Category: 210532-25-5

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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3,5-Difluorobenzene-1-sulfonyl chloride

General procedure: To a solution of intermediate 13 (10mmol) and triethylamine (15mmol) in dichloromethane (20ml), a solution of appropriate acyl chlorides or sulfonyl chlorides (1.05 eq) in dichloromethane (3ml) was added dropwise at room temperature overnight. The mixture was washed with saturated aqueous sodium bicarbonate and brine. After removing the solvent under reduced pressure, the crude product was purified by flash chromatography on silica gel to yield the intermediates 14a-n, 15a-k, 16a-h, 17a-m. Subsequently, to a solution of the above intermediates (2mmol) in methanol/H2O (75%, 10ml) was added lithium hydrate (2.4mmol). The resulting mixture was allowed to warm up to 60C for 4h. The reaction mixture was allowed to cool to room temperature and concentrated under pressure to remove methanol. The resulting mixture was diluted by water and acidified with aqueous HCl (1mol/L) till pH=3. The white solid was collected by filtration, washed with water three times and dried to give the target compounds.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 210532-25-5.

Reference:
Article; Guo, Yongzhi; Zhao, Yuqian; Wang, Guan; Chen, Yi; Jiang, Yingnan; Ouyang, Liang; Liu, Bo; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 402 – 418;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 210532-25-5, These common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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.

General procedure: Preparation of target compounds 3a-k: Intermediate 2 (0.1 g)and arylsulfonyl chloride (1 equiv) were dissolved in 3 mL dry pyridineat 0 C, and the reaction mixture was stirred overnight atroom temperature. The reaction was quenched by adding waterand acidifying the solution with 3 mL concentrated HCl. The productwas filtered and washed with water, or was extracted withethyl acetate and dried over Na2SO4, and the solvent was evaporated.If needed, further purification was achieved by recrystallizationfrom absolute methanol, affording target compounds 3a-k.

The synthetic route of 210532-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Boshi; Wang, Xueshun; Liu, Xinhao; Chen, Zihui; Li, Wanzhuo; Sun, Songkai; Liu, Huiqing; Daelemans, Dirk; De Clercq, Erik; Pannecouque, Christophe; Zhan, Peng; Liu, Xinyong; Bioorganic and Medicinal Chemistry; vol. 25; 16; (2017); p. 4397 – 4406;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 210532-25-5, 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 210532-25-5 as follows.

To a mixture of 3-({3-[(tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-acetyl)-amino]-pyridine- 4-carbonyl}-amino)-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-l-carboxylic acid ethyl ester hydrochloride (0.75 mmol), dry dichloromethane (50 mL) and triethylamine (0.84 mL, 6 mmol) was added 3,5-difluorobenzenesulfonyl chloride (478 mg, 2.25 mmol). The mixture was stirred at room temperature for 4 hours then methanol (10 mL) and triethylamine (5 mL) were added. The mixture was then heated to 600C and the stirring continued for 2 hours. The solvents were evaporated and the crude residue purified by flash chromatography on silica gel, affording the title compound as pale yellow solid (100 mg). IH-NMR (400 MHz), delta (ppm, DMSOtZ6): 12.59, 12.35 (2s, IH), 11.04, 11.02 (2s, IH), 8.87, 8.82 (2s, IH), 7.93, 7.86 (2m, IH), 7.71-7.52 (m, 4H), 7.28 (d, IH), 4.61, 4.52 (2s, 2H), 3.86 (m, 2H), 3.81 (m, IH), 3.50 (m, 2H), 1.98 (m, 2H), 1.68, 1.64 (2s, 6H), 1.44 (m, 2H), mixture of tautomers

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; WO2007/68637; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 210532-25-5,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.

To a suspension of 3-amino-4,5,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-2-carboxylic acid ethyl ester hydrochloride (36.2 g, 127.8 mmol) in anhydrous dichloromethane (1 L), at 0-5C, N,N-diisopropylethylamine (111.3 mL, 639 mmol) was added. To the resulting solution, 3,5-difluorobenzenesulfonyl chloride (27.17 g, 127.8 mmol) was added portionwise. The mixture was stirred at 0-5C for 1 hour then at room temperature for 3 hours. The organic phase was washed with NaHCC>3 satured solution, water and brine, dried over sodium sulfate filtered and evaporated. The crude, was triturated with diethylether (500 mL) to obtain the title compound as yellowish solid (45.48 g, 92%). IH-NMR (400 MHz), delta (ppm, DMSOtZ6): 7.71 (m, IH), 7.51 (m, 2H), 6.38 (bs, 2H), 4.34 (q, J=7.1 Hz, 2H), 3.99 (s, 2H), 3.44 (m, 2H), 2.58 (m, 2H), 1.30 (t, J= 7.1 Hz, 3H).

The synthetic route of 210532-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; WO2007/68619; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 210532-25-5, 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

Example llbis-a: N-(6-chloro-5-cyanopyridin-3-yl)-3,5-difluorobenzene- sulfonamide 1.132 g (5.32 mmol) of 3,5-difluorobenzene-l-sulfonyle chloride is added under argon to a solution of 545 mg (3.55 mmol) of 5-amino-2-chloronicotinotrile in 20 mL of an anhydrous 1 : 1 mixture of THF and pyridine. The reaction medium is heated to 70C for 3 hours and let 12 additional hours under stirring at room temperature. The solvent is dry evaporated and the crude reaction product is redissolved in ethyl acetate and washed with several aqueous fractions. The organic phase is dried on magnesium sulfate, filtered, concentrated and then purified by silica gel chromatography to yield 784 mg (67%) of N-(6-chloro-5-cyanopyridin-3-yl)-3,5-difluorobenzene-sulfonamide. 1H NMR: deltaEta ppm (400 MHz, DMSO): 11 ,39 (1H, si, NH), 8.34 (1H, m, CHarom), 8.10 (1H, m, CHarom), 7.67 (1H, m, CHarom), 7.59 (2H, m, CHarom).

The chemical industry reduces the impact on the environment during synthesis 3,5-Difluorobenzene-1-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIERRE FABRE MEDICAMENT; SOKOLOFF, Pierre; CACHOUX, Frederic; WO2014/16433; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature 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.

1.132 g (5.32 mmol) of 3,5-dif uorobenzene-l-sulfonyle chloride is added under argon to a solution of 545 mg (3.55 mmol) of 5-amino-2-chloronicotinotrile in 20 mL of an anhydrous 1 : 1 mixture of THF and pyridine. The reaction medium is heated to 70C for 3 hours and let 12 additional hours under stirring at room temperature. The solvent is dry evaporated and the crude reaction product is redissolved in ethyl acetate and washed with several aqueous fractions. The organic phase is dried on magnesium sulfate, filtered, concentrated and then purified by silica gel chromatography to yield 784 mg (67%) of N-(6-chloro-5-cyanopyridin-3-yl)-3,5-difluorobenzene-sulfonamide.1H NMR: deltaEta ppm (400 MHz, DMSO) : 1 1,39 (1H, si, NH), 8. 34 (1H, m, CHarom), 8, 10 (1H, m, CHarom), 7,67 (1H, m, CHarom), 7,59 (2H, m, CHarom).

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:
Patent; PIERRE FABRE MEDICAMENT; KALOUN, El Bachir; BEDJEGUELAL, Karim; RABOT, Remi; KRUCZYNSKI, Anna; SCHMITT, Philippe; PEREZ, Michel; RAHIER, Nicolas; WO2012/101239; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 210532-25-5,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.

[0 144j To a solution of 5 -(aminomethyl)-N-((2-methylthiazol-5 -yl)methyl)pyrazine-2- carboxamide (0.070 g, 0.26 mmol) and 3,5-difluorobenzenesulfonyl chloride (0.056 g, 0.26 mmol) in dichioromethane (2 mL) was added triethylamine (0.1 mL, 0.53 mmol) at 0 C and resulting solution was stirred at room temperature for 1 h. The reaction mixture was diluted with water (20 mL) and extracted with dichloromethane (15 mL x 3). The organic layer was washed with saturated sodium bicarbonate solution (10 mL x 2), brine (20 mL), dried over sodium sulfate and concentrated under vacuum to get the crude material which was purified by preparative HPLC (analytical conditions: column: Xbridge C18 (19 mm X 250 mm X 5 jim), mobile phase (A): 5 mM ammonium acetate in water, mobile phase (B): HPLC grade acetonitrile. Elution gradient: 0-20 mm, 5-95% B in A) to afford the title compound 5-(((3,5- difluorophenyl)sulfonamido)methyl)-N-((2-methylthiazol-5 -yl)methyl)pyrazine-2-carboxamide (0.013 g, 12% yield) as an off-white solid. Calculated M+H: 440.06; Found M+H: 440.13.

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-Difluorobenzene-1-sulfonyl chloride, its application will become more common.

Reference:
Patent; MNEMOSYNE PHARMACEUTICALS, INC.; ANDERSON, David R.; VOLKMANN, Robert A.; WO2015/48503; (2015); A2;,
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 210532-25-5 as follows. name: 3,5-Difluorobenzene-1-sulfonyl chloride

A solution of 3-(2-chloro-10H-phenothiazin-10-yl)propan-1-amine hydrochloride (0.080 g, 0.244 mmol) in DMF (1.5 ml) was cooled to 0 C, treated with triethylamine (71.0 muL, 0.513 mmol), and 3,5-difluorobenzenesulfonyl chloride (0.057 g, 0.268 mmol). The mixture was warmed to 25 C, and stirred for 2 h. The mixture was poured over saturated aqueous NaCl (50 mL), and extracted with ethyl acetate (3 50 mL). The combined organic extracts were washed with saturated aqueous NaCl (2 50 mL), dried (Na2SO4), and concentrated in vacuo. The residue was dissolved in a minimal amount of CH2Cl2 and purified by flash chromatography (SiO2, 0-35% ethyl acetate-hexanes) to afford the title compound as a white solid triturated from ethyl ether-hexanes (0.0736 g, 65%). 1H NMR (600 MHz, CDCl3) 7.17-7.22 (4H, m), 7.11 (1H, d, J = 8.2 Hz), 7.01 (1H, t, J = 7.6 Hz), 6.95 (2H, m), 6.85 (1H, d, J = 8.1 Hz), 6.81 (1H, s), 5.23 (1H, t, J = 5.9 Hz), 3.93 (2H, t, J = 5.8 Hz), 3.13 (2H, dd, J = 12.2, 6.1 Hz), 1.97 (2H, quintet, J = 5.9 Hz); 13C NMR (150 MHz, CDCl3) 163.7 (d, J = 48.0 Hz), 162.0 (d, J = 44.2 Hz), 146.5, 144.5, 143.4 (t, J = 34.3 Hz), 133.8, 128.6, 128.2, 127.9, 126.0, 124.8, 123.9, 123.3, 116.3 (d, J = 52.7 Hz), 110.6 (dd, J = 85.3, 26.0 Hz), 108.3 (t, J = 100.6 Hz), 45.3, 42.0, 26.3; LCMS m/z 467.1 ([M + H+], C21H17ClF2N2O2S2 requires 467.0).

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kastrinsky, David B.; Sangodkar, Jaya; Zaware, Nilesh; Izadmehr, Sudeh; Dhawan, Neil S.; Narla, Goutham; Ohlmeyer, Michael; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6528 – 6534;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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. SDS of cas: 210532-25-5

General procedure: To a solution of intermediate 13 (10mmol) and triethylamine (15mmol) in dichloromethane (20ml), a solution of appropriate acyl chlorides or sulfonyl chlorides (1.05 eq) in dichloromethane (3ml) was added dropwise at room temperature overnight. The mixture was washed with saturated aqueous sodium bicarbonate and brine. After removing the solvent under reduced pressure, the crude product was purified by flash chromatography on silica gel to yield the intermediates 14a-n, 15a-k, 16a-h, 17a-m. Subsequently, to a solution of the above intermediates (2mmol) in methanol/H2O (75%, 10ml) was added lithium hydrate (2.4mmol). The resulting mixture was allowed to warm up to 60C for 4h. The reaction mixture was allowed to cool to room temperature and concentrated under pressure to remove methanol. The resulting mixture was diluted by water and acidified with aqueous HCl (1mol/L) till pH=3. The white solid was collected by filtration, washed with water three times and dried to give the target compounds.

The synthetic route of 3,5-Difluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Yongzhi; Zhao, Yuqian; Wang, Guan; Chen, Yi; Jiang, Yingnan; Ouyang, Liang; Liu, Bo; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 402 – 418;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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 210532-25-5, SDS of cas: 210532-25-5

Example 16 2-(4-(8-Bromo-3-(3,5-difluorophenylsulfonyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile To a solution of 2-(4-(8-bromo-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile (Intermediate 1, 50 mg, 0.12 mmol) and triethylamine (24.4 mg, 0.24 mmol) in dichloromethane (6 ml) was added 3,5-difluorobenzene-1-sulfonyl chloride (38.26 mg, 0.18 mmol) at 0 C. The reaction was stirred at RT for 3 hours. The reaction mixture was poured into cold water and organic layer was separated. The aqueous layer was extracted with dichloromethane. The combined organic layer was washed with brine dried over sodium sulfate and evaporated to dryness. The crude product was purified by column chromatography (silica gel, 2% acetone in chloroform) to obtain the title compound. Yield: 25 mg (35%); 1H NMR (CDCl3, 300 MHz): delta 9.553 (s, 1H), 8.002-8.032 (d, 1H, J=9 Hz), 7.752-7.798 (m, 4H), 7.664-7.701 (dd, 1H, J=8.7, 2.1 Hz), 7.466-7.495 (d, 2H, J=8.7 Hz), 7.175 (m, 1H), 7.002-7.009 (d, 1H, J=2.1 Hz), 1.831 (s, 6H); MS: m/z 583 (M+).

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:
Patent; Kumar, Sanjay; Vishwakarma, Ram; Mundada, Ramswaroop; Deore, Vijaykumar; Kumar, Pramod; Sharma, Somesh; US2012/108627; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics