Amides-buliding-blocks

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 107017-73-2 as follows. 107017-73-2

Step 1 To a solution of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate (Bioorg. Med. Chem. Lett., 2008, 18(6), 2188) (135 mg, 0.72 mmoles) in DCM (8 mL) was added Dess-Martin periodinane (277 mg, 0.65 mmole). After stirring 1 hr, the reaction was filtered through celite and concentrated to a yellow oil which was further purified by Isolera (7%-70% ethyl acetate/hexanes) to provide 84 mg (87%) of tert-butyl (l-formylcyclopropyl)-carbamate as a white solid.

According to the analysis of related databases, 107017-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Principia Biopharma Inc.; Goldstein, David Michael; US8673925; (2014); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

53297-70-4, 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. 53297-70-4, name is 4-Amino-3-methylbenzenesulfonamide, A new synthetic method of this compound is introduced below.

A cooled (0 0C) solution of e-chloropyhmidine^-carbonyl chloride (4.56 g; 25.8 mmol) in DCM (80 ml) was treated dropwise over 30 minutes with a solution of 4-amino-3-methyl-benzenesulfonamide (4.00 g; 21.5 mmol) and DIEA (7.40 ml; 43.0 mmol) in anhydrous DMF (10 ml_). At the end of addition the reaction mixture was concentrated under vacuum and the residue was taken up in EtOAc (200 mL). The organic phase was washed with water/brine (80 mL). A precipitate was formed, which was filtered and dried under vacuum to afford the crude product which was recrystallized from EtOH. The title product was obtained as a white solid. 1H NMR (300MHz, DMSO-d6) delta 10.65 (1 H, br s), 9.31 (1 H, d, J= 1.1 Hz), 8.24 (1 H, d, J= 1.1 Hz), 7.85-7.68 (3H, m), 7.33 (2H, br s), 2.36 (3H, s). MS (ESI-): 325.1. HPLC (Condition A): Rt 2.73 min (HPLC purity 100.0%).

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; LABORATOIRES SERONO SA; WO2009/19167; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, molecular formula is C8H10N2O3S, 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. 144-80-9

General procedure: 5.1.2.1. General procedure. A mixture of 2 (1.88 g, 0.01 mol) and sulfa-drugs (0.012 mol) in absolute ethanol (10 mL) and glacial acetic acid (5 mL) was refluxed for 21 h, then left to cool. The solid product formed was collected by filtration and recrystallized from ethanol-dimethylformamide to give 3-20.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 144-80-9, its application will become more common.

Reference:
Article; Ghorab, Mostafa M.; Alsaid, Mansour S.; Al-Ansary, Ghada H.; Abdel-Latif, Ghada A.; Abou El Ella, Dalal A.; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 946 – 958;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, molecular formula is C6H6FNO2S, 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. 402-46-0

Example 10 27. N-(4-fluorobenzene)sulfonyl-alpha-dehydrovaline.; 3-methyl-2-oxobutyic acid, sodium salt (5.0 g, 36.2 mmol) was slurried in MTBE (25 mL) and cooled to 0 C, then HCI (12.1 N, 3.1 mL) was added. The resulting biphasic was warmed to rt, then saturated with Na2S04. The inorganic solids were filtered and washed with MTBE (25 mL). The combined organics were stripped to give a light-yellow oil. This oil was dissolved in toluene (35 mL) and diethyleneglycol diethyl ether (5 mL) and p-toluenesulfonamide (5.1 g, 29.0 mmol) then methanesulfonic acid (0.19 mL, 2.9 mmol) were added. The resulting mixture was heated at reflux with Dean-Stark removal of water for 24h, then cooled to 5 C. The resulting solid was filtered, and dried to give 5.4 g of crude material, which was recrystallized from MeOH/ water (16 mL/ 38 mL) to give 4.90 g of pure white solid (62% isolated yield). mp 172-173 C. IH-NMR (400 MHz, CD30D) d 7.83-7.86 (m, 2H), 7.22-7.27 (m, 2H), 2.12 (s, 3H), 1.87 (s, 3H); ?3C NMR (100 MHz, CD30D) 166.6,166.3, 163.7, 151.6, 136.7 (2 peaks), 129.9,129.8, 120.8, 115.5, 115.3, 22.0, 20.4 ppm. HRMS calcd for C11H11FNO4S (M-H) : 272.0393, Found: 272.0398.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 402-46-0, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2005/118529; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

326-67-0, A common heterocyclic compound, 326-67-0, name is N-(2-Fluoro-4-methylphenyl)acetamide, molecular formula is C9H10FNO, 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.

Chlorosulfonic acid(20.56 g,176.46 mmol,5 equiv.)was slowly added to N-(2-fluoro-4-methylphenyl)acetamide(5.90 g,35.29 mmol,1 equiv.)keeping the temperature of the reaction mixture below 50 C. The resulting mixture was then heated to 70 C for 4 hours. After cooling to room temperature,the reaction mixture was then poured carefully into ice,the precipitate was filtered,washed well with distilled water and dried to get 7.3 g of crude product as light brown solid. The crude product thus obtained was further used as such without any purification. NMR(CDCI3): delta 9.09(d,J = 7.6 Hz,1H),7.48(bs,1H),7.14(d, J = 10.8 Hz,1H),2.72(s,3H),2.25(s,3H).

The synthetic route of N-(2-Fluoro-4-methylphenyl)acetamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INSECTICIDES (INDIA) LIMITED; OAT AGRIO CO., LTD.; IMAI, Tetsuya; KUMAWAT, Surendra Kumar; SINGH, Manish Kumar; CHAUHAN, Pramod Kumar; BHATT, Ashish; SURAMWAR, Nikhil Vilas; SHELKE, Amol Vasant; SINGH, Rajesh Kumar; KISHORE, Ram; (138 pag.)WO2018/51252; (2018); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1882-71-9, Adding some certain compound to certain chemical reactions, such as: 1882-71-9, name is 2-Amino-5-methoxybenzamide, 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 1882-71-9.

General procedure: In a sealed tube equipped with a magnetic bar was charged with 2-amino benzamide derivatives (1, 3.67 mmol), cyclic 1,3-diones (2, 3.67 mmol) and TsOH.H2O (1.83mmol) in m-Xylene (5 mL). The reaction mixture was stirred at 150 ¡ãC for 8 h. After completion of the reaction, the reaction mass was cooled to room temperature, diluted with EtOAc, gave a water wash and the organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product was purified by flash column chromatography (eluent: ethyl acetate/ n-hexane = 10?90) on silica gel to afford the desired product (4a-k).

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 1882-71-9.

Reference:
Article; Bingi, Chiranjeevi; Kola, Kaushik Yadav; Kale, Ashok; Nanubolu, Jagadeesh Babu; Atmakur, Krishnaiah; Tetrahedron Letters; vol. 58; 11; (2017); p. 1071 – 1074;,
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. 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 17193-28-1

General procedure: To a solution of protected proline (10 mmol) and triethylamine (1.40 ml; 10 mmol) in dry DCM (30 ml), ethyl chloroformate was added dropwise (0.95 ml; 10 mmol) in dry DCM (10 ml). After 30 min, aminoamide (10 mmol) in dry DCM (10 ml) was added to the mixture and the solution was stirred for 5 h. The organic layer was washed with water and aqueous sodium bicarbonate, dried over sodium sulfate and concentrated in vacuo. The residue was crystallised from the appropriate solvents.

The synthetic route of 17193-28-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Panov, Illia; Drabina, Pavel; Hanusek, Jiri; Sedlak, Milos; Tetrahedron Asymmetry; vol. 22; 2; (2011); p. 215 – 221;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

53297-70-4, 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 53297-70-4 as follows.

General procedure: The chlorides 9a-j was dissolved in CH2Cl2 (20 mL) andadded dropwise to a stirred solution of 4-anilinesulfonamide(10.0 mmol) and NaHCO3 (1.26 g, 15.0 mmol) in CH3CN(80 mL). The mixture was heated at 70 C for 2h. The solution solutionwas evaporated, and poured to water, filtered to give asolid. This was purified by chromatography on silica gelusing CH2C12-MeOH (30: l) to give the title molecules 10a-t.The typical compound 10c was characterized with NMR andMS techniques. The detailed data is below.

According to the analysis of related databases, 4-Amino-3-methylbenzenesulfonamide, the application of this compound in the production field has become more and more popular.

Reference:
Article; Song, Zhendong; Wang, Ping; Huang, Shanshan; Wang, Changyuan; Wang, Rui-Rui; Yang, Liu-Meng; Zhen, Yuhong; Liu, Kexin; Zheng, Yong-Tang; Ma, Xiaodong; Medicinal Chemistry; vol. 13; 4; (2017); p. 398 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

34801-09-7, Name is N-(2-Aminophenyl)acetamide, 34801-09-7, 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.

General procedure (Method A): To a solution of aniline (32.25 mmol) in 30 ml of benzene was added p-TSA (12.25 g, 64.5 mmol), TEOF (4.7 g, 32.25 mmol), CuCl (10 mol %) at rt, mixture was heated to 50 C. Maintaining 50 C, powdered NaNO2 (2.09 g, 32.25 mmol) was added portion wise over 15 min, frothing was observed during the addition which subsided. The reaction mixture was maintained at the same temperature for 30 min to complete the reaction, monitored by TLC. The reaction mixture was cooled to rt, filtered to remove the solid precipitated, washed with EtOAc and organic layer was evaporated to dryness to get sticky residue, which was extracted with petroleum ether (60-80) followed by evaporation of solvent to yield the crude biaryl. It was purified by recrystallization from methanol/column chromatography ethyl acetate/petroleum ether (0.5:10) as eluent.

Statistics shows that N-(2-Aminophenyl)acetamide is playing an increasingly important role. we look forward to future research findings about 34801-09-7.

Reference:
Article; Chaturbhuj, Ganesh U.; Akamanchi, Krishnacharya G.; Tetrahedron Letters; vol. 52; 38; (2011); p. 4950 – 4953;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 1943-79-9, name is Phenyl methylcarbamate, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1943-79-9

(2) A mixture of t-butyl 2-{[(3-fluoroalinino)carbothioyl]amino}ethylcarbamate (1.81g) prepared in above (1), alpha-bromo-4′-morpholinoacetophenone (1.56g) and ethanol (20ml) was stirred at 45C under nitrogen atmosphere. One hour later, resulted crystals were filtered to give tert-butyl {2-[2-[(3-fluorophenyl)imino]-4-(4-mnorpholinophenyl)thiazol-3(2H)-yl]ethyl}carbamate (1.76g). A mixture of thus obtained compound (1.76g), methanol (5ml) and 4N-HCl dioxane (50ml) was stirred at room temperature. Three hours later, the reaction mixture was concentrated in vacuo, and the insoluble materials were filtered off to give N-[3-(2-aminoethyl)-4-(4-morpholinophenyl)thiazol-2(3H)-idene]-3-fluoroaniline (1.57g). To a mixture of thus obtained compound (1.57g), aqueous 2N-sodium hydroxide solution (10ml) and tetrahydrofuran (20ml) was added phenyl N-methylcarbamate (907mg), and the mixture was stirred at 55C. Three hours later to the reaction mixture was added water, and the mixture was extracted with ethyl acetate. An organic layer was washed with brine and dried over sodium sulfate. After removal of the solvent in vacuo, the residue was crystallized from methanol to give the titled compound (810mg) as needles. mp:190-191C IR (KBr, cm-1): 3328, 2949, 2852, 1618, 1595, 1577. 1H-NMR (CDCl3): delta2.69 (3H, d, J=4.8), 3.26 (4H, t, J=4.8), 3.45 (2H, m), 3.89-3.93 (6H, m), 5.10-5.60(2H, m), 5.80 (1H, s), 6.80-6.93 (3H, m), 6.97 (2H, d, J=8.8), 7.28-54 (3H, m).

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, 1943-79-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP2016945; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics