Amides-buliding-blocks

Electric Literature of 98-64-6, 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. 98-64-6, name is 4-Chlorobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 2.2 General procedure: 4-methyl-N-phenylbenzenesulfonamide (3a) A 25 mL oven-dried reaction vessel was charged with Pd(TFA)2 (2.3 mg, 0.01 mmol), 1,10-phenanthroline (3.6 mg, 0.02 mmol), p-toluene sulfonamide (1a, 34.2 mg, 0.2 mmol), cyclohexanone (2a, 32 muL, 0.3 mmol). The reaction vessel was flushed with oxygen three times and then sealed. Toluene (0.7 mL) was added by syringe and the resulting solution was stirred at 140 ¡ãC for 40 h. After cooling to room temperature, the volatiles were removed under vacuum and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 4:1) to give the corresponding product 3a (39.9 mg) as white solid in 81percent yield.

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

Reference:
Article; Cao, Xiangxiang; Bai, Yang; Xie, Yanjun; Deng, Guo-Jun; Journal of Molecular Catalysis A: Chemical; vol. 383-384; (2014); p. 94 – 100;,
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Some common heterocyclic compound, 122334-37-6, name is 4-Chloro-N-methoxy-N-methylbenzamide, molecular formula is C9H10ClNO2, 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. category: amides-buliding-blocks

Ethyl magnesium bromide (3.0 M in diethyl ether, 21.5 mL, 64.4 mmol) was added via syringe over a few minutes to a clear colorless solution of 5-bromo-1-methyl-1H-imidazole (10.4 g, 64.4 mmol) in THF (100 mL) under a nitrogen atmosphere in an ice bath. A white precipitate formed during the addition. The mixture was removed from the ice bath and was stirred for 20 minutes, then was again cooled in an ice bath before addition of 4-chloro-N-methoxy-N-methylbenzamide (10.7 g, 53.6 mmol, Intermediate 22: step a). The resulting white suspension was stirred overnight at room temperature. The reaction was quenched by addition of saturated aqueous NH4Cl and diluted with water. The mixture was partially concentrated to remove THF and was diluted with DCM. The mixture was acidified to pH 1 with 1 N aqueous HCl, then neutralized with saturated aqueous NaHCO3. The phases were separated and the aqueous phase was further extracted with DCM. The organic extracts were washed with water, then were dried (Na2SO4), filtered, and concentrated, affording a white solid. The crude product was triturated with a mixture of EtOAc:heptanes (1:1, 150 mL). The precipitated solid was collected by vacuum filtration, washing with heptanes, to afford the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 122334-37-6, its application will become more common.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
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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. 459817-82-4, name is tert-Butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, A new synthetic method of this compound is introduced below., Recommanded Product: 459817-82-4

tert-Butyl l,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide (2.76 g, 12.37 mmol) was added portionwise to ethyl 4-(2-chloro-5-methylpyrimidin-4-yl)-lH-imidazole-2-carboxylate (Intermediate 23; 3.0 g, 11.25 mmol), K2CO3 (4.66 g, 33.75 mmol) and 18-crown-6 ether (0.595 g, 2.25 mmol) in 1,4-dioxane (60 mL) at 100 C under air. The resulting solution was stirred at 100 C for 2 hours. The mixture was cooled, filtered and the resulting solid was washed with ethyl acetate. The filtrate was then concentrated under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 25 to 30% EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford ethyl 1 -(2- ((tert-butoxycarbonyl)amino)ethyl)-4-(2-chloro-5-methylpyrimidin-4-yl)-lH-imidazole-2- carboxylate (Intermediate 22; 3.20 g, 69.4%) as a white solid. H NMR (400 MHz, DMSO, 20.2 C) delta 1.25 (9H, s), 1.35 (3H, t), 2.62 (3H, s), 3.35 (2H, dd), 4.37 (2H, q), 4.49 (2H, t), 6.93 (1H, t), 8.18 (1H, s), 8.61 (1H, s). m/z (ES+), [M+H]+ = 410

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; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; SWALLOW, Steven; GRAHAM, Mark, Andrew; DOBSON, Andrew, Hornby; MCCABE, James, Francis; (223 pag.)WO2017/80979; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3144-09-0, name is Methylsulfonamide, belongs to amides-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 3144-09-0, COA of Formula: CH5NO2S

To a 500 mL row1d bottom f1ask vas added a solution of methanesulfonamide (1 0 g,105.13 mmol, l.OO equiv.) in dichloromeHume (300 mL) follo¡¤wed by TEA (22 g, 217.4120 mmol, 1.50 equiv.), Boc20 (27.5 g, 126.00 mmoL 1.20 equiv.), and 4-dimethylaminopyridine(1.28 g, 10.48 mmol, 0.10 equiv.). The reaction mixture v.¡¤as stirred at room temperatmeovernight and then concentrated under vacuurn. 200 mL ofFhO vvas added, the pFf value of the solution was adjusted to 3 using a 1M hydrogen chloride aqueous solution, and thernixture was extracted with ethyl acetate (200 mL x 3). The combined organic extracts werew¡¤ashed vvith brine (300 mL x 2), dried over anhydrous sodium sulfate and concentratedunder vacuum to give oftert-butyl N-methanesulfonylcarbamate 216b (10.06 g, 49%) as a5 ¡¤white solid.

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, Methylsulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
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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. 102-93-2, name is 3-Phenylpropanamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-Phenylpropanamide

General procedure: Following the adapted procedure reported by Huang et al. [40], to a round-bottom flaskcharged with a solution of derivatized L-Proline in water (volume to make a 0.8 M solution ofsubstrate) at r.t., CuSO4.5H2O (1 equiv.), AgNO3 (0.15 equiv.) and NH4S2O8 (1.5 equiv.) were addedand the reaction was stirred for 30 min at r.t. Then, the reaction was heated to 60 C and Amberlyst15 (15% weight of substrate) and the corresponding nucleophile (1.1 equiv.) were added and thereaction was stirred for 16-18 h. After that the reaction mixture was diluted with MeOH and filteredunder a celite pad (washed with water and MeOH several times). The filtrate was evaporated untildryness and purified by using RP18 column chromatography. The collected fractions were analyzedby UV-vis and combined according to the obtained UV-spectra to afford the desired product.

The synthetic route of 102-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rippel, Rafael; Pinheiro, Luis; Lopes, Monica; Lourenco, Ana; Ferreira, Luisa M.; Branco, Paula S.; Molecules; vol. 25; 4; (2020);,
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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. 2564-07-0, name is 2-Chloro-N-(2,3-dimethylphenyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C10H12ClNO

EXAMPLE 17B 2-[4-(3-cyano-2-pyridinyl)-1-piperazinyl]-N-(2,3-dimethylphenyl)acetamide The procedure described in Example 8 was followed, substituting the product from Example 17A for N-chloroacetyl-3-nitroaniline, to provide the title compound (32% yield as a white solid. mp 124-126 C.; 1H NMR (300 MHz, DMSO-d6) delta2.12 (s, 3H), 2.26 (s, 3H), 2.72 (m, 4H), 3.21(s, 2H), 3.69 (m, 4H), 6.94 (dd, 11H, J=7.8, 4.8 Hz), 6.99 (br d, 1H, J=7.4 Hz), 7.07 (dd, 1H, J=7.4, 7.4 Hz), 7.45 (br d, 1H, J=7.8 Hz), 8.08 (dd, 1H, J=7.8, 2.0 Hz), 8.42 (dd, 1H, 4.8, 2.1 Hz), 9.42 (br s, 1H); MS (DCI/NH3) m/e 350 (M+H)+; Anal. calcd for C20H23N5O.0.10 H2O: C, 68.39; H, 6.66; N, 19.94. Found: C, 68.74; H, 6.58; N, 19.56.

The synthetic route of 2564-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bhatia, Pramila A.; Daanen, Jerome F.; Hakeem, Ahmed A.; Kolasa, Teodozyj; Matulenko, Mark A.; Mortell, Kathleen H.; Patel, Meena V.; Stewart, Andrew O.; Wang, Xueqing; Xia, Zhiren; Zhang, Henry Q.; US2004/29887; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 37045-73-1, name is 3-(Methylsulfonamido)aniline, belongs to amides-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 37045-73-1, Computed Properties of C7H10N2O2S

General procedure: To a solution of N-[4-[5-(3-aminophenyl)-1,2,4-oxadiazol-3-yl]-3-chlorophenyl]-3-pyridinecarboxamide (VIc)(0.2 g, 0.51 mmol, 1 equiv) in THF (20 ml) was added phosgene(15wt % in toluene, 1.7 ml, 2.55 mmol, 5.0 equiv) and the reactionmixture was refluxed under N2 for 4 h. Upon the reactioncompletion as indicated by TLC the solution was concentratedunder reduced pressure, flushed with dry toluene. To theresulting residuewas added THF (20 ml), the appropriate aniline(0.77 mmol, 1.5 equiv) and DIPEA (0.132 g, 178 ml, 1.02 mmol, 2equiv) and the reaction mixture was refluxed under N2 overnight.Upon completion of the reaction as indicated by TLC, thesolution was concentrated, and the residue was purified bychromatography to give the desired final products (25-50).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Methylsulfonamido)aniline, and friends who are interested can also refer to it.

Reference:
Article; Dokla, Eman M.E.; Fang, Chun-Sheng; Abouzid, Khaled A.M.; Chen, Ching S.; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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These common heterocyclic compound, 406233-31-6, name is 4-Fluoro-3-nitrobenzenesulfonamide, 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. Computed Properties of C6H5FN2O4S

A solution of isopropanol (225 mL) and small chunks of sodium metal (1.92 g, 83.6 mmol) were heated to reflux for 2.5 hours, until the sodium was consumed. The resulting solution was added while still hot to a solution of Intermediate 31 (8.37 g, 38.0 mmol) in THF/iPrOH (1/1, v/v, 150 mL) over a 10 minute period and stirred at room temperature for 3.5 hours. The reaction mixture was partitioned between EtOAc and brine and 1 N aqueous HCl. The organic phase was then washed with brine, dried with Na2SO4 and evaporated to give the title compound.

The synthetic route of 4-Fluoro-3-nitrobenzenesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WANG, Aihua; Zhang, Yan; Leonard, Kristi Anne; Hawkins, Michael; Tounge, Brett Andrew; Maharoof, Umar S.M.; Barbay, Joseph Kent; US2012/129811; (2012); A1;,
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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. 676371-64-5, name is Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 676371-64-5

A mixture of methyl 3 -(tert-butoxycarbonylamino)bicyclo [1.1.1 Ipentane- 1 -carboxylate (500 mg, 2.1 mmol) in EtOAc (15 mL) was added HC1/EtOAc (15 mL, 4 M in EtOAc). The reaction mixture was stirred at 20 C for 2 h. The reaction mixture was concentrated under reduced pressure.

The synthetic route of 676371-64-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DENALI THERAPEUTICS INC.; CRAIG, Robert A., II; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; HALE, Christopher R. H.; LEXA, Katrina W.; OSIPOV, Maksim; REMARCHUCK, Travis; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (187 pag.)WO2019/32743; (2019); A1;,
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Reference of 113778-69-1,Some common heterocyclic compound, 113778-69-1, name is N-Methoxy-N-methylisobutyramide, molecular formula is C6H13NO2, 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 stirred suspension of 1,1-dimethylethyl (3-methyl-2-pyridinyl)carbamate (3Og, 144mmol) in tetrahydrofuran (30OmL) at O0C under an atmosphere of nitrogen was added n-butyl-lithium (2.3M, 123mL) over 90 mins. After 30 mins at O0C lambda/,2-dimethyl-/V- (methyloxy)propanamide (22.7g, 173mmol) was added. After a further 60 mins at O0C the reaction was allowed to warm to ambient temperature and was added to 5M aqueous hydrochloric acid (30OmL) and heated to 600C for 1.5 h. The organic was separated. The aqueous was basified with 10M aqueous sodium hydroxide and extracted with ethyl acetate. The combined extracts were dried (MgSO4) and concentrated in vacuo to give the title compound as an orange crystalline solid (22.04g, 95%). LCMS rt = 2.38mins, MH+= 161

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/34860; (2008); A1;,
Amide – Wikipedia,
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