Category: amides-buliding-blocks

Reference of 326-67-0, 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 326-67-0 as follows.

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 reactionmixture below 50 C. The resulting mixture was then heated to70 C for 4 hours. After cooling to room temperature, thereaction 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.?H NMR (CDC13) : 6 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)

According to the analysis of related databases, 326-67-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INSECTICIDES (INDIA) LIMITED; OAT AGRIO CO., LTD; IMAI, Tetsuya; KUMAWAT, Surendra Kumar; SINGH, Manish Kumar; CHAUHAN, Pramod Kumar; SHELKE, Amol Vasant; SINGH, Rajesh Kumar; KISHORE, Ram; BHATT, Ashish; (97 pag.)WO2018/15852; (2018); A1;,
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Reference of 19962-04-0, 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 19962-04-0 as follows.

General procedure: To a suspension of carboxylic acid (100mg) and DMAP (6 eq) in DCM (0.2 M) under nitrogen at -15C was added T3P (3 eq)dropwise over a period of 20 min. The resulting mixture was stirred at -15Cuntil a solution was obtained (2h) and the aniline (3 eq) was added dropwise.The reaction mixture was stirred at -15 C for 1h, slowly warmed to roomtemperature and stirred overnight. Saturated aq. NaHCO3 was thenadded and the aqueous layer extracted with EtOAc. The organic phase was washedwith saturated aq. NH4Cl (x 2), NaHCO3 and brine, driedover Na2SO4, filtered and concentrated under vacuum. Theresidue was dissolved in DCM and purified by flash chromatography (DCM/MeOH97/3 to 92/8).

According to the analysis of related databases, 19962-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Boland, Sandro; Bourin, Arnaud; Alen, Jo; Geraets, Jacques; Schroeders, Pieter; Castermans, Karolien; Kindt, Nele; Boumans, Nicki; Panitti, Laura; Vanormelingen, Jessica; Fransen, Silke; Van De Velde, Sarah; Defert, Olivier; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 4005 – 4010;,
Amide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 625-51-4, name is N-(Hydroxymethyl)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 625-51-4, Formula: C3H7NO2

To a solution of 200 mg (0.50 mmol) of (4R)-1-{[6-(4-fluorophenoxy)pyridin-3-yl)methyl}-4-mercaptopyrrolidin-2-one dihydrochloride obtained in Example 17 in 1 mL of trifluoroacetic acid, 49 mg (0.55 mmol) of acetamidemethanol was added, the reaction mixture was stirred at room temperature for 10 minutes, and then the solvent was distilled off under reduced pressure. To the residue thus obtained was added ethyl acetate, and the mixture was washed with saturated aqueous sodium hydrogen carbonate and then saturated brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by preparative TLC (chloroform:methanol = 10:1) to yield 154 mg (79%) of the title compound. Melting Point 94 – 95C.

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, N-(Hydroxymethyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1500658; (2005); A1;,
Amide – Wikipedia,
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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. 6162-21-6, name is 4-(Dimethylamino)benzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-(Dimethylamino)benzenesulfonamide

General procedure: A suspension of potassium hydride (3 equiv) in THF (0.6 M) was cooled in an ice-water bath. A solution of sulfonamide, sulfonamide or aniline (1.0 equiv) in THF (0.20 M) was added dropwise, and the suspension was stirred for 15 min. 1,1′-Carbonyldiimidazole (1.0 equiv) was dissolved in 1:1 THF/dioxane (0.20 M) and added dropwise to the reaction mixture, resulting in the formation of a white precipitate. The ice-water bath was removed, and the reaction mixture was allowed to warm to ambient temperature and was stirred for 2 h. A solution of diamine S-1 (1.0 equiv) in THF (1.0 M) was added dropwise, and the suspension was stirred at room temperature for 20 h. The reaction was quenched with a solution of acetic acid (3 equiv) in THF (1.0 M). The crude product was concentrated in vacuo and purified by silica gel chromatography.

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 6162-21-6.

Reference:
Article; Kimmel, Kyle L.; Robak, Maryann T.; Thomas, Stephen; Lee, Melissa; Ellman, Jonathan A.; Tetrahedron; vol. 68; 12; (2012); p. 2704 – 2712;,
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Electric Literature of 16313-66-9,Some common heterocyclic compound, 16313-66-9, name is 2-Amino-5-bromobenzamide, molecular formula is C7H7BrN2O, 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: 3.3.1 6-Bromo-8-iodo-2-phenylquinazolin-4(3H)-one (4a) A stirred mixture of 2 (1.00 g, 2.94 mmol), benzaldehyde (0.37 g, 3.52 mmol) and iodine (1.49 g, 5.88 mmol) in ethanol (100 mL) was refluxed for 7 h and then allowed to cool to room temperature. The mixture was quenched with an ice-cold aqueous sodium thiosulfate solution and the precipitate was filtered and recrystallized to afford 4a as a white solid. 6-Bromo-2-(4-chlorophenyl)-8-iodoquinazolin-4(3H)-one (4c). A stirred mixture of 2 (1.00 g, 2.95 mmol), 4-chlorobenzaldehyde (0.49 g, 3.54 mmol) and iodine (1.49 g, 5.90 mmol) in ethanol (100 mL) afforded 4c as a white solid (1.24 g, 91%), mp. > 345 C; numax (ATR) 490, 526, 554, 686, 729, 791, 944, 1014, 1095, 1285, 1428, 1467, 1559, 1602, 1662, 3072, 3159 cm-1; deltaH (500 MHz, DMSO-d6) 7.66 (d, J = 9.0 Hz, 2H), 8.19 (d, J = 2.0 Hz, 1H), 8.28 (d, J = 9.0 Hz, 2H), 8.49 (d, J = 2.0 Hz, 1H), 12.91 (br s, 1H); deltaC (125 MHz, DMSO-d6) 103.4, 122.9, 128.3, 128.8, 128.9, 129.3, 130.2, 137.4, 144.3, 146.0, 147.9, 161.6; m/z 461 (100, MH+); HRMS (ES): MH+, found 460.8550. C14H879Br 35ClIN2O+ requires 460.8553.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-5-bromobenzamide, its application will become more common.

Reference:
Article; Paumo, Hugues K.; Mphahlele, Malose J.; Rhyman, Lydia; Ramasami, Ponnadurai; Tetrahedron; vol. 72; 1; (2016); p. 123 – 133;,
Amide – Wikipedia,
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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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, A new synthetic method of this compound is introduced below., Product Details of 456-64-4

Example 4 Preparation of; A solution of N-phenyltrifluoromethanesulfonamide (0.97 g) and N,N-diisopropylethylamine (0.58 g) in dry THF (3.9 g) was added to a stirred solution of the product of Preparative Example 3 (1.0 g) in dry THF (4.0 g) within a round bottom flask. This mixture was allowed to stir overnight. The volatile components were then removed using a rotary evaporator. The residue was dissolved in chloroform (40 mL) and was washed first with 0.1N aqueous HCl (40 mL) and then with saturated aqueous sodium chloride. The organic phase was dried over magnesium sulfate and was then filtered. The volatile components were removed using a rotary evaporator to afford 1.03 g of product.

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; 3M Innovative Properties Company; US2005/107615; (2005); A1;,
Amide – Wikipedia,
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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. 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Chloro-N-methoxy-N-methylacetamide

A mixture of (2-chloro-N-methoxy-N-methylacetamide (13.7 g, 0.1 mol) and triphenylphosphane (26.2 g, 0.1 mol) in acetonitrile (200 mL) was heated to 80 °C and held for 20 h. The mixture was cooled and concentrated to remove the solvent below 40 °C. The residue was dissolved in dichloromethane (200 mL), followed by 2 N KOH (100 mL). The resulting mixture was stirred at 20 °C for lh. Phase separation, the organic layer was washed with brine (200 mL*3), dried over Na2SO4 and filtered. The filtrate was concentrated in vacuum to afford N-methoxy-N-methyl-2-(triphenyl-15-phosphanylidene) acetamide (36 g, 0.1 mol, 98percent) as a yellow solid. ESI-MS (EI, m/z): 364.4 [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; NAVITOR PHARMACEUTICALS, INC.; SAIAH, Eddine; VLASUK, George; (239 pag.)WO2018/200625; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 122848-57-1, 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. 122848-57-1, name is tert-Butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

In a sealed tube, 7-fluoro-2-(2-methyl-[l,2,4]triazolo[l,5-a]pyrimidin-6-yl)-4H-pyrido[l,2- a]pyrimidin-4-one (Intermediate (VI-1), 25.4 mg, 0.169 mmol, 1 eq.), and tert-butyl 3,6- diazabicyclo[3.2.0]heptane-6-carboxylate (100 mg, 0.506 mmol, 3 eq.) were stirred in DMSO (2 ml) at 120C for 48 hours. The crude was purifed by preparative HPLC. (0364) The isolated solid was then treated following the General Procedure 1 for Boc deprotection to afford the product 7-(3,6-diazabicyclo[3.2.0]heptan-3-yl)-2-(2-methyl-[l,2,4]triazolo[l,5- a]pyrimidin-6-yl)-4H-pyrido[l,2-a]pyrimidin-4-one 2,2,2-trifluoroacetate (12.4 mg, 0.025 mmol, 73.9 % yield) as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GILLESPIE, Robert Jack; HASANE, Ratni; SARIE, Jerome Charles; (89 pag.)WO2016/184832; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 563-83-7, name is Isobutyramide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H9NO

Intermediate 1: 2-Methylpropanethioamide; A solution of 2-methylpropanamide (6.53 g, 75.0 mmol) and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (15.17 g, 37.51 mmol) in THF (100 mL) was heated to reflux for 4 h. The reaction mixture was then cooled to rt and poured into saturated aqueous NaHCO3 (200 mL). The mixture was extracted with ether (4×100 mL). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated. Purification by flash column chromatography (20% EtOAc:hexanes) afforded 4.77 g (62%) of the title compound. 1H-NMR (400 MHz, CDCl3) delta 7.63 (brs, 1H), 6.90 (brs, 1H), 2.88 (m, 1H), and 1.27 (d, 6H, J=6.8 Hz).

According to the analysis of related databases, 563-83-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Adams, Jerry Leroy; Dickerson, Scott Howard; Johnson, Neil W.; Kuntz, Kevin; Petrov, Kimberly; Ralph, Jeffrey M.; Rheault, Tara Renae; Schaaf, Gregory; Stellwagen, John; Tian, Xinrong; Uehling, David Edward; Waterson, Alex Gregory; Wilson, Brian; US2009/298815; (2009); A1;,
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Synthetic Route of 14433-76-2, The chemical industry reduces the impact on the environment during synthesis 14433-76-2, name is N,N-Dimethylcapramide, I believe this compound will play a more active role in future production and life.

Comparative example AIn the same reactor set up, example 1 is repeated except for the DMA addition. The selectivity towards N,N-dimethyldecylamine is reduced to 92.5 %, mainly at expense of N-methyldidecylamine and decanol.

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, N,N-Dimethylcapramide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAMINCO; WO2006/136204; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics