Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 402-46-0, name is 4-Fluorobenzenesulfonamide, 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 402-46-0, Recommanded Product: 4-Fluorobenzenesulfonamide

General procedure: To a round-bottom flask (100 mL) that contained a solution of aryl sulfonamide (5 mmol), DMAP (5 mmol), and EDCI, (5mmol) in CH2Cl2 (50 mL) was added the synthesized cinnamic acid 5-7 (5 mmol) at room temperature. The resulting mixture was stirred at room temperature for overnight, then cooled to 5 , and acidified to pH 1 with addition of HCl aqueous solution (10%), which was followed by extraction with CH2Cl2/MeOH (9:1, 3 ¡Á 100 mL). The combined organic layers were washed with H2O and brine, dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel chromatography or crystallization if necessary to afford the compounds (5a-7e). Crystallographical and experimental data of compounds 5b and 6c were summarized in Table 3.

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, 4-Fluorobenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Luo, Yin; Zhou, Yang; Song, Yanhua; Chen, Guo; Wang, Yu-Xiang; Tian, Ye; Fan, Wei-Wei; Yang, Yu-Shun; Cheng, Tao; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3634 – 3638;,
Amide – Wikipedia,
Amide – 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. 6228-73-5, name is Cyclopropanecarboxamide, A new synthetic method of this compound is introduced below., Computed Properties of C4H7NO

To a microwave tube was added 4-bromo-2-(2,6-dichlorophenyl)thiazolo[5,4- c]pyridine (60 mg, 0.17 mmol), cyclopropanecarboxamide (0.019 g, 0.22 mmol), Pd2(dba)3 (0.013 g, 0.017 mmol), XantPhos (0.017 g, 0.034 mmol) and Cs2C03 (0.11 g, 0.34 mmol) in dioxane (3 mL). The mixture was degassed with N2 for 10 minutes and then irradiated in a microwave reactor at 160 C for 2 hours. After cooling to room temperature the solid was removed via filtration. The filtrate was concentrated under reduced pressure and the residue was purified by reverse phase column chromatography eluting with a 0-60% gradient of CH3CN in 0.5% NH4HC03 to give the desired product as a white solid (13 mg, 21% yield). l NMR (500 MHz, DMSO- 6): delta 11.44 (s, 1H), 8.46 (d, J= 6.0 Hz, 1H), 7.92 (d, J= 6.0 Hz, 1H), 7.72-7.67(m, 3H), 2.09-2.06 (m, 1H), 0.9-0.87 (m, 4H). LCMS (Method A): RT = 5.84 min, m/z: 371.0 [M+H+].

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; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Amide – Wikipedia,
Amide – 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 147751-16-4 as follows. name: tert-Butyl methylsulfonylcarbamate

1.6 M n-Butyl lithium in hexanes (20.2 ml, 32.4 mmol) was added drop wise to a solution of N,N-diisopropylethylamine (5.91 ml, 33.9 mmol) in 25 ml dry THF in ice bath and stirred for 30 minutes. Then tert-butyl methylsulfonylcarbamate in 25 ml dry THF was added slowly and stirred at 0 C. for 1 hour. The mixture was then cooled to -78 C. and 4-phenoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (3.01 g, 15.4 mmol) in 25 ml dry THF was added slowly. The reaction was slowly warmed up to room temperature and stirred at room temperature for 1 hour. Then it was quenched with water, acidified with 1N HCl to pH 3, extracted with ethyl acetate. The combined organic layer was then dried over Na2SO4, filtered and concentrated. Column purification gave 1 g product as off-white solid. 1H NMR (DMSO-d6, 300 MHz) delta ppm 11.34 (s, 1H), 9.39 (s, 1H), 7.54 (d, J=8.10 Hz, 1H), 7.42-7.37 (m, 2H), 7.28 (d, J=2.40, 1H), 7.22-7.12 (m, 2H), 7.03-7.01 (m, 2H), 5.43 (dd, J=9.3, 1.8 Hz, 1H), 4.01 (dd, J=13.5, 2.1 Hz, 1H), 3.54 (dd, J=14.7, 9.3 Hz, 1H), 1.42 (s, 9H). MS (ESI) m/z 418 [M-H]-.

According to the analysis of related databases, 147751-16-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Anacor Pharmaceuticals, Inc.; GlaxoSmithKline; US2010/256092; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 89976-75-0, 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. 89976-75-0, name is 6-Amino-2H-1,4-benzoxazin-3(4H)-one belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

45.iii) 6-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-propylamino]-4H-benzo[1,4]oxazin-3-oneTo a solution of tert-butyl-dimethyl-((S)-1-oxiranylmethoxy)-silane (commercial; 13.0 g, 69 mmol) in MeCN (220 mL) was added LiClO4 (22 g, 207 mmol). 6-Amino-4H-benzo[1,4]oxazin-3-one (commercial; 11.45 g, 64 mmol) was added and the mixture was stirred at 50¡ã C. for 6 h. The solvent was removed in vacuo and the residue was purified by CC (DCM/MeOH/NH4OH 1000/25/2->1000/100/2) to afford the title compound as a pale brown foam (11.16 g, 44percent).(ESI, m/z): 353.3 [M+H+].

The synthetic route of 6-Amino-2H-1,4-benzoxazin-3(4H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals Ltd; US2011/39823; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 94838-59-2, A common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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 tert-butyl 2-(4-aminophenyl)ethylcarbamate (200 mg, 0.85 mmol) in Toluene (2 mL) was added N,N-dimethylformamide azine (120 mg, 0.85 mmol, prepared by the method described in Bioorg. Med. Chem. Letters, 6(15): 1825-1830, 1996) and TsOH.H2O (16 mg, 0.08 mmol). Resulting solution was heated to reflux and stirred overnight. Reaction mixture was cooled, concentrated in vacuo, and subjected to silica gel chromatography eluting with 2%-5% MeOH in CH2Cl2 to give 250 mg (100%) tert-butyl 2-[4-(4H-1,2,4-triazol-4-yl)phenyl]ethyl-carbamate. LCMS (ES) 289.3 m/z (M+H)+.

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; Su, Dai-Shi; Bock, Mark G.; US2005/20591; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25625-57-4, name is 2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide, 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 25625-57-4, Formula: C9H7BrF3NO

Tert-butyl 2-AMINOETHYLCARBAMATE (0.32 g, 2 mmol) was dissolved in dichloromethane with DIEA (0.6 mL, 3.4 mmol). To this solution, 2-BROMO-N- (3- (TRIFLUOROMETHYL)- phenyl) acetamide was added and the reaction mixture stirred for 6 hours at room temperature. The reaction mixture was concentrated to an oil and purified by column chromatography (eluent: ETOAC) to give the product 0.37 g, 1.02 mmol, 50% YIELD.1H NMR (500 MHz, CDCl3) 5 9.39 (s, 1H), 7.82 (s, 1H), 7.78 (d, J = 7.8 Hz, 1H), 7.37 (t, J = 7.9 Hz, 1H), 7.28 (d, J = 7.8 Hz, 1H), 4.68 (s, 1H), 3.36 (s, 2H), 3.22 (dd, J = 11. 2,5. 5 Hz, 2H), 2.74 (t, J= 5. 7 HZ, 2H).

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; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/19190; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 830-43-3, These common heterocyclic compound, 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide, 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.

In the same manner as in Example 158, 0.390 g of 1-(2-chlorobenzyl)-2-methyl-6-[4-(trifluoromethyl)benzenesulfonylcarbamoyl]benzimidazole (221) were formed from 0.45 g of 6-carboxy-1-(2-chlorobenzyl)-2-methylbenzimidazole, 0.486 g of N,N’-carbonyldiimidazole, 0.676 g of 4-(trifluoromethyl)benzenesulfonamide and 0.457 g of diazabicycloundecene. Properties of Compound (221): 1H-NMR(DMSO-d6, delta): 2.52(3H, s), 5.62(2H, s), 6.47(1H, d, J=7.2 Hz), 7.22(1H, t, J=7.5 Hz), 7.34(1H, t), 7.56(1H, d, H=8.0 Hz), 7.66(1H, d, 8.5 Hz), 7.78(1H, d), 7.97(2H, d, J=8.3 Hz), 8.06(1H, s), 8.15(2H, d, J=8.3 Hz). IR(KBr): 1620 cm-1. Mass(FAB): m/e 508(M+1). mp: 288.0-292.0 C.

Statistics shows that 4-(Trifluoromethyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 830-43-3.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6352985; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

108-13-4, name is Malonamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C3H6N2O2

To a solution of malonic-acid diamide (1 g) in DMF (15 mL), N,N dimethylformamide-dimethylacetal (1.4 g) added slowly. Then the mixture heated up to 50 C. and stirred for 3 h. The product isolated after concentration the mixture followed by crystallization (410 mg).1H NMR. (DMSO d6) delta: 7.45 and 7.02 (each bs, 4H, 2¡Á-NH2), 7.40 (s, 1H, -CH), 2.94 and 2.89 (2¡Ás, each 3H, 2¡Á-NCH3).13C NMR (DMSO d6) delta: 169.16 and 169.15 (2¡ÁCO), 151.08 (-HN-CH), 96.37 (C qvat.), 43.07 and 42.95 (2¡ÁNCH3).

The synthetic route of 108-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dekany, Gyula; Agoston, Karoly; Bajza, Istvan; B¡ãjstrup, Marie; Kroeger, Lars; US2009/234111; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 50667-69-1, A common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, molecular formula is C3H4F3NO2, 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 l-chloro-2-nitrobenzene (10.0 g, 0.063 mmol) in cone, sulphuric acid (150 mL) was added N-hydroxy methyl trifluoro acetamide (9.98 g, 0.069 mmol). The reaction mixture was heated at 70-80C for 24 h. The reaction mass was quenched in ice cold water, neutralised with sodium hydroxide and extracted with DCM. The organic layer was concentrated and the obtained crude product was purified by column chromatography on silica gel eluting with 4% EtOAc: pet. ether to afford 5.5 g of desired product. 1H NMR (300 MHz, DMSO d6): 4.48 (d, J = 3.9 Hz, 2H), 7.62- 7.64 (m, 1H), 7.72- 7.78 (m, 1H), 7.97- 8.01 (m, 1H), 10.09 (brs, 1H) .

The synthetic route of 50667-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/186692; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 636-76-0, These common heterocyclic compound, 636-76-0, name is 3-Sulfamoylbenzoic acid, 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-sulfamoylbenzoic acid (150mg, 0.746 mmol) was refluxed in the presence of concentrated Sulfuric acid (4.82 mg, 0.037 mmol) in methanol (5 ml_) at 70 C for overnight. Reaction was monitored by TLC. After completion of the reaction, Solvent was removed by vacuum and then compound was purified by flash chromatography afforded the methyl 3-sulfamoylbenzoate (1 15 mg, 0.524 mmol, 70.2 % yield) as a solid. 1 H NMR (CDCI3, 400 MHz): delta 8.53 (m, 1 H), 8.18 (d, 1 H, J = 8.0 Hz), 8.08 (d, 1 H, J = 7.6 Hz), 7.57 (t, 1 H, J = 8.0 Hz), 3.92 (s, 3H). Mass [M+H]+ :216.0

Statistics shows that 3-Sulfamoylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 636-76-0.

Reference:
Patent; UNIVERSITY OF UTAH RESEARCH FOUNDATION; VANKAYALAPATI, Hariprasad; SORNA, Venkataswamy; WARNER, Steve, L.; BEARSS, David, J.; SHARMA, Sunil; STEPHENS, Bret; WO2013/25805; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics