Tag: M.W=200-300

Application of 60144-53-8, The chemical industry reduces the impact on the environment during synthesis 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, I believe this compound will play a more active role in future production and life.

Intermediate 1; 6-Fluorospiro[3,l-benzoxazine-4,4′-piperidin]-2(lH)-one; hydrochloride A mixture of 48.96 g (232 mmol) (4-fluoro-phenyl)-carbamic acid tert-butgamma ester and 300 mL tert-BuLi ( 1.7 M in hexane) in 380 mL THF at -70 0C was stirred for 50 min and afterwards 2.5 h at -200C. 44.3 g (223 mmol) 4-oxo-piperidine-l-carboxylic acid tert-butgamma ester (commercially available) in 180 mL THF was added at -70 0C and 60 mg KOtBu at 15 0C. The mixture was stirred at room temperature for 14 h. NH4Cl aq. was added, the organic phase was washed with saturated NaCl aq., and the aqueous phase was extracted with a mixture of THF and ethyl acetate. The combined organic phases were dried with Na2SC>4 and evaporated to dryness. The residue was titurated with diethyl ether, filtered off, washed with diethyl ether and dried to yield 31 g of tert-hutyi 6-fluoro- 2-oxo-l,2-dihydro-l ‘H-spiro[3,l -benzoxazine-4,4’-piperidine]-l ‘-carboxylate (MS (m/e): 335.5 (MH”) ) which was used without further purification in the consecutive step. 300 mL dioxane and 136 mL 4N HCl in dioxane was added and stirred at room temperature for 18 h. The precipitate was filtered off, washed with dioxane and diethyl ether and dried in vacuum. 21 g (36 %) of the title compound was yielded as light yellow solid. MS (m/e): 237.1 (MH+).

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, tert-Butyl (4-fluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/81012; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16313-66-9, name is 2-Amino-5-bromobenzamide, 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 16313-66-9, Recommanded Product: 2-Amino-5-bromobenzamide

General procedure: A dry 50 mL flask was charged with 2-aminobenzamides 1 (2.1 mmol), 5,5-dimethyl-1,3-cyclohexanedione 2 (0.280 g, 2.0 mmol), iodine (0.026 g, 0.01 mmol) and toluene (10.0 mL). The mixture was stirred at 50 C until the reactant 1 was consumed. After the completion of the reaction monitored by TLC, toluene was recovered by distillation under reduced pressure, and the residue was purified by recrystallization in EtOH to give products 4.

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; Lu, Lian; Zhang, Mei-Mei; Jiang, Hong; Wang, Xiang-Shan; Tetrahedron Letters; vol. 54; 8; (2013); p. 757 – 760;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 337463-88-4, These common heterocyclic compound, 337463-88-4, name is 6-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one, 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.

6-Bromo-4/-/-pyrido[3,2-b][1 ,4]oxazin-3-one (6.0 g, 26.3 mmole) and trans-2- phenylvinylboronic acid (3.9 g, 26.3 mmole) were dissolved in 1 ,4-dioxane (150 mL) and the solution was degassed with argon. (PhbetaP^Pd (230 mg, 0.2 mmole) was added, followed by a solution of potassium carbonate (6.9 g, 50 mmole) in H2O (20 mL). The reaction was heated at reflux under argon overnight, then was cooled to room temperature and diluted with EtOAc (200 mL). The solution was washed sequentially with H2O and brine, dried (Na2SO4), and concentrated in vacuo. The solid residue was purified by flash chromatography on silica gel (5-10% EtOAc/CHCl3) to afford a solid (2.5 g, 38%): LCMS(ES) m/z253.0 (M + H)+.

Statistics shows that 6-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one is playing an increasingly important role. we look forward to future research findings about 337463-88-4.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/81182; (2006); A2;,
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. 86499-96-9, name is 3-Bromo-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one, A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one

To a suspension of 3-bromo-1,3,4,5-tetrahydro-1-benzazepin-2-one (9.56 g, 40 mmol) in acetic acid (40 mL) was added bromine (12.8 g, 80 mmol) dropwise. The resulting mixture was stirred at rt for 14 h. The resulting precipitate was collected by filtration, washed with HOAc, and dried to give 72A as a white solid (11.54 g, 91percent). LC/MS m/z 317 (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; Bristol-Myers Squibb Company; US2007/93470; (2007); 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, SDS of cas: 25625-57-4

General procedure: Urea linked alkynes 2(a-c) (1.0 mmol), 2-bromo-N-phenylacetamides3(a-f) (1.0 mmol) were dissolved in dimethylformamide(4 mL) in a round bottom flask. Sodium azide (3.0 mmol) in water (2 mL) copper sulphate (0.02 mmol) in water (2 mL) wereadded to the reaction mixture followed by addition of sodiumascorbate (0.02 mmol) and the mixture was stirred at 40 C for2e3 h. After completion of the reaction, reaction mixture wasfiltered and the solid obtained was washed with ice cold water andsmall amount of ethyl acetate to yield triazole hybrids 4(a-r).

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, 2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kumar, Anil; Kumar, Ashwani; Lal, Kashmiri; Poonia, Nisha; Rani, Poonam; Journal of Molecular Structure; vol. 1215; (2020);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 121496-39-7, A common heterocyclic compound, 121496-39-7, name is tert-Butyl benzyl(2-hydroxyethyl)carbamate, molecular formula is C14H21NO3, 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.

TRIPHENYLPHOSPHINE (0.0125 mol) in dry THF (10 mL) was added to BENZYL- (2- hydroxy-ethyl) -carbamic acid tert-butyl ester 111-8 in THF (30 mL) at 0 C under nitrogen via a cannula. Diisopropyl azodicarboxylate (DIPAD) (0. 013 mol) was then added dropwise and the solution was stirred for 20 min at 0 C after the addition of DIPAD. Diphenyl phosphonic azide (DPPA) (0.0125 mol) was added at 0 C and the solution was stirred for 5 h at room temperature (TLC monitor the amount of 111-8). The solution was then concentrated in vacuo and the crude residue was purified by column chromatography to yield azide intermediate (silica gel, hexanes: EtOAc, 9.5 : 0.5). To a solution of above azide intermediate in THF (5 mL) were added Ph3P (0. 012 mol) and water (0.03 mol) at 0 C. THE mixture was stirred 2 h at 0 C and 21 h at room temperature. The solvent was removed under reduced pressure, and the residue was treated with 10 % citric acid (30 ML) and EtOAc (15 mL). The aqueous layer separated was washed EtOAc (10 mL X 2). Then the aqueous layer was basified with 2M NAOH and the alkaline solution was extracted with CH2C12 (30 ML X 3). The extracts were dried over anhydrous MgS04, and the solvent was then removed under reduced pressure to give pure 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; NORTHWESTERN UNIVERSITY; WO2005/26111; (2005); A2;,
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. 108448-77-7, name is (1R)-(+)-2,10,Camphorsultam, A new synthetic method of this compound is introduced below., Formula: C10H17NO2S

12.16 parts of sodium hydride, 400 parts of toluene and 41.48 parts of a compound (trade name: 2,10-camphorsultam, purchased from Aldrich) represented by the formula (II-1) were charged, After stirring for a minute, 25.69 parts of the compound (trade name: chloroacetyl chloride, purchased from Tokyo Kasei) represented by the formula (III-1) was added to the obtained mixture, and the mixture was stirred at 23 C. for 20 hours.200 parts of ion exchanged water and 300 parts of ethyl acetate were added to the obtained reaction product, and the mixture was stirred at 23 C. for 30 minutes and then separated. 92 parts of a 1 M aqueous sodium hydrogen carbonate solution was added to the recovered organic layer, and the mixture was stirred at 23 C. for 30 minutes and then separated. 180 parts of ion-exchanged water was added to the recovered organic layer, and the mixture was stirred at 23 C. for 30 minutes and then separated. This washing was carried out three times. After concentrating the obtained organic layer, 130 parts of methanol was added and the mixture was stirred at 23 C. for 30 minutes and then filtered to obtain 24.21 parts of the compound represented by the formula (IV-1).

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; Sumitomo Chemical Co., Ltd.; Ichikawa, Koji; Ochiai, Mitsuyoshi; Kim, Gyeongju; (85 pag.)JP5664312; (2015); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 158580-55-3,Some common heterocyclic compound, 158580-55-3, name is Methyl 2-chloro-4-(methylsulfonamido)benzoate, molecular formula is C9H10ClNO4S, 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.

Example 165 4-(N-(2-(lH-pyrrol-l-yl)ethyl)methylsulfonamido)-2-chloro-N-(4-chloro-3- (pyridin-2-yl)phenyl)b enzamide 200 muL of l-(2-bromoethyl)-lH-pyrrole and 556 mg of Cesium Carbonate were added to 150 mg of methyl 2-chloro-4-(methylsulfonamido)benzoate in DMF and stirred at room temperature for 16 hours. The reaction mixture was extracted in Ethyl Acetate twice with saturated bicarbonate and once with brine, dried over Magnesium Sulfate, filtered and concentrated to give methyl 4-(N-(2- (lH-pyrrol-l-yl)ethyl)methylsulfonamido)-2-chlorobenzoate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-chloro-4-(methylsulfonamido)benzoate, its application will become more common.

Reference:
Patent; GENENTECH, INC.; CURIS, INC.; WO2009/126863; (2009); A2;,
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 18469-37-9 as follows. COA of Formula: C9H10BrNO

General procedure: An 8.0 mL screw-cap vial containing a stirring bar was charged with [Ni(dMeObpy)(H 2 O) 2 (Br) 2 ] (8.5 mg, 0.018 mmol, 6 mol %), [[Ir{dF(CF 3 ) 2 ppy} 2 (bpy)]PF 6 ] (9.0 mg, 0.009 mmol, 3 mol %), amide (0.36 mmol, 1.2 equiv), aryl bromide (if solid) (0.3 mmol, 1.0 equiv) and Bu 4 N[OP(O)(OBu) 2 ] (338.8 mg, 0.75 mmol, 2.5 equiv). Next, the vial was closed, and three vacuum/argon cycles were carried out. Under inert atmosphere, a 2:1 mixture of dry t-BuOH/PhCF 3 was added (6.0 mL, 0.05 M) followed by addition of the aryl bromide (if liquid). After further sealing with Parafilm, the reaction was placed in the blue LED bay and stirred at rt until completion (a fan was added to disperse any heat coming from the blue LEDs). When completed, the reactions were taken to dryness and purified by column chromatography using an automated system (hexanes/EtOAc gradient), delivering the corresponding pure product.

According to the analysis of related databases, 18469-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zheng, Shuai; Gutierrez-Bonet, Alvaro; Molander, Gary A.; Chem; vol. 5; 2; (2019); p. 339 – 352;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1485-70-7, 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. 1485-70-7, name is N-Benzylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Amide 1a (48 mg, 0.25 mmol, 1 equiv), and Selectfluor (221 mg, 0.625 mmol, 2.5 equiv) were dissolved in 5 mL of acetonitrile at room temperature, and CuBr (42.6 mg, 0.3 mmol, 1.2 equiv) was added over a 40 min period in six portions. After all CuBr was added, the resulting mixture was stirred for extra 20 min, and then acetonitrile was evaporated under reduced pressure. Then, 20 mL of a saturated ammonium chloride solution was added into the reaction mixture and extracted by diethyl ether (25 mL × 4), the ether layers were combined and dried over Na2SO4, filtered, and evaporated under reduced pressure to give the crude product. Silica gel flash chromatography of the crude product (hexanes-ethyl acetate (10:1) to hexanes-ethyl acetate (4:1)) yielded pure imide 2a (45 mg, 0.22 mmol, 88% yield) together with unreacted 1a (3.2 mg, 0.017 mmol, 7%).

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

Reference:
Article; Jin, Zhuang; Xu, Bo; Hammond, Gerald B.; Tetrahedron Letters; vol. 52; 16; (2011); p. 1956 – 1959;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics