Category: 621-38-5

Application of 621-38-5, 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. 621-38-5, name is 3-Bromoacetanilide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Methyllithium (1.4 M in diethyl ether, 37.4 ml, 52.3 mmol) was added to a -78 C. solution of 3-bromoacetanilide (11.5 g, 53.7 mmol) in tetrahydrofuran (250 ml). The reaction was stirred 15 min at -78 C. Tert-butyllithium (1.7 M in pentane, 62.4 ml, 106 mmol) was added over 30 min to the -78 C. reaction mixture. The reaction was stirred 10 min at -78 C. N-methoxy-N-methyl (1-methyl(4-piperidyl))formamide (5.0 g, 26.8 mmol) in tetrahydrofuran (20 ml) was added dropwise to give a homogeneous yellow solution. The reaction mixture was stirred and allowed to warm to room temperature over 21 hours. The reaction mixture was cooled to 10 C., quenched with ice, and extracted with 1N hydrochloric acid solution. The aqueous extracts were washed with diethyl ether, basified to pH 12 with 5N sodium hydroxide solution and extracted with diethyl ether. The diethyl ether extracts were dried over sodium sulfate and the solvent was removed under reduced pressure to give 6.1 g of a yellow oil. The basic aqueous solution was again extracted with chloroform/isopropanol (3:1). These extracts were dried over sodium sulfate and the solvent was removed under reduced pressure to give 3.4 g of a yellow oil. Both oils were combined and purified by flash chromatography (silica gel, methylene chloride:methanol:ammonium hydroxide, 100:7.5:0.75) to yield 5.7 g (81%) of product as a yellow oil. [00418] MS(m/e): 261(M+1), 259(M-1).

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, 3-Bromoacetanilide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; US6777428; (2004); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 621-38-5,Some common heterocyclic compound, 621-38-5, name is 3-Bromoacetanilide, molecular formula is C8H8BrNO, 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: The experimental alkylation procedure is similar to that as described in [18]. A screw top vial, under air, was charged with acetanilide substrate (1.0 mmol), [Cp*Co(CO)I2] (20 mol %, 0.20 mmol,95.2 mg), AgSbF6 (40 mol %, 0.4 mmol, 137.4 mg), NaOAc(40 mol %, 0.4 mmol, 16.4 mg), 3-buten-2-one (1.5 equiv,1.5 mmol, 105 mg) and 1,2-DCE (8.0 mL). The vial was sealed,and the reaction mixture heated to 80 C with stirring for 24 hours. After this period, the solvent was removed under reduced pressure and the crude product purified by column chromatography (ethyl acetate/petroleum ether; 80:20 in most cases). For full characterisation data of all products obtained, see Supporting Information File 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromoacetanilide, its application will become more common.

Reference:
Article; Kenny, Andrew; Pisarello, Alba; Bird, Arron; Chirila, Paula G.; Hamilton, Alex; Whiteoak, Christopher J.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2366 – 2374;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 621-38-5, name is 3-Bromoacetanilide, 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. Recommanded Product: 3-Bromoacetanilide

General procedure: A mixture of Acetylaniline (0.2 mmol), NCS (0.26 mmol), D-CSA (0.1 mmol) and 1,3-di(1-adamantl)imidazolium tetrafluoroborate (0.01 mmol) in dioxane (1 mL) wasstirred at room temperature (25 oC) under air atmosphere for 24h. The reactionmonitored by GC-MS. When the acetylaniline was consumed completely, the reactionmixture was quenched with saturated aq. NaHCO3 (4 mL). The resulting mixture wasextracted with EtOAc (4 mL x 3). The organic layer was washed with pure water (4ml x 3). The combined organic layer was dried over anhydrous Na2SO4, filtered andthe solvent was removed under reduced pressure to provide the crude product. Thepurification was performed by flash column chromatography on silica gel.

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

Reference:
Article; Chen, Jie; Xiong, Xiaoyu; Chen, Zenghua; Huang, Jianhui; Synlett; vol. 26; 20; (2015); p. 2831 – 2834;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 621-38-5, 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. 621-38-5, name is 3-Bromoacetanilide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Methyllithium (1.4 M in diethyl ether, 37.4 ml, 52.3 mmol) was added to a -78 C. solution of 3-bromoacetanilide (11.5 g, 53.7 mmol) in tetrahydrofuran (250 ml). The reaction was stirred 15 min at -78 C. Tert-butyllithium (1.7 M in pentane, 62.4 ml, 106 mmol) was added over 30 min to the -78 C. reaction mixture. The reaction was stirred 10 min at -78 C. N-methoxy-N-methyl (1-methyl(4-piperidyl))formamide (5.0 g, 26.8 mmol) in tetrahydrofuran (20 ml) was added dropwise to give a homogeneous yellow solution. The reaction mixture was stirred and allowed to warm to room temperature over 21 hours. The reaction mixture was cooled to 10 C., quenched with ice, and extracted with 1N hydrochloric acid solution. The aqueous extracts were washed with diethyl ether, basified to pH 12 with 5N sodium hydroxide solution and extracted with diethyl ether. The diethyl ether extracts were dried over sodium sulfate and the solvent was removed under reduced pressure to give 6.1 g of a yellow oil. The basic aqueous solution was again extracted with chloroform/isopropanol (3:1). These extracts were dried over sodium sulfate and the solvent was removed under reduced pressure to give 3.4 g of a yellow oil. Both oils were combined and purified by flash chromatography (silica gel, methylene chloride:methanol:ammonium hydroxide, 100:7.5:0.75) to yield 5.7 g (81%) of product as a yellow oil. [00418] MS(m/e): 261(M+1), 259(M-1).

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, 3-Bromoacetanilide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; US6777428; (2004); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 621-38-5, A common heterocyclic compound, 621-38-5, name is 3-Bromoacetanilide, molecular formula is C8H8BrNO, 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.

General procedure: A dry argon-flushed Schlenk flask, equipped with a magnetic stirrer and a septum was charged with asolution of 1-iodo-1-(3′,4′,5′-trimethoxyphenyl)ethylene (48 mg, 0.15 mmol) in 1.5 mL of dry THF.The solution of i-PrMgCl¡¤LiCl (0.17 ml of 0.97 M solution in THF, 0.165 mmol) was added slowly at -20 C, and the reaction mixture was stirred at this temperature for 20 min to complete I/Mg exchange. 1 M solution of ZnCl2 (0.15 ml of 1 M solution in THF, 0.15 mmol) was added dropwise for 1 min at -20 C and the reaction mixture was warmed to room temperature. 3-(Methoxymethoxy)-4-methoxyphenyl iodide (44 mg, 0.15 mmol) was placed in a round bottom flask under argon. Solution of Pd(OAc)2 (1.35 mg, 0.006 mmol) and S-Phos (3.7 mg, 0.009 mmol) in 1 mlof THF was added, followed by dropwise addition of prepared solution of organo zinc reagent (0.15mmol) over a period of 1 min at room temperature. The reaction mixture was stirred at room temperature for 5 h, poured into saturated aq. NH4Cl solution and extracted with EtOAc. The organiclayer was washed with brine, dried over Na2SO4 and concentrated in vacuo and the residue was purified by flash chromatography on silica gel (petroleum ether/EtOAc, 5:1) to give 5a-OMOM (44mg, 0.122 mmol, 81%) as brown oil.

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:
Article; Malysheva, Yulia B.; Buchvalova, Svetlana Y.; Svirshchevskaya, Elena V.; Fokin, Valery V.; Fedorov, Alexey Y.; Synlett; vol. 24; 14; (2013); p. 1772 – 1776;,
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. 621-38-5, name is 3-Bromoacetanilide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Bromoacetanilide

0.05 g of tetrakistriphenylphosphine palladium was added at room temperature to a solution having 0.21 g of 3-bromo-acetoanilide obtained by (1) dissolved in 5 ml of toluene, followed by stirring for 15 minutes. 0.25 g of 2,4, 6-trimethylphenyl boronic acid,. 2 ml of ethanol and 3 ml of a 2M sodium carbonate solution were sequentially added thereto, and the reaction system was flushed with nitrogen, followed by stirring for 12 hours under reflux under heating. After cooling, 10 ml of cold water was added, followed by extraction with 15 ml and 10 ml of ethyl acetate. The organic layers were put together and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel (Silica gel 60N; spherical and neutral, manufactured by Kanto Kagaku) column chromatography (developing solvent of n-hexane: ethyl acetate=2: 1) to obtain 0.15 g of the objective compound having a melting point of 173. 8C. Further, NMR of this compound was as follows. H-NMR 5 (ppm) 1. 98 (s, 6H), 2.15 (s, 3H), 2. 30 (s, 3H), 6. 85 (d, lH ; J =8. 0 Hz), 6. 90 (s, 2H), 7.16 (s, lH), 7. 33 (t, lH; J =8. 0 Hz), 7.41 (bs, lH), 7.57 (d, lH; J =8.0 Hz)

According to the analysis of related databases, 621-38-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.?; WO2005/44007; (2005); 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. 621-38-5, name is 3-Bromoacetanilide, A new synthetic method of this compound is introduced below., 621-38-5

Embodiment 24-methyl -2 the same-acetamido […] synthesis ofTo 10 ml reaction flask by adding 3-polybromide monoacetylaniline (0.2mmol, 42 . 81 mg), palladium acetate (0.002mmol, 0 . 45 mg), 4-methyl iodophenylamino (0.22mmol, 47 . 97 mg), K3PO4(0.6mmol, 127 . 36 mg), silver acetate (0.3mmol, 50 . 07 mg), TFA (0.1mmol) and DCE (2 ml), for 90 C reaction under the conditions, the TLC reaction monitoring, when the temperature is reduced to the room temperature, adding phenylo boric acid (1.2mmol, 29 . 26 mg) with the ligand two phenol (0.004mmol, 1 . 07 mg), 80 C to continue reaction, the end point of the detection reaction TLC. When the reaction to room temperature, add 5 ml ethyl ether, the reaction solution is poured into the separatory funnel, using 5 ml ethyl ether washing reaction bottle, and then merged into the separatory funnel in ethyl ether, is added to the separatory funnel in 10 ml saturated NaCl solution, oscillating, liquid, so then to 10 ml ¡Á 2 of ethyl ether extraction, combined with the phase, adding anhydrous sodium sulfate for drying, filtering, vacuum screwed out of the solvent, with petroleum ether and ethyl acetate 4:1(v/v) as the mobile phase, rapid column separation, get the pure product white solid 4-methyl -2 the three-acetamido […] biphenyl, yield 94.0%.

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; Heilongjiang University; Chu, Wenyi; Ren, Limin; Sun, Zhizhong; Guan, Dinghui; Han, Lu; Wang, Lulu; Shi, Yang; (10 pag.)CN104003895; (2016); B;,
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. 621-38-5, name is 3-Bromoacetanilide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 621-38-5

Example 4; Example 3 is repeated under the same conditions except that 2% millimolar of (PdAllylCl)2 is used instead of Pd(OAc)2. The reaction is always conducted at 90C. The same product of example 3 is obtained with 84% molar yield.

The synthetic route of 621-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.I.S. Fabbrica Italiana Sintetici S.p.A.; EP2433931; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

621-38-5, 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 621-38-5 as follows.

Example 43-chloro -2 the same-acetamido […] synthesis ofTo 10 ml reaction flask by adding 3-bromo(acetylaniline) (0.2mmol, 42 . 81 mg), palladium acetate (0.002mmol, 0 . 45 mg), 3- chloroiodobenzene (0.22mmol, 52 . 46 mg), K3PO4(0.6mmol, 127 . 36 mg), silver acetate (0.3mmol, 50 . 07 mg), TFA (0.1mmol) and DCE (2 ml), for 90 C reaction under the conditions, the TLC reaction monitoring, when the temperature is reduced to the room temperature, adding phenylo boric acid (1.2mmol, 29 . 26 mg) with the ligand two phenol (0.004mmol, 1 . 07 mg), 80 C to continue reaction, the end point of the detection reaction TLC. When the reaction to room temperature, add 5 ml ethyl ether, the reaction solution is poured into the separatory funnel, using 5 ml ethyl ether washing reaction bottle, and then merged into the separatory funnel in ethyl ether, is added to the separatory funnel in 10 ml saturated NaCl solution, oscillating, liquid, so then to 10 ml ¡Á 2 of ethyl ether extraction, combined with the phase, adding anhydrous sodium sulfate for drying, filtering, vacuum screwed out of the solvent, with petroleum ether and ethyl acetate 3:1(v/v) as the mobile phase, rapid column separation, get the pure product white solid 3-chloro -2 the three-acetamido […] biphenyl, yield 86.5%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 621-38-5, and friends who are interested can also refer to it.

Reference:
Patent; Heilongjiang University; Chu, Wenyi; Ren, Limin; Sun, Zhizhong; Guan, Dinghui; Han, Lu; Wang, Lulu; Shi, Yang; (10 pag.)CN104003895; (2016); B;,
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. 621-38-5, name is 3-Bromoacetanilide, A new synthetic method of this compound is introduced below., 621-38-5

Step 1: To DMF (16 mL) was added POCI3 (48.8 mL. 523 mmol) dropwise via cannula over 30 minutes at 0 C. and the reaction mixture was stirred for another 30 minutes at this temperature. Then, N-(3-brornophenyi)acetamide (16 g, 75 minol) was added to the mixture and the reaction was stirred at 80 C for 2 It The solvent was then removed under reduced pressure to afford crude residue which was diluied with 200 mL of saturated aqueous NaHCO3 and extracted with1000 inL of EtOAc. The organic phase was washed with water (600 mL), brine (300 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluted with 20% EtOAc/PE) to afford 7-brorno-2.-chloroquinoline-3-carbaldehyde as a solid. Then, 7-bromo-2- cliloroquinoline-3-carbaldehyde (1.8 g, 6.65 mmol) was coevaporated with toluene (5 rnL) threetimes. To a. solution of 7-brorno-2-chloroquinohne-3-carbaldehvde (1.8 g, 6.65 mmol) in DCM(27 ni) was added DAST (1.76 mL, 13.31 mmol) at 0 C, and the nixiure was then stuffed at50 C for 1.5 h. The reaction was diluted with 50 rnL of saturated aqueous Nal-{C03 at 0 C andextracted with 250 rnL EtOAc. The organic phase was washed with water (100 mL), brine (100mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated underreduced pressure. The resulting residue was purified by silica gel column chromatography(eluted with 30% DCM/PE) to afford 7-brorno-2-chloro-3-(difluorornethyl)quinoline as a solid.MS: 292/294 (M ¡À 1/M ¡À 3).

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; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics