Tag: M.W=0-100

3144-09-0, name is Methylsulfonamide, 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. Quality Control of Methylsulfonamide

A mixture of 4-bromobenzaldehyde (0.250 g, 1.40 mmol), methanesulfonamide (0.154 g, 1.62 mmol), copper iodide (0.0510 g, 0.270 mmol), N,N-dimethylglycine (0.0280 g, 0.270 mmol), and potassium phosphate tribasic (0.716 g, 3.38 mmol) in DMF (5.00 mL) was stirred at reflux for 16 hours. The mixture was diluted with EtOAc (50 mL), washed with water (50 mL), and then saturated aqueous LiCl (5 mL). The combined aqueous layers were then back-extracted with EtOAc (50 mL). The organic layers were combined, washed with brine (50 mL), dried over Na2SO4, filtered, and the solvent was removed under reduced pressure, to provide N-(4-formylphenyl)methanesulfonamide (0.161 g, 58%) as a yellow oil

The synthetic route of 3144-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281399; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

3144-09-0, name is Methylsulfonamide, 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. Quality Control of Methylsulfonamide

A mixture of 4-bromobenzaldehyde (0.250 g, 1.40 mmol), methanesulfonamide (0.154 g, 1.62 mmol), copper iodide (0.0510 g, 0.270 mmol), N,N-dimethylglycine (0.0280 g, 0.270 mmol), and potassium phosphate tribasic (0.716 g, 3.38 mmol) in DMF (5.00 mL) was stirred at reflux for 16 hours. The mixture was diluted with EtOAc (50 mL), washed with water (50 mL), and then saturated aqueous LiCl (5 mL). The combined aqueous layers were then back-extracted with EtOAc (50 mL). The organic layers were combined, washed with brine (50 mL), dried over Na2SO4, filtered, and the solvent was removed under reduced pressure, to provide N-(4-formylphenyl)methanesulfonamide (0.161 g, 58%) as a yellow oil

The synthetic route of 3144-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281399; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 7341-96-0, 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 7341-96-0 as follows.

To a cooled (0 C), clear, yellow solution of 4-chloro-3-fluoro-2-(6- methoxypyrimidin-4-yl)aniline (1 g, 3.94 mmol) in ACN (56.3 ml) was added isoamylnitrite (0.79 ml, 5.91 mmol), followed by the dropwise addition of TMSN3 (0.79 ml, 5.91 mmol). After 10 mm, the cold bath was removed, and the reaction was allowed to warm to rt and stirred at rt for lh. Next, propiolamide (0.8 17 g, 11.83 mmol) andCu20 (0.05 6 g, 0.3 94 mmol) were added. After 1 h, the yellow cloudy reaction was diluted with EtOAc, and washed with sat NH4C1, brine, dried over MgSO4, filtered and concentrated to give a yellow solid. DCM (10 ml) was added and the resulting mixture was sonicated. The suspension was filtered and the solid was air-dried. A yellow solid obtained as 1 -(4-chloro-3 -fluoro-2-(6-methoxypyrimidin-4-yl)phenyl)- 1 H- 1,2,3 -triazole25 4-carboxamide (1.003 g, 73.0% yield). MS(ESI) m/z: 349.0 (M+H).

According to the analysis of related databases, 7341-96-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 563-83-7, name is Isobutyramide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of Isobutyramide

A solution containing isobutyramide (10 g, 115 mmol) in THF (250 mL) was treated with phosphorous pentasulfide (4.1 g, 9.22 mmol), stirred at 25 C. for 64 hours, concentrated and partitioned between ethyl acetate and water. The organic phase was washed with brine and dried over MgSO4, filtered and concentrated to give the title compound (8.6 g, 73% yield), which was used without further purification.

The synthetic route of 563-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DeGoey, David A.; Flentge, Charles A.; Flosi, William J.; Grampovnik, David J.; Kempf, Dale J.; Klein, Larry L.; US2005/131017; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 598-55-0, name is Methyl carbamate, 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 598-55-0, category: amides-buliding-blocks

To a solution of methyl carbamate (20.0 g, 266 mmol) in diethyl ether (300 ml) was added SOCl2 (21.0 mL, 288 mmol) at 0 C, after stirring for 5 min the reaction mixture was allowed to warm to rt and stirred for a further 30 min. A solution of pyridine (40.9 mL, 506 mmol) in diethyl ether (60.0 mL) was added slowly over 1.5 h and then stirred for further 1.5 h. The resulting precipitate was filtered under N2. The filtrate was concentrated in vacuo to give 9 (32.0 g, 264 mmol, Quant.) as yellow oil. The material was used without any further purification [1H NMR (400 MHz, CDCl3) delta 3.94 (3H, s, CH3)]. To a solution of methyl N-(sulfinylidene)carbamate (9, 10.0 g, 83 mmol) in benzene (60.0 mL) was added freshly distilled cyclopentadiene (9.7 mL, 116 mmol) dropwise and the resulting solution was stirred for 20 h at rt. The solution was diluted with THF (110 mL) and phenylmagnesium bromide (1 M in THF, 83.0 mL, 83 mmol) was added over 45 min then stirred for 30 min before being quenched by addition of satd aq NH4Cl (100 mL). Extracted with EtOAc (3 × 100 mL), combined organic phases were washed with brine (100 mL), dried (MgSO4) and concentrated in vacuo. Purification (MPLC, Si, EtOAc/petrol, 80%) gave 10 as mixture of diastereomers in approx. 85% purity, which was used in the subsequent reaction (10.4 g, thick oil, estimated 48% yield taking into account small impurities). 4.2.1 Compound 1012b Orange coloured oil. Rf = 0.72 (EtOAc); IR cm-1 3011, 2360, 2341, 1716, 1516; 1H NMR (400 MHz, CDCl3) delta 7.57-7.47 (5H, m, H-Ar), 6.17-5.99 (2H, m, H-2 and H-3), 5.83 (1H, d, J = 8.8 Hz, NH), 4.78 (1H, dd, J = 8.8 and 8.7 Hz, H-1), 3.84-3.78 (1H, m, H-4), 3.68 (3H, s, CH3), 2.17 (1H, ddd, J = 15.3, 8.7 and 8.5 Hz, H-5), 1.78-1.73 (1H, m, H-5); 13C NMR (100 MHz, CDCl3) 171.1 (CO2Me), 156.3 (C-Ar), 142.0 (C-2 or C-3), 130.9 (C-Ar), 129.3 (C-Ar), 129.1 (C-Ar), 128.0 (C-2 or C-3), 124.0 (C-Ar), 71.2 (C-4), 53.4 (C-1), 52.0 (CH3), 29.2 (C-5); HRMS ESI+ m/z C13H15NO3S calculated: 288.0665 [M+Na]+, found: 288.0654

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:
Article; Cully, Sarah J.; Storr, Thomas E.; Rawling, Michael J.; Abeysena, Induka R.; Hamza, Daniel; Jones, Geraint; Pearce, Christopher A.; Quddus, Abdul; Lewis, William; Stockman, Robert A.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5249 – 5257;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 631-58-3, name is Propanethioamide, 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 631-58-3, HPLC of Formula: C3H7NS

Process Step [V3]: 4-[2-Ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine (Ex. 41)At room temperature, 1.31 g (14.7 mmol) propanethioamide are added to a solution of 5.00 g (13.3 mmol) of 2-bromo-1-(4-fluorophenyl)-2-(4-pyridyl)ethanone hydrobromide (described, for example, in Chem. Pharm. Bull. 2005, 53, 410-418) in 30 ml of DMF, and the mixture is stirred for 16 h. Subsequently, the reaction mixture is stirred into 100 ml of ice-water, 50 ml of a saturated aqueous Na-HCO3 are added and the mixture is extracted with ethyl acetate (3×100 ml). The combined organic phases are washed with water (2×100 ml), dried over MgSO4 and freed from the solvent under reduced pressure. The crude product is then purified by column chromatography on silica gel (cyclohexane/ethyl acetate). This gives 2.85 g (75%) of the desired product; 1H-NMR(DMSO-d6) delta: 8.53 (d, 2H), 7.47 (m, 2H), 7.26 (d, 2H), 7.17 (m, 2H), 3.05 (q, 2H), 1.37 (t, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Propanethioamide, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CorpScience AG; US2010/168185; (2010); A1;,
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. 563-83-7, name is Isobutyramide, A new synthetic method of this compound is introduced below., Recommanded Product: 563-83-7

A microwave vial was charged with 5-chloro-2-(5-fluoro-3-pyridyl)-4- (0220) (trifluoromethyl)pyrimidine (120mg, 0.432 mmol), 2-methylpropanamide (94mg, 1 .08mmol), JackiePhos Pd G3 (20mg, 0.017 mmol), Cs2C03 (282mg, 0.865 mmol) and anhydrous toluene (1 mL). The reaction mixture was degassed by evacuating then purging with nitrogen (x3) and then heated at 150C for 1 hour under microwave irradiation. The reaction mixture was evaporated to dryness and purified by flash chromatography on silica gel using an EtOAc/isohexane gradient as eluent to give the desired compound (127mg, 90%) as an off-white solid. (0221) 1H NMR (400 MHz, CDCb): delta 9.92 (s, 1 H), 9.48 (s, 1 H), 8.62-8.57 (m, 1 H), 8.44-8.38 (m, 1 H), 7.52 (br s, 1 H), 2.72-2.61 (m, 1 H), 1.32 (d, 6H).

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; SYNGENTA PARTICIPATIONS AG; WAILES, Jeffrey, Steven; BRIGGS, Emma; CARTER, Neil, Brian; MORRIS, Melloney; TATE, Joseph, Andrew; (56 pag.)WO2019/57721; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7803-58-9, name is Sulfuric diamide, 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 7803-58-9, SDS of cas: 7803-58-9

The preparation of sulfamide 16.1 is starting with commercially available, literature or readily available diamine. The treatment of diamine 16.1 with sulfamine a under refluxing pyridine affords sulfamine 16.3, which is followed by alkylation of [A-HALO] alkyl ester to give compound 16.4. Basic hydrolysis (LiOH, [H20/THF/MEOH)] of ester gives acid 16.1 as the intermediateds for example 61.

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, Sulfuric diamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2003/106405; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 3144-09-0, 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. 3144-09-0, name is Methylsulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Example 42 To a mixture of methane sulfonamide (1.96 g), triethylamine (3.2 mL), 4-(dimethylamino)pyridine (252 mg), and dichloromethane (30 mL) was added a mixture of di-tert-butyl dicarbonate (5.17 g) and dichloromethane (40 mL) at room temperature for 30 minutes. The mixture was concentrated after stirring for 2 hours, and the residue was distributed with ethyl acetate and 1 N hydrochloric acid. The organic layer was washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain tert-butyl methylsulfonyl carbamate (2.44 g). 1H-NMR (300 MHz, CDCl3) delta: 1.52 (9H, s), 3.28 (3H, s).

The synthetic route of Methylsulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 598-55-0, name is Methyl carbamate, molecular formula is C2H5NO2, 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

General procedure: To a well-ground mixture of beta-naphthol (0.288 g, 2 mmol), aldehyde (2 mmol) and amide derivatives (2.4 mmol) in a 10 mL round-bottomed flask connected to a reflux condenser, was added TrCl (0.055 g, 0.2 mmol), and the resulting mixture was stirred in an oil-bath (70 C) for the times reported in Table 2. Afterward, petroleum ether (20 mL) was added to the reaction mixture, refluxed, and stirred for 3 min, and filtered (TrCl is soluble in petroleum ether; however, the products are insoluble in this solvent). The filtrate containing the catalyst was washed two times with 20 mL of 40% (w/v) solution of NaHSO3 in H2O/EtOH (4:1) to extract the unreacted aldehyde dissolved in the petroleum ether. The organic layer was separated and dried with CaCl2; the solvent was evaporated to give pure recycled TrCl. The solid residue was recrystallized from EtOH (95%) to give the pure product (compounds 1a-m, 2a-d, and 3a-e).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 598-55-0, its application will become more common.

Reference:
Article; Khazaei, Ardeshir; Zolfigol, Mohammad Ali; Moosavi-Zare, Ahmad Reza; Abi, Fereshteh; Zare, Abdolkarim; Kaveh, Hamideh; Khakyzadeh, Vahid; Kazem-Rostami, Masoud; Parhami, Abolfath; Torabi-Monfared, Hossein; Tetrahedron; vol. 69; 1; (2013); p. 212 – 218;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics