Category: chlorides-buliding-blocks

Some common heterocyclic compound, 33050-38-3, name is 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine, molecular formula is C5H2Cl2N4, 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. Formula: C5H2Cl2N4

c) 3-Chloro-6-(4-fluorophenyl)-1,2,4-triazolo[4,3-b]pyridazine may be prepared in the following manner: A mixture of 4.16 g of 4-fluorophenylboronic acid, 9.37 g of barium hydroxide octahydrate, 2.20 g of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) as a complex with dichloromethane (1:1) and 5.1 g of commercial 3,6-dichloro[1,2,4]triazolo[4,3-b]pyridazine in 40 cm3 of N,N-dimethylformamide containing 10 cm3 of water is heated in a bath at 80 C. for 1.5 hours. The beige-brown suspension obtained is cooled to 20 C. and then poured into about 200 cm3 of water. The insoluble material is filtered off by suction and washed successively with water and ether, and then dried under vacuum at 20 C. The resulting beige-coloured solid is slurried in dichloromethane, filtered off by suction and dried under vacuum at 20 C. 1.24 g of 3-chloro-6-(4-fluorophenyl)-1,2,4-triazolo[4,3-b]pyridazine are thus obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33050-38-3, its application will become more common.

Reference:
Patent; SANOFI; US2012/165326; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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 1 L flask at 0 C was added 160 mL of methanol. The solution was kept under 30 C as Na metal (5.10 g, 221.24 mmol) was added in small portions. After all the sodium had reacted, 4-hydroxythiophenol (25.0 g, 2.2 eq) was added to the solution of sodium methoxide. The solution was heated to reflux and 3-chloro-2-chloromethyl-1-propene (11.26 g, 1 eq) was added dropwise over 1 hour. The solution was allowed to reflux overnight. The solution was cooled to 25 C, filtered, and reduced in vacuo to remove the methanol. The crude material was taken up in 500 mL of water and extracted with ether (4×150 mL). The ether layer was washed with 1N HCl, water, brine, and dried over sodium sulfate. The organic layer was reduced in vacuo to a crude orange oil. The oil was purified by flash chromatography 90:10 hexanes/ethyl acetate to yield 23.52 g of a colorless oil. Yield 85.8%. 1H NMR (400 MHz, CDCl3, delta): 7.23 (m, 4H, Ar-H), 6.74 (m, 4H, Ar-H), 5.84 (5, 2H, Ar-OH), 4.70 (5, 2H, C?CH2), 3.57 (5, 4H, CH2); 13C NMR (400 MHz, CDCl3, delta): 155.3 (C1), 140.45 (C10), 138.6 (C5), 134.3 (C8), 132.7 (C4), 126.0 (C7), 116.5 (C3), 116.0 (C6), 40.63 (C11); MS (ESI, m/z): [M+Li]+ calcd for C16H16O2S2, 344.3. found, 344.3.

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-2-chloromethyl-1-propene, its application will become more common.

Reference:
Patent; Fenoli, Christopher R.; Bowman, Christopher N.; US2014/303391; (2014); 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. 51572-93-1, name is O-(2,4-Dichlorobenzyl)hydroxylamine hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: O-(2,4-Dichlorobenzyl)hydroxylamine hydrochloride

General procedure: Compounds 6a-10d were synthesized from a stirring mixture of the starting material substituted 1,3-diphenyl-1H-pyrazole-4-carbonyl chloride derivatives (6-10) (2mmol) and substituted O-benzyl hydroxylamine hydrochloride (2.0mmol) with the help of pyridine (4.4mmol) in anhydrous tetrahydrofuran (15mL) at the room temperate for 2h. The reaction mixture was poured into three times its volume of cold water when the product as a solid. The solid was filtered under vacuum, and then recrystallized from ethanol-DMF to afford the pure product 6a-10d.

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; Lv, Xian-Hai; Ren, Zi-Li; Zhou, Ben-Guo; Li, Qing-Shan; Chu, Ming-Jie; Liu, Dao-Hong; Mo, Kai; Zhang, Li-Song; Yao, Xiao-Kang; Cao, Hai-Qun; Bioorganic and Medicinal Chemistry; vol. 24; 19; (2016); p. 4652 – 4659;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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 20850-43-5, Quality Control of 5-(Chloromethyl)benzo[d][1,3]dioxole

Preparation of 13-benzodioxol-5-ylmetllel propyl sulfone 5. 0 g of 5-(chloromethyl)-1, 3-benzodioxol was dissolved in 20 ml of anhydrous tetrahydrofuran and 20 ml of diethyl ether and then added to magnesium at 0C, and reacted for 10 minutes. The reactant was heated to 50C and reacted for 1 hour. The reaction mixture was cooled to 0C and then slowly added to a flask containing [1, 3-bis (diphenylphosphino) propane] nickel (II) dichloride as a catalyst. After the addition of 2.8 ml propane sulfonyl chloride, the mixture was reacted for 30 minutes, then the reactant was heated to 50C and reacted for 1 hour. Then, its pH was adjusted to 7 with dilute hydrochloric acid. The resulting mixture was extracted with diethyl ether and distilled water, dried over anhydrous magnesium sulfate and the solvent was removed. The residue was fractionated by column chromatography using ethyl acetate: n-hexane (1: 3), to give 0.8 g of the title compound of the following formula lc (Rf: 0.35, Yield: 7%). [Chemical Formula lc] The compound was dissolved in CDC13 and TMS and then characterized by H NMR spectroscopy. The result is as follows ; ‘H NMR S : 1. 16-1. 19 (t, 3H, J=7. 0Hz), 2.10-2. 15 (q, 2H, 7.4Hz), 2. 81 (s, 2H), 3.66-3. 69 (t, 2H, J=7.8Hz), 5.94 (s, 2H), 6.61-6. 63 (d of d, 1H), 6.68 (s, 1H), 7.28 (d, 1H, J=0.8).

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-(Chloromethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HAN, Sang Min; LEE, Myung Hee; CHOI, Won Chul; WO2005/70915; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 766545-20-4, 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 766545-20-4 as follows.

To a flask was added 2-chloro-5,6,7,8-tetrahydro-l,6-naphthyridine hydrochloride (CAS: 766545-20-4, Vendor: PharmaBlock, 60 mg, 293 pmol), methyl iodide (62 mg, 27 m., 439 pmol), K2CO3 (40 mg, 293 pmol) and THF (4 mL), the suspension was heated to 50 C for 2 hrs. After being cooled down, the mixture was filtered through celite and concentrated to give compound 34a (55 mg) as a pale yellow solid. MS: calc?d 183 (MH+), measured 183 (MH+).

According to the analysis of related databases, 766545-20-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H4ClNaO2S

The reaction was conducted with Pd(OH)2 (1.4 mg, 0.01 mmol), DABCO (2.3 mg, 0.02 mmol),sodium 4-chlorobenzenesulfinate (1f, 79.2 mg, 0.4 mmol), (E)-4-phenylbut-3-en-2-one (2a, 29.2mg, 0.2 mmol) and charged with argon (1 atm). TFA (0.1 mL, 6.7 equiv) and 1,4-dioxane (0.2 mL),H2O (0.2 mL) were added to the sealed reaction vessel by syringe. The resulting solution wasstirred at 120 C for 20 h. After cooling to room temperature, the volatiles were removed undervacuum and the residue was purified by column chromatography (silica gel, petroleum ether/ethylacetate = 30:1) to give 3p as pale yellow oil; yield 74%.

The synthetic route of 14752-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Wen; Zhou, Xianya; Xiao, Fuhong; Luo, Jiaying; Deng, Guo-Jun; Tetrahedron Letters; vol. 53; 33; (2012); p. 4347 – 4350;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 21711-56-8, 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. 21711-56-8, name is 4,4”-Dichloro-1,1′:2′,1”-terphenyl, This compound has unique chemical properties. The synthetic route is as follows.

A nitrogen stream under preparation example 1 in synthetic a-1(20.0 g, 66.85 mmol), Preparation Example 2 in the synthesized a-2(17.40 g, 66.85 mmol), Pd (OAc) 2 (1.50 g, 6.69 mmol), NaOtBu (16.06 g, 167.12 mmol), P (tBu)3 (2.70 g,13.37 mmol) to 400ml of xylene to 150 C at 24 hours into dongan stirring. After completion of the reaction, and extracted with methylene chloride and concentrated under reduced pressure to give the b-1 30.9 g purified by column chromatography

The chemical industry reduces the impact on the environment during synthesis 4,4”-Dichloro-1,1′:2′,1”-terphenyl. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Doosan Corporation; Cho, Hung Sang; Kim, Chung Han; Park, Ho Chul; Lee, Chang Jun; Sin, Jin Yong; Lee, Jae Hun; Baek, Young Mi; (19 pag.)KR2016/104607; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. Application In Synthesis of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

To 3-bromo-6-chloroimidazo[1,2-b]pyridazine (100.0 mg, 0.43 mmol) and tetrahydro-2H-pyran-4-ol (48 mg, 0.47 mmol) in N,N-dimethylformamide (2.0 mL) was added sodium hydride (12 mg, 0.52 mmol). The reaction was stirred at room temperature for an hour. Aqueous work-up with saturated NaHCO3 solution and ethyl acetate was followed by drying of the organic phase over MgSO4. After evaporation, 3-bromo-6-(tetrahydropyran-4-yloxy)-imidazo[1,2-b]pyridazine was obtained as an off-white solid (120 mg, 89%).MS (ESI (+)m/z): 297.59 (M+H+)1H NMR (CDCl3-d1, 300 MHz), delta 7.93 (d, J=9.6 Hz, 1H), 7.59 (s, 1H), 6.79 (d, J=9.6 Hz, 1H), 5.24 (m, 1H), 3.94 (m, 2H), 3.59 (m, 2-H), 2.13 (m, 2H), 1.83 (m, 2H).

The synthetic route of 13526-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Biogen Idec Ma Inc.; US2011/21513; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 19230-27-4, A common heterocyclic compound, 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, molecular formula is C6H3Br2Cl, 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 stirred mixture of (2-chloro-3 -(4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)phenyl)methanol (22.4 g, 83.3 mmol), 1,3-dibromo-2-chlorobenzene (33.8 g, 125 mmol), potassiumcarbonate (27.6 g, 200 mmol), and [1,1?-bis(diphenylphosphino)ferrocenejdichloropalladium(II) (1.83 g,2.50 mmol) in 1,4-dioxane (150 mL) and water (40 mL) was heated to 115 C in a heating block. After90 mm, the resulting mixture was allowed to cool to room temperature and was filtered through celite.Ethyl acetate (500 mL) was added, and the organic layer was washed with a mixture of water and brine(1:1 v:v, 300 mL), was dried over anhydrous sodium sulfate, was filtered, and was concentrated under

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; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1996-30-1, 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. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

j0108j A solution of 2-bromo-4-chloro-1-fluorobenzene (175 .iL, 1.377 mmol) in THF (4.59 mL) at -78 C was treated with n-BuLi (2.6 M, 741 jiL, 1.928 mmol) and the reaction mixture was stirred for 30 mm. To this was added tert-butyl 4- (methoxy(methyl)carbamoyl)piperidine-1-carboxylate (250 mg, 0.918 mmol) in one portion. The cooling bath was removed and the resulting reaction mixture was allowed to warm to rt and stirred for 1.5 h. Purification by automated flash silica gel chromatography using 10% EtOAc in hexanes afforded tert-butyl 4-(5-chloro-2-fluorobenzoyl)piperidine-1-carboxylate (287.9 mg, 92%) as a yellow oil. ESI-MS mlz [M+Na]+ 364.20.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-fluorochlorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; ADAMS, Mark E.; BROWN, Jason W.; HITCHCOCK, Stephen; HOPKINS, Maria; KIKUCHI, Shota; LAM, Betty; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; WO2015/123533; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics