = 2.1 Hz, 2H), 6.23 (t, J = 2.1Hz, 2H), 2.46 (q, J = 7.5 Hz, 2H), 0.99 (t, J = 7.5 Hz, 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, 5-Chloro-2-ethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 201849-17-4, These common heterocyclic compound, 201849-17-4, name is 1-Bromo-2-chloro-5-fluoro-4-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.

1-bromo-2-chloro-5-fluoro-4-methylbenzene (20.Og, 9Ommol), NBS(48.06g, 27Ommol) and BPO (2.18g, 9mmol) dissolved in 1,2-dichloroethane (250m1). Stirred at reflux until the starting material was consumed monitored by GO-MS and quenched with water and extracted with ethyl acetate. Organic phases collected and dried over magnesium sulfate, filtered and concentratedunder vacuum. Purified via column chromatography on silica gel with 1:1 ethyl acetate:hexaneas eluent to afford a brown oil. Yield: 32.50g (95%)1H NMR (700 MHz, 0D013) 67.91 (d, J = 7.1 Hz, 1H), 7.36 (d, J = 9.1 Hz, 1H), 6.80 (s, 1H).

Statistics shows that 1-Bromo-2-chloro-5-fluoro-4-methylbenzene is playing an increasingly important role. we look forward to future research findings about 201849-17-4.

Reference:
Patent; BASF SE; KING ABDULLAH UNIVERSITY OF SCIENCE AND TECHNOLOGY; CHEN, Hu; ZHANG, Weimin; HURHANGEE, Michael; MCCULLOCH, Iain; HAYOZ, Pascal; KAELBLEIN, Daniel; (122 pag.)WO2018/104367; (2018); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, 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 33863-76-2, Safety of 1-Bromo-3-chloro-5-fluorobenzene

Preparation 32 1-Bromo-3-chloro-5-methoxybenzene Sodium methoxide (2.20 ml of a 4.5M solution in methanol, 10.0 mmol) was added dropwise to a stirred solution of 1-fluoro-3-chloro-5-bromobenzene (1.00 g, 4.77 mmol) in methanol (28 ml) at room temperature under nitrogen. The reaction was heated under reflux for 3 days and cooled to room temperature. The mixture was concentrated under reduced pressure and the resulting yellow oil was dissolved in dichloromethane (30 ml). The resulting solution was washed with water (2*20 ml) dried over magnesium sulphate, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel eluding with cyclohexane to provide the title compound (302 mg) as a colourless oil. 1H-NMR (400 MHz, CDCl3): delta=3.77 (s, 3H), 6.82 (s, 1H), 6.94 (s, 1H), 7.09 (s, 1H). Microanalysis: Found: C, 37.94; H, 2.75. C7H6BrClO requires C, 37.96; H, 2.73%.

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, 1-Bromo-3-chloro-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jones, Lyn Howard; Mowbray, Charles Eric; Price, David Anthony; Selby, Matthew Duncan; Stupple, Paul Anthony; US2003/100554; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 64628-73-5,Some common heterocyclic compound, 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline, molecular formula is C7H5ClF3NO, 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.

1-Benzoyl-3-[3-chloro-4-(trifluoromethoxy)phenyl] thiourea To a stirred solution of 3-chloro-4-(trifluoromethoxy)aniline (5.00 g, 23.6 mmol) in acetone (150 mL) under nitrogen was added benzoyl isothiocyanate (3.98 mL, 29.5 mmol). The reaction was heated at 75C for 1.5 h. The cooled reaction mixture was poured into water (400 mL). The resulting precipitate was collected by filtration to give the title compound as a pale orange solid (9.0 g, quantitative yield); m/z = 374.9 (MH)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-4-(trifluoromethoxy)aniline, its application will become more common.

Reference:
Patent; ACTIVE BIOTECH AB; WELLMAR, Ulf; EAST, Stephen; BAINBRIDGE, Marie; MACKINNON, Colin; CARR, James; HARGRAVE, Jonathan; (296 pag.)WO2016/42172; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 108-37-2,Some common heterocyclic compound, 108-37-2, name is 1-Bromo-3-chlorobenzene, molecular formula is C6H4BrCl, 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 stirred solution of 3-Bromochlorobenzene (0.50 g, 2.61 mmol) and 1- Cyclopentyl-2-propen-1-ol (1.5 eq, 0.49 g, 3. 88 mmol) in anhydrous N-methylpyrrolidinone (3.0 mL), under argon at room temperature, was added sodium bicarbonate (1.2 eq, 0.26 g, 3.10 mmol) followed by dichlorobis (triphenylphosphine) palladium (II) (0.02 eq, 36. 7 mg, 0.05 mmol). The resulting mixture was heated to 140 C in an oil bath and maintained for 4 hours. The resulting reaction mixture was cooled to room temperature and poured into water (50 mL), and extracted with EtOAc (2 X 25 mL). The organics were washed with water (50 mL) and brine (50 mL) then dried over Na2S04, filtered and concentrated. The crude residue was purified by flash chromatography (1% through 10% EtOAc in Hexanes) to yield the intermediate ketone as a slightly yellow oil (0.49 g, 79%). 1H NMR (CDCl3) : 81. 45-1.87 (m, 8H), 2.70-2. 95 (m, 5H), 7.07 (d, J= 7.0 Hz, 1H), 7.10-7. 25 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chlorobenzene, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2003/95441; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 118754-53-3, 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 118754-53-3 as follows.

Preparation of 2,6-dichloro-4-trifluoromethylbenzaldehyde To a mixture of 65.2 ml of n-butyllithium (1.61M in hexane) and 100 ml of anhydrous ether was added dropwise 29.3 g of 4-bromo-3,5-dichlorobenzotrifluoride (3) in 20 ml of anhydrous ether at -78 C. over a period of 15 minutes, followed by stirring for 20 minutes. Next, 100 ml an anhydrous ether solution of 21.8 ml of N,N-dimethylformamide was added dropwise to the mixture at the same temperature, followed by stirring at -78 C. for 30 minutes and then at 0 C. for 30 minutes. To the reaction mixture was thereafter added 400 ml of aqueous 1N phosphoric acid. The resulting mixture was further stirred for 30 minutes. The reaction mixture was extracted with ether, and the ethereal layers were combined together, washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was distilled under reduced pressure, giving 26.7 g of the desired compound in the form of a colorless oil (yield 78.3%). bp 114-115 C./19 mmHg 1 H-NMR (CDCl3, TMS, delta ppm): 7.65(s, 2H), 10.47(s, 1H)

According to the analysis of related databases, 118754-53-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Otsuka Kagaku Kabushiki Kaisha; US5739083; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2732-80-1, 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. 2732-80-1, name is 2-Bromo-1-chloro-4-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

BBr3 (50 ml) was added slowly in drops over 15 minutes to a solution of 2-bromo-l- chloro-4-methoxybenzene (0.448 mol) in CH2Cl2 (600 ml), stirred at -2O0C. The resultant reaction mixture was stirred for 20 minutes at -200C, then it was warmed to room temperature and stirred for one hour at room temperature, yielding 85 g of intermediate (75).

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-Bromo-1-chloro-4-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/62990; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics