Tag: M.W=200-300

Some common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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. COA of Formula: C6H3ClF2O2S

To a 250 mL Erlenmeyer flask were added 3,5-difluorobenzenesulfonyl chloride (5.00 g, 23.5 mmol) and 50 mL of dichloromethane. A 26% solution of diethylamine (5.0 mL, 52.7 mmol) in water was added to the flask followed by DI water (40.0 mL). The solution was heated to 40 C for 24 h with vigorous stirring. The reaction mixture was then extracted twice with 25 mL portions of dichloromethane and the organic layer was subsequently washed with 50.0 mL of 5% HCl solution, DI water, 50.0 mL of 0.1 M NaOH solution, and finally water. The organic layer was then evaporated under reduced pressure to yield a yellow solid, which was then recrystallized from hexanes to afford 3.5 g (61%) of the title compound as a light yellow crystalline solid (m.p. 50-51 C). 1H NMR (CDCl3, delta): 7.4-7.5 (m, 2 H), 7.00 (tt, 1 H), 3.2-3.3 (q, 4 H), 1.2-1.3 (t, 6 H); 13C NMR (CDCl3, delta): 14 (s), 42 (s), 107 (t), 110 (dd), 143 (t), 162.9 (dd) all with respect to TMS at 0.0 ppm; 19F NMR (DMSO-d6, delta): -106.3. GC/MS: m/z: 249. Elemental analysis: Calc. Anal. for C10H13F2NSO2: C, 48.16; H, 5.26; Found: C, 48.07; H, 5.13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 210532-25-5, its application will become more common.

Reference:
Article; Selhorst, Ryan; Fossum, Eric; Polymer; vol. 54; 2; (2013); p. 530 – 535;,
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Related Products of 53531-69-4, A common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, molecular formula is C7H6BrClO2S, 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 solution of (4-bromo-phenyl)-methanesulfonyl chloride (1.4 g, 5.2 mmol) in DCM (20 mL) at room temperature was added pyridine (1.26 mL, 15.6 mmol) followed by 3-chloroaniline (1.1 mL, 10.4 mmol) and the reaction was stirred at room temperature for 3 hours. 1 M aqueous HCl was added and then extracted with DCM, filtered through a separator, concentrated, dry loaded onto silica and purified by silica gel column chromatography (0-100% DCM in cyclohexane) to give C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide (0.61 g, 1.68 mmol). 1H NMR (300 MHz, CDCl3): delta 7.49 (d, 2H), 7.26 (m, 1H), 7.13-7.15 (m, 4H), 6.96-6.98 (m, 1H), 6.31 (s, 1H), 4.31 (s, 2H).

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; GENENTECH, INC.; Fauber, Benjamin; Rene, Olivier; Bodil van Niel, Monique; Gaines, Simon; Killen, Jonathan; Ward, Stuart; US2014/163024; (2014); A1;,
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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;,
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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. 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;,
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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;,
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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;,
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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. 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;,
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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

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 63624-28-2 as follows. Recommanded Product: 2,4-Dimethoxybenzene-1-sulfonyl chloride

General procedure: A mixture of norfloxacin (a) or ciprofloxacin (b) (1 mmol) (refPreviewPlaceHolderScheme 1) and K2CO3 (152 mg, 1.1 mmol) was stirred in acetone (20 mL) at room temperature for 20 min. To the resulted mixture, the appropriate arenesulfonyl chloride (1.2 mmol) in acetone (5 mL) was added dropwise over a period of 20 min. The reaction mixture was further stirred at room temperature for 24 h. The separated solid was then filtered, washed with cold water, dried and crystallized from the appropriate solvent.

According to the analysis of related databases, 63624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Abdel-Aziz, Alaa A.-M.; Asiri, Yousif A.; Al-Agamy, Mohamed H.M.; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5487 – 5497;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics