Month: August 2021

Related Products of 210532-25-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 210532-25-5 name is 3,5-Difluorobenzene-1-sulfonyl chloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A mixture of (4-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d] pyrimidin-7-yl) methyl pivalate 6 (1.00 g, 0.0037 mol) andtriethylaminein (1.12 g, 0.011 mol) were dissolved in N,N-dimethylacetamide(10 ml), followed by addition of various sulfonyl chloride(0.0044 mol) and was stirred at 60 C for 4 h. The reaction mixture waspoured into ice water (50 ml). The residue was filtered and washed withwater, and dried to give compounds 7a-7p.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Difluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Article; Jiang, Feng; Zang, Linghe; Miao, Xiuqi; Jia, Fang; Wang, Jie; Zhu, Minglin; Gong, Ping; Jiang, Nan; Zhai, Xin; Bioorganic and Medicinal Chemistry; vol. 27; 18; (2019); p. 4089 – 4100;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 39226-96-5, These common heterocyclic compound, 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, 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.

Example 49 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-methyl-2-oxo-4- imidazolidinecarboxamide (E49) (in a form obtainable or prepared from (4S)-2-oxo- S-^phenylmethy^oxyJcarbonylJ^-imidazolidinecarboxylic acid); A mixture of 1-methyl-2-oxo-4-imidazolidinecarboxylic acid (144 mg, 1 mmol), N- ethyl morpholine (0.767 ml, 6.00 mmol), 1-hydroxybenzotriazole hydrate (184 mg, 1.200 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (230 mg, 1.200 mmol) in dichloromethane (18 ml) was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (210 mg, 1.000 mmol) in dichloromethane (2 ml) was added and the reaction stirred at room temperature for hours. The mixture was diluted with dichloromethane and the mixture was washed with 3N citric acid solution. The organic phase was separated, washed with brine, dried and evaporated. The residue was purified by mass-directed automated HPLC to give the N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1-methyl- 2-oxo-4-imidazolidinecarboxamide (150 mg, 55%). LC/MS [M+H]+ = 336, retention time = 2.22 minutes.

The synthetic route of 39226-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 261762-56-5, 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 261762-56-5 as follows.

Example 12 5-{[1-(4-Chloro-3-fluoro-2-methoxyphenyl)-3,3,3-trifluoro-2-hydroxy-2-(methoxymethyl)propyl]amino}-7-fluoro-1H-quinolin-2-one; (4-chloro-3-fluoro-2-methoxyphenyl)[2-(trifluoromethyl)oxiranyl]methanone1 g (6.2 mmol) 3-Chloro-2-fluoroanisole in 10 ml THF are cooled to -70 C. and 2.7 ml of a 2.5 M n-butyl lithium solution in hexane are added. After 1.5 hours at -70 1 g (6.9 mmol) N,N’-dimethoxy-N,N’-dimethyl urea in 6 ml THF are added at -70 C. and the mixture is stirred another hour at -70 C. 7.5 ml of a 2 M aqueous HCl are added and the reaction is warmed to ambient temperature over 18 hours. The reaction mixture is partitioned between diethyl ether and water. The aqueous phase is extracted with diethyl ether, the combined organic phases are washed with brine, dried over sodium sulfate and evaporated. The crude product is purified by chromatography on silica gel (ethyl acetate in hexane 0 to 30%) to yield 0.59 g 4-chloro-3-fluoro-2,N-dimethoxy-N-methylbenzamid. 1H-NMR (CDCl3); delta=3.35 (br, 3H), 3.49 (br, 3H), 3.98 (s, 3H), 6.99 (dd, 1H), 7.13 (dd, 1H).0.44 ml (5.1 mmol) 1,1,1-trifluoro-2,3-epoxypropane in 7.5 ml THF and 2.2 ml hexane are cooled to -100 C. and 2.03 ml of a 2.5 M n-butyl lithium solution (5.1 mmol) in hexane are added over 15 minutes while the temperature does not exceed -95 C. 10 minutes after complete addition 0.57 g (2.3 mmol) 4-chloro-3-fluoro-2,N-dimethoxy-N-methylbenzamid in 10 ml THF are added over 15 minutes while the temperature does not exceed -95 C. After 3 hours at -100 C. 2.3 ml diethyl ether is added and the reaction mixture is warmed to room temperature over 14 hours. The reaction is quenched by addition of saturated ammonium chloride solution. The phases were separated and the aqueous layer is extracted twice with diethyl ether, the combined organic phases washed with brine, dried over sodium sulphate and then evaporated to yield 570 mg of (4-chloro-3-fluoro-2-methoxyphenyl)[2-(trifluoromethyl)oxiranyl]methanone. 1H-NMR (CDCl3); delta=2.99 (dq, 1H), 3.37 (d, 1H), 4.14 (d, 3H), 7.18 (m, 1H), 7.19 (m, 1H). 285 mg (0.95 mmol) (4-Chloro-3-fluoro-2-methoxyphenyl)[2-(trifluoromethyl)oxiranyl]methanone are stirred with 622 mg (1.9 mmol) caesium carbonate in 6.7 ml methanol. The reaction is quenched by addition of water after one day. The aqueous layer is extracted with ethyl acetate, the combined organic phases are washed with brine, dried over sodium sulphate and then evaporated to yield 262 mg 1-(4-chloro-3-fluoro-2-methoxyphenyl)-3,3,3-trifluoro-2-hydroxy-2-methoxymethypropan-1-one. To 27 mg (0.15 mmol) 5-Amino-7-fluoro-1H-quinolin-2-one and 50 mg (0.15 mmol) 1-(4-chloro-3-fluoro-2-methoxyphenyl)-3,3,3-trifluoro-2-hydroxy-2-methoxymethypropan-1-one in 0.45 ml toluene and 0.13 ml 1,4-dioxane are added 33 mul acetic acid and 0.12 ml tetra butyl orthotitanate. The mixture is heated over 20 hours to 110 C., cooled to room temperature and poured into aqueous ammonium fluoride solution. Ethyl acetate is added and the mixture is stirred vigorously for 30 minutes. Phases are separated and two times extracted with ethyl acetate. The combined organic phases are concentrated to yield quantitatively 5-{[1-(4-chloro-3-fluoro-2-methoxyphenyl)-3,3,3-trifluoro-2-hydroxy-2-methoxymethylpropylidene]amino}-7-fluoro-1H-quinolin-2-one. The raw imine in 4.2 ml methanol is cooled to 5 C. and 120 mg sodium boron hydride are added in multiple portions over the period of 72 hours. The reaction is quenched by addition of saturated ammonium chloride solution and diluted with water and ethyl acetate. The phases are separated, the aqueous layer is extracted with ethyl acetate, the combined organic phases are washed with brine and dried over sodium sulphate. After removal of the solvent preparative thin layer chromatography on silica gel (acetone in methylene chloride, 30%) yields 9.5 mg of the title compound.1H-NMR (CD3OD); delta=3.44 (s, 3H), 3.65 (m, 1H), 3.69 (d, 1H), 4.05 (d, 3H), 5.44 (s, 1H), 6.03 (dd, 1H), 6.30 (dd, 1H), 6.45 (d, 1H), 7.12 (dd, 1H), 7.35 (dd, 1H), 7.94 (d, 1H).

According to the analysis of related databases, 261762-56-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Berger, Markus; Rehwinkel, Hartmut; Zollner, Thomas; May, Ekkehard; Hassfeld, Jorna; Schacke, Heike; US2009/137564; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 69695-61-0, name is 2-Chloro-4-(trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-4-(trifluoromethoxy)aniline

General procedure: Under argon condition [26], p-TsCl (p-toluenesulfonyl, 1.2 mmol) in 2 mL dichloromethane was injected to the 2 mL dichloromethane mixture of compounds 1-9 (1 mmol) and 4-dimethylaminopyridine (2.4 mmol) at reflux temperature. The aromatic amine or heteroaromatic amine (1.2 mmol) was injected to the reaction mixture 2 h later. The mixture was stirred for another 2 h. After removing solvent in vacuo, the residue was quenched with EtOAc and water, neutralized with sat. NaHCO3 solvent, the EtOAc layer was dried over anhydrous Na2SO4 and concentrated. The residue was chromatographed on silica gel (EtOAc-petroleum ether) to give target compounds. The structures of compounds 1a-9s were showed in the Supporting information.

According to the analysis of related databases, 69695-61-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Ye; Lei, Chao; Xu, Xiao-Yong; Shao, Xu-Sheng; Li, Zhong; Chinese Chemical Letters; vol. 27; 3; (2016); p. 321 – 324;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 61881-19-4,Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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.

Perbenzoylated glucopyranoside (2.00 g, 2.85 mmol) was dissolved in CH2Cl2 (10 mL) followedby addition of 30% HBr/AcOH (1.33 mL). The reaction mixture was stirred for 3 h and thenpoured into ice water (100 mL). The aqueous phase was extracted with CH2Cl2 (2×50 mL). Thecombined organic phases were dried over MgSO4, filtered and concentrated. Without furtherpurification the off-white solid was dissolved in acetone (10 mL) and H2O (0.5 mL). Ag2CO3 (0.404 g, 1.46 mmol) wasadded and the reaction mixture was stirred for 2 h at 22 C. The suspension was filtered through a plug of celite andconcentrated to give the product in quantitative yield. Rf 0.36 (2:1 heptane/EtOAc).The residue was dissolved in CH2Cl2 (20 mL). The solution was cooled to 0 C followed by addition of PTFAICl (1.18 g,5.70 mmol) and Cs2CO3 (1.86 g, 5.70 mmol). The reaction was stirred at 0 C for 5 h. The reaction was filtered,concentrated and the crude was purified by flash chromatography (9:1 Tol/EtOAc) to give the product 9 as a whitepowder. Yield: 1.73 g (79% over two steps)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, its application will become more common.

Reference:
Article; Andersen, Mathias C.F.; Boos, Irene; Marcus, Susan E.; Kra?un, Stjepan K.; Rydahl, Maja Gro; Willats, William G.T.; Knox, J. Paul; Clausen, Mads H.; Carbohydrate Research; vol. 436; (2016); p. 36 – 40;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, molecular formula is C5H10ClO3P, 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. Recommanded Product: 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide

(2R,3R,4R, 5R)-5 -((((((2R,3R,4R, 5R)-5-(6-Benzamido-9H-purin-9-yl)-4-((tert- butyldimethylsilyl)oxy)-2-(hydroxymethyl)tetrahydrofuran-3 -yl)oxy)(2-cyanoethoxy)phosphoryl)oxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-2-(4-oxo-4, 5 -dihydro1 H-imidazo [4,5 -c]pyridin- 1 -yl)tetrahydrofuran-3 -yl hydrogen phosphonate (160 mg) was subjected to azeotropic dehydration with anhydrous pyridine, and anhydrous pyridine (3.0 mL) was added thereto. To the mixture was added 2-chloro-5,5-dimethyl-1,3,2- dioxaphosphinane 2-oxide (99 mg) at room temperature, and the mixture was stirred at room temperature for 1 hr. Water (96 1iL) and iodine (50.5 mg) were added thereto, and the mixture was stirred at room temperature for additional 20 mm. To the reaction mixture was added a mixture of sodium thiosulfate (190 mg) and water (0.4 mL), and the mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (10.6 mg). MS: [M+H] 1044.3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4090-55-5, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YOSHIKAWA, Masato; SAITOH, Morihisa; KATO, Taisuke; YOSHITOMI, Yayoi; SEKI, Tomohiro; NAKAGAWA, Yasuo; TOMINARI, Yusuke; SETO, Masaki; SASAKI, Yusuke; OKANIWA, Masanori; ODA, Tsuneo; SHIBUYA, Akito; HIDAKA, Kosuke; SHIOKAWA, Zenyu; MURATA, Shumpei; OKABE, Atsutoshi; NAKADA, Yoshihisa; MOCHIZUKI, Michiyo; FREEZE, Brian Scott; TAWARAISHI, Taisuke; WADA, Yasufumi; GREENSPAN, Paul D.; (423 pag.)WO2018/100558; (2018); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 626-43-7,Some common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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 benzoyl isothiocyanate (1.01 g, 6.17 mmol, Eq: 1.00) in acetone (15 mL), was added 3,5-dichloroaniline (1 g, 6.17 mmol, Eq: 1.00). The reaction mixture was heated at 40C for 3 hr. TLC shows starting material. The reaction was heated to 50C overnight. The reaction was cooled to room temperature, and carefully poured into ice water (pH 5). The resulting sold was filtered, washed with water, and dried to give 1.85 g (92%) of desired product as an off- white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloroaniline, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DING, Qingjie; JIANG, Nan; WEIKERT, Robert James; WO2014/135472; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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 4090-55-5, Recommanded Product: 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide

In a reflux condenser, thermometer, stirrer,Constant pressure dropping funnel 2000mL four-necked flask was added74g cyclic phosphorus oxychloride,8g anhydrous aluminum trichloride and800mL chloroform,Under stirring to make it fully dissolved.Under stirring at 10 C,22.8g of cyclohexanediamine was added to a four-necked flask,To be added after completion of cyclohexanediamine, the temperature was raised to 50 , and at this temperature for 8h,After the reaction was completed, the solvent was recovered by distillation under reduced pressure, the residue was washed with deionized water three times,A white solid powder was obtained, which was dried at 60 C for 10 h to give 72.5 g of the product in a yield of 88.8% by weight.

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:
Patent; Sinopec Corporation; Sinopec Corporation Fushun Petrochemical Institute; Zhao Wei; Wang Xiaolin; Li Ming; Liu Mingrui; Xue Qian; (8 pag.)CN104558039; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 697-86-9, These common heterocyclic compound, 697-86-9, name is 2-Bromo-4,6-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.

g) [(2,4-dichloro-6-bromophenyl)-hydrazono]propanedinitrile, mp 134-136 C. from 2,4-dichloro-6-bromoaniline (Eur. J. Med. Chem. Clin. Therap. 12, 361 [1977])

Statistics shows that 2-Bromo-4,6-dichloroaniline is playing an increasingly important role. we look forward to future research findings about 697-86-9.

Reference:
Patent; Boehringer Mannheim GmbH; US5215924; (1993); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 118-69-4, A common heterocyclic compound, 118-69-4, name is 2,6-Dichlorotoluene, molecular formula is C7H6Cl2, 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.

Ammoxidation runs were carried out in a fixed bed tubular quartz reactor, which is filled with 5g of catalyst particles prepared by the methods described in examples 1 to 3 and mixed with corundum particles of the same size in 1: 1 by weight ratio. A preheating zone is provided on the top of the catalyst bed. The catalyst was activated in a mixture of air and [NH3] at [400C] for 4 hours and then the catalytic runs were performed. The 2,6-DCT and [H20] were pumped in the mole ratio of 1: 15 to 20. The product stream was collected for every half-an-hour and analysed by gas chromatography. The reaction was carried out under the following reaction conditions. A reaction temperature of 350 to [400C] was used, and the GHSV comprised between 650-750 [H-‘.] The contact time consisted of 4.8 to 5.5 seconds. The mole ratio of 2,6-DCT : H20 : NH3: air was 1: 15: 3-4: 21, the molar concentration of 2,6-DCT was 2.4 % and the ratio of O/NH3 was 1. [1 %.]

The synthetic route of 118-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TESSENDERLO CHEMIE S.A.; WO2003/101939; (2003); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics