Month: September 2021

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

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

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

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

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

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

Related Products of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step E4-[(4, 6- dicyclopropyl- 7-m ethyl- 1 H-benz imidazol-2-yl)carbon yl]-1-(trans-4- hydroxycyclohexyl)-2- piperazinone[00278] 4, 6-dicyclopropyl-3-methyl-1 , 2-benzenediamine (167 mg, 0.826 mmol) was dissolved in acetic acid (10 ml) before methyl 2,2,2-trichloromethylacetimidatate (0.146 ml, 1.16 mmol) was added drop-wise. The mixture was stirred at room temperature until the reaction was complete (~3 hours). The reaction was diluted with ethyl ether and then water added. The mixture was extracted 2 times with ethyl ether. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated. The residue was dissolved in acetonitrile (5 ml) before water (1.7 ml) was added. 1-(trans-4-hydroxycyclohexyl)-2-piperazinonehydrochloride (370 mg, 1.58 mmol) was added followed by drop-wise addition of potassium carbonate (4M) (0.789 ml, 3.15 mmol). The mixture was stirred for 1 hour. LC-MS showed none of the amide product, but the 2-carboxylic acid was observed. The reaction was concentrated and N,N-dimethylformamide (3 mL) added to the residue. N,N- diisopropylethylamine (0.551 ml, 3.15 mmol) was added followed by N-[(dimethylamino)(3H- [1 ,2,3]triazolot4,5-b]pyridin-3-yloxy)methylidene]-N-methylmethanaminium hexafluorophosphate (HATU) (360 mg, 0.946 mmol). The mixture was stirred for 2 hours and quenched with brine. The mixture was extracted 3 times with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated. The residue was purified by silica chromatography eluting with a gradient of 0% to 10% methanol in dichloromethane.Fractions were concentrated to leave the title compound (62 mg, 18%) as a white solid. LCMS: m/z 437 (M+1).

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

Reference:
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John G; FANG, Jing; PEAT, Andrew James; TAI, Vincent; TURNER, Elizabeth; WO2011/97491; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 26487-67-2,Some common heterocyclic compound, 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, molecular formula is C8H17Cl2N, 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 solution of 1,1-bis(4-hydroxyphenyl)-2-hexyloct-1-ene (40.0 mg, 0.105 mmol) in DMF (1.80 mL) at 0 °C was added 55percent sodium hydride (dispersion in paraffin liquid, 36.7 mg, 0.841 mmol). The reaction mixture was stirred for 1 h at 50 °C and then N-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (68.7 mg, 0.347 mmol) was added in portions at room temperature. After the reaction mixture had been stirred for 3 h at 50 °C, saturated aqueous ammonium chloride was added at 0 °C. The mixture was extracted with dichloromethane and the organic layer was dried over sodium sulfate. After filtration of the mixture and evaporation of the solvent, the crude product was purified by thin layer chromatography on silica (eluant; ammoniacal chloroform/methanol = 9/1) to afford RID-F-S*24 (compound 16) (57.4 mg, 87percent) as a pale yellow oil

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2-Chloroethyl)azepane hydrochloride, its application will become more common.

Reference:
Article; Hasegawa, Makoto; Yasuda, Yukari; Tanaka, Makoto; Nakata, Kenya; Umeda, Eri; Wang, Yanwen; Watanabe, Chihiro; Uetake, Shoko; Kunoh, Tatsuki; Shionyu, Masafumi; Sasaki, Ryuzo; Shiina, Isamu; Mizukami, Tamio; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 290 – 305;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 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.

3. 3-Bromo-6-chloro-imidazon , 2-blpyridazine (5)[0140] The 6-Chloro-imidazo[1 ,2-b]pyridazine (4) (500 mg, 0.0032 mol) was taken in glacial acetic acid (5 ml) and bromine (0.4 ml) was added slowly at room temperature. After 20 minutes, solid precipitated out and was filtered. The solid was washed with ether (3 x 15 ml) and dried under air to give 3-Bromo-6-chloro-imidazo[1 ,2-b]pyridazine (5) (400mg, yield = 60%).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUPERGEN, INC.; WO2008/58126; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13918-92-8, 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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compound 11a (800 mg,2.0 mmol) was dissolved in 10 ml ethyl acetate and then 9 N HCl(5 ml) was added, the reaction mixture was stirred for 30 min at roomtemperature, the reaction solvent was neutralized by NaHCO3 topH=8, 50 ml ethyl acetate and 30 ml H2O was added, after stirredadequately, the organic layer was separated, and concentrated, andthen the crude product was purified by silica gel columnchromatography using a mixture solvent of dichloromethane:methanol (20:1), to give white powder (540 mg); Above whitepowder (150 mg, 0.5 mmol) was dissolved in THF (10 ml),iodomethane (107 mg, 0.75 mmol) and triethylamine (0.5 ml) wereadded in the solvent. After the reaction mixture was stirred for 1 h at room temperature, the solvent was concentrated, the residues was purified by silica gel column chromatography using a mixture solvent ofdichloromethane: methanol (40:1), to give (12aa) Yield 49%, White powder.

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-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Min; Jiang, Li; Tao, Jia; Pan, Zhaoping; He, Mingyao; Su, Dongyuan; He, Gu; Jiang, Qinglin; Bioorganic and Medicinal Chemistry; vol. 27; 11; (2019); p. 2268 – 2279;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics