Chlorides-buliding-blocks

Synthetic Route of 863111-48-2, 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. 863111-48-2, name is 2-Bromo-5-chloro-4-(trifluoromethyl)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Boc2O (53.3 ml, 240 mmol) was added to a suspension of 2-bromo-5-chloro-4-trifluoromethyl-phenylamine (26.8 g, 98 mmol) and DMAP (2.39 g, 20 mmol) in THF (500 ml), and the mixture was stirred at room temperature for 2.5 hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to yield 4-(bis(tert-butoxycarbonyl)amino)-5-bromo-2-chloro-1-trifluoromethylbenzene (45.9 g, 99%) as a colorless solid. HPLC retention time: 1.12 min (analysis condition A) 1H-NMR (400 MHz, CDCl3) delta: 7.92 (1H, s), 7.40 (1H, s), 1.43 (18H, s).

The synthetic route of 2-Bromo-5-chloro-4-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; MURATA, Takeshi; NIIZUMA, Satoshi; HARA, Sousuke; KAWADA, Hatsuo; HADA, Kihito; SHIMADA, Hideaki; TANAKA, Hiroshi; NAKANISHI, Yoshito; EP2842939; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 622-24-2, name is (2-Chloroethyl)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 622-24-2, Product Details of 622-24-2

General procedure: General Procedure: In a 10 mL Schlenk tube were placed CoBr2 (0.3 M in THF, 0.10 mL, 0.030mmol), 1,3-diisopropylbenzimidazolium bromide (L2, 8.5 mg, 0.030 mmol), 2-alkenylpyridine(0.30 mmol), alkyl chloride (0.45 mmol), N,N,N,?N?-tetramethylethylenediamine (90 muL, 0.60mmol) and THF (0.28 mL). To the mixture was added a THF solution of tBuCH2MgBr (0.96 M,0.63 mL, 0.60 mmol) dropwise at 0 C. The resulting mixture was stirred at room temperature for12 h, and then quenched by the addition water (1.0 mL). The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 3 mL). The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by silicagel chromatography to afford the alkylation product.

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; Yamakawa, Takeshi; Seto, Yuan Wah; Yoshikai, Naohiko; Synlett; vol. 26; 3; (2015); p. 340 – 344;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, 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 933190-51-3, SDS of cas: 933190-51-3

To a solution of 8-bromo-6-chloroimidazo[l,2-b]pyridazine (1.2 g, 5.16 mmol) in chloroform (30 mL) were added MS (1.161 g, 5.16 mmol) and TFA (0.795 mL, 10.32 mmol). The reaction mixture was stirred at room temperature for 2h and quenched with aHC03. The organic layers were washed with brine and dried over a2S04. The crude product was purified by BIOTAGE (100% CH2C12) to give the product (1.4 g, 76%). XH NMR (400 MHz, CDC13) delta ppm 7.91 (1 H, s), 7.46 (1 H, s); LC/MS: Rt = 2.44 min. LC/MS (Condition A): 357.80/359.80/361.80.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; LIU, Peiying; BALOG, James Aaron; WO2011/137155; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 367-22-6, These common heterocyclic compound, 367-22-6, name is 4-Chloro-3-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. 4-Chloro-3-fluorobenzenesulfonyl chloride The title compound was prepared using the method of Organic Syntheses Vol. 60, 121-124. A solution of 4-chloro-3-fluoro aniline (5 g, 0.034 mol) in glacial HOAc (10 mL) was added slowly to concentrated HCl (30 mL) to form a white precipitate. The mixture was cooled in a dry ice-ethanol bath. A solution of NaNO2 (3.08 g, 0.045 mol) in H2O (5 mL) was added dropwise while stirring with a glass rod, maintaining the temperature at or below -5 C. The mixture was stirred intermittently while in the bath for 1 h. In a separate flask, HOAc (40 mL) was saturated with SO2 using a gas dispersion tube (about 15 min). To this acetic acid solution was added cuprous chloride (0.68 g, 7 mmol), which gave a grey solution. The SO2 was bubbled through until the solution turned green-blue. The solution was cooled in a dry ice-ethanol bath and the diazonium salt mixture was added in portions while stirring with a glass rod. After the addition was complete, the reaction was removed from the bath and allowed to come to 0 C. over 15 to 20 min. with occasional stirring. The reaction was poured onto ice (100 mL) and extracted with CH2Cl2 (2*100 mL). The combined organic layer was washed with saturated NaHCO3 (3*40 mL), dried (Na2SO4), filtered and concentrated to afford a golden oil. The crude product was purified by silica gel column chromatography, eluding with a gradient of 10% to 15% CH2Cl2/hexanes to afford the title compound (5.5 g, 70%) as a golden oil. Mass Spectrum (-ESI): 209 [M-Cl+O]-.

Statistics shows that 4-Chloro-3-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 367-22-6.

Reference:
Patent; Wyeth; US2007/249722; (2007); 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. 2613-32-3, name is 2-Chloro-4,5-difluoroaniline, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

General procedure: Different substituted anilines 3 (10.0mmol) were added to a solution of hydrochloric acid (15mL, 3-4mol L-1), and then sodium nitrite (0.76g, 10.5mmol) dissolving in water (3mL) was dropwise added at 0C. After 0.5h, tin (II) chloride (4.5g, 20mmol) in 10mL of concentrated hydrochloric acid was dropwise added to the above mixture. The reaction was vigorously stirred for 2h at 0C, and then was filtered and washed with 3-4molL-1 hydrochloric acid. The precipitate was dissolved in water and filtered. The filtrate was adjusted to pH 12, and the generated solid was collected and dried to afford different substituted phenylhydrazine 4a-k.

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:
Article; Liu, Jing-Bo; Li, Feng-Yun; Dong, Jing-Yue; Li, Yu-Xin; Zhang, Xiu-Lan; Wang, Yuan-Hong; Xiong, Li-Xia; Li, Zheng-Ming; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3541 – 3550;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 501-29-1,Some common heterocyclic compound, 501-29-1, name is 1-Chloro-2-fluoro-4-methoxybenzene, molecular formula is C7H6ClFO, 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 1-chloro-2-fluoro-4-methoxybenzene (5.00 g, 31.1 mmol) in cone. H2S04 (30 mL) at 0-10eC was added portionwise potassium nitrate (3.78 g, 37.4 mmol) and the reaction was stirred at OeC for 2 h. The reaction was quenched with ice water and filtered. The obtained solids were recrystallized with hexanes to give 4.50 g 3 (70%) of 1-chloro-2-fluoro-4-methoxy-5-nitrobenzene. 1HNMR (400 MHz, DMSO- d6) U8.30 (d, J = 2.0 Hz, 1H), 7.61 (d, J = 2.3 Hz, 1H), 3.96 (s, 3H); ESI-MS (m/z) 205.76 (MH)+.

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-2-fluoro-4-methoxybenzene, its application will become more common.

Reference:
Patent; LUPIN LIMITED; KUKREJA, Gagan; IRLAPATI, Nageswara, Rao; JAGDALE, Arun, Rangnath; DESHMUKH, Gokul, Keruji; VYAVAHARE, Vinod, Popatrao; KULKARNI, Kiran, Chandrashekhar; SINHA, Neelima; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (366 pag.)WO2018/20474; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 33863-76-2,Some common heterocyclic compound, 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, molecular formula is C6H3BrClF, 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.

Step 1 : 1-Bromo-3-chloro-5-methoxybenzene. 1 -Bromo-3-chloro-5-fluorobenzene (1 g, 4.77 mmol, 1 equiv.) was treated at 0 C with sodium methoxide (25 % in MeOH, 1.2 ml_, 5.71 mmol, 1.2 equiv.). The reaction mixture was stirred at 100 C for 3 h. The solution was concentrated under reduced pressure, the crude product was extracted with DCM, washed with H20, brine, dried over MgS04 and concentrated. The product was obtained as a white solid (747 mg, 71 %). LCMS [M+H]+ 220; 1 H NMR (400 MHz, CD3CI) 5 7.09 (1 H, t, J = 1 .7 Hz), 6.94 – 6.92 (1 H, m), 6.83 – 6.80 (1 H, m), 3.77 (3H, s).

The synthetic route of 33863-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 626-43-7, These common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, 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.

5-Bromo-2-methoxybenzenesulfonyl chloride(857mg, 3mmol) was dissolved in dichloromethane(6mL). A solution of 3,5-dichloroaniline(510mg, 3.15mmol) and pyridine(261mg, 3.3mmol) in dichloromethane(2mL) was added dropwise under ice cooling and argon atmosphere, and the mixture was stirred at room temperature for 6 hours. After the reaction mixture was diluted with dichloromethane, washed successively with 2N hydrochloric acid, water, and brine, dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. The obtained residue was crystallized from n-hexane-ethyl acetate to give 5-bromo-2-methoxy-N-(3,5-dichloro)benzenesulfonamide(900mg, 73.0%) as a white crystal.1H-NMR(DMSO-d6): delta 4.03(3H, s), 6.92(1H, d, J=9.0Hz), 7.01(2H, d, J=1.8Hz), 7.07-7.08(1H, m), 7.24(1H, brs), 7.63(1H, dd, J=8.7, 2.4Hz), 7.99(1H, d, J=2.4Hz).

The synthetic route of 626-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Institute of Medicinal Molecular Design, Inc.; EP1512396; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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.

Step 1 .2: Ethyl-5-((3-chloro-2-fluorophenylamino)(4-chlorophenyl)methyl)-1-isopropyl-2-(2- methoxyphenyl)-1 H-imidazole-4-carboxylate 3-chloro-2-fluoroaniline (90 mg, 0.621 mmol) was added to a solution of the product of step 1.3 (242 mg, 0.477 mmol) in dioxane (5 ml) and stirred at 60C over night. 3-Chloro- 2-fluoroaniline (90 mg, 0.621 mmol) was added again to the reaction mixture and heated at 100C for 3 hr. The solution was diluted with EtOAc and washed twice with a 5% aqueous citric acid solution. The water phase was back extracted with EtOAc and the combined organic layers were washed with saturated aqueous NaHC03, dried over Na2S04 and evaporated to afford 800 mg of brown oil. The residue was purified by preparative HPLC (Waters xBridge (30 / 100 mm), 0.1 % TFA-water/0.1 % TFA-acetonitrile; gradient acetonitrile 30 to 60% in 10 min, then 5 min at 60%, 60 – 90% in 10 min and 2 min at 100%) to afford 176 mg (0.313 mmol, 65.6% yield) of the title compound. LCMS: (M+H) = 556/557; tR = 1 .46 min (LC-MS 3). HPLC: tR = 5.35 min (H PLC 2) 1 H-NMR (MeOD, 600.13 MHz) delta ppm 7.52 (t, 1 H) 7.39-7.30 (m, 5H) 7.12 (m, 1 H) 7.07 (t, 1 H) 6.96 (t, 1 H) 6.86 (t, 1 H) 6.77 (t, 1 H) 6.72-6.30 (m, 1 H) 4.37 (quin, 1 H) 4.27 (q, 2H) 3.77 (s, 3H) 1 .31 -1.05 (m, 9H)

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

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; MAH, Robert; MASUYA, Keiichi; SCHLAPBACH, Achim; VAUPEL, Andrea; WO2014/115077; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 95-51-2, These common heterocyclic compound, 95-51-2, name is 2-Chloroaniline, 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 254 mg (2 mmol) of o-chloroaniline and 143 mg (1.2 mmol) of potassium bromide was added to a 50 ml three-necked flask, Into the AcOH: H2O = 9: 1 10ml solvent, transferred to the constant temperature magnetic stirring water bath, control the temperature of 30 stirring reactionOne hour, 1.8 g (1.8 mmol) of ZnAl-BrO3-LDHs was added slowly in portions 15 minutes before the reaction. After the reaction, use two The reaction mixture was extracted with methyl chloride and the organic phases were combined. Two syrups of silica gel (200-300 mesh) were added to the dichloromethane phase and Dichloromethane was distilled off under reduced pressure and separated by column chromatography (petroleum ether: ethyl acetate = 10: 1 as eluent) To pure product 321 mg. The material was a gray solid with a yield of 78%

Statistics shows that 2-Chloroaniline is playing an increasingly important role. we look forward to future research findings about 95-51-2.

Reference:
Patent; Zhejiang University of Technology; Wang Ligeng; Chen Luqu; Zhang Hualong; Yu Qin; (11 pag.)CN107089919; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics