Month: March 2021

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 598-55-0 as follows. Product Details of 598-55-0

To a mixture of beta-naphthol (0.144 g, 1 mmol), arylaldehyde (1 mmol) and alkylcarbamate (1.3 mmol) in a test tube, was added nano-SB-[PSIM]Cl (0.01 g), and the resulting mixture was stirred magnetically at 70 C, and after solidification of the reaction mixture with a small rod at that temperature. The mixture was cooled to room temperature, then warm EtOAc (5 mL) was added and stirred for 1 min followed by centrifugation and decanting to separate nano-SB-[PSIM]Cl (the silica-bonded IL is not soluble in warm EtOAc, but the unreacted starting materials and the product are soluble in it). The separated EtOAc was evaporated, and the solid residue was recrystallized from hot EtOH (95 %) to give the pure alpha-carbamatoalkyl-beta-naphthol.

According to the analysis of related databases, 598-55-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zare, Abdolkarim; Merajoddin, Maria; Moosavi-Zare, Ahmad Reza; Zarei, Mahmoud; Beyzavi, M. Hassan; Zolfigol, Mohammad Ali; Research on Chemical Intermediates; vol. 42; 3; (2016); p. 2365 – 2378;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 125414-41-7, A common heterocyclic compound, 125414-41-7, name is tert-Butyl (1,3-dihydroxypropan-2-yl)carbamate, molecular formula is C8H17NO4, 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.

Preparation K Acetic acid 3-acetoxy-2-tert-butoxycarbonylamino-propyl ester (2-Hydroxy-1-hydroxymethyl-ethyl)-carbamic acid tert-butyl ester (5.0 g, 26.1 mmol) was dissolved in pyridine (50 ml) and acetic anhydride (50 ml) was added. The solution was stirred at ambient temperature for 24 h when TLC showed no starting material remained. The solvent was evaporated and the residue dissolved in ethyl acetate (120 ml) and washed with dilute hydrochloric acid (3*50 ml), sodium bicarbonate solution (50 ml), brine, dried over magnesium sulphate, filtered and evaporated to give a colourless oil (7.2 g, 99% yield). The structure was confirmed by 1H NMR (300 MHz, CDCl3): 1.42 (s, 9H), 2.05 (s, 6H), 4.00-4.20 (m, 4H), 4.76-4.88 (m, 1H).

The synthetic route of 125414-41-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Morrison-Iverson, Veronique; Wynn, Duncan George; US2010/233097; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 631-58-3,Some common heterocyclic compound, 631-58-3, name is Propanethioamide, molecular formula is C3H7NS, 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.

Ethyl chloroacetate (1 equiv) was dissolved in dry acetone, and a solution of thiopropanamide (1 equiv) in acetone was added. The reaction was refluxed overnight. After cooling to rt, volatiles were evaporated. The residue was diluted with ethyl acetate followed by careful addition of saturated NaHCO3 (aq). Layers were separated and the aqueous layer was extracted with ethyl acetate (2x), organics were combined, dried (Na2SO^ and concentrated to give a yellow residue. Purification by column chromatography on silica gel (ethyl acetate: hexanes: 80:20) provided (2-Ethyl-thiazol~4-yl)-acetic acid ethyl ester in 45 % yield, m/z (ES+) 200 (M+H4″).

The synthetic route of 631-58-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; NEUROGEN CORPORATION; WO2006/122200; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 445-28-3,Some common heterocyclic compound, 445-28-3, name is 2-Fluorobenzamide, molecular formula is C7H6FNO, 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: Oxalyl chloride (6.61mmol) was added dropwise into a stirred solution of the appropriate benzamide (2.6mmol) in CH2Cl2 (10mL). The mixtures were heated at reflux for 20-22h. Then, solvents were evaporated in vacuo to give the respective crude benzoyl isocyanates 4a-k, which were used immediately in the next step without purification. Aminoindolin-2-one (2.8mmol) was added into a stirred solution of the appropriate benzoyl isocyanate (2.8mmol) in acetonitrile (10mL). After addition, each mixture was heated at 70-80C for 2-3h. The solid products were each filtered, washed with acetonitrile, and air dried.

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

Reference:
Article; Jagtap, Ajit Dhananjay; Chang, Pei-Teh; Liu, Jia-Rong; Wang, Hsiao-Chun; Kondekar, Nagendra B.; Shen, Li-Jiuan; Tseng, Hsiang-Wen; Chen, Grace Shiahuy; Chern, Ji-Wang; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 268 – 288;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 5238-56-2,Some common heterocyclic compound, 5238-56-2, name is N-(2-Hydroxyethyl)methacrylamide, molecular formula is C6H11NO2, 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.

2-Aminoethanol (Manufactured by Tokyo Chemical Industry; 19.4 g, 0.318 mol), and 400 mL of anhydrous tetrahydrofuran were put into a 1-liter four-necked flask, stirred, and cooled to an internal temperature of -10 C. Seventy milliliters of an anhydrous tetrahydrofuran solution of methacrylic acid chloride (16.6 g, 0.159 mol) was then added dropwise over the course of 30 minutes at 5 C. or lower. After the dropwise addition of the solution, the resulting mixture was stirred for 3 hours under room temperature conditions. After the reaction, insoluble matters were removed by filtration, and the filtrate was concentrated under reduced pressure. This produced hydroxyethyl methacrylamide as a pale yellow liquid. The hydroxyethyl methacrylamide (12.9 g, 0.10 mol) obtained by the procedure described above, 200 mL of anhydrous tetrahydrofuran, and triethylamine (15.2 g, 0.15 mol) were put into a 500-milliliter four-necked flask, stirred, and cooled to an internal temperature of -10 C. Fifty milliliters of an anhydrous tetrahydrofuran solution of methacrylic acid chloride (15.7 g, 0.15 mol) was then added dropwise over the course of 30 minutes at 5 C. or lower. After the dropwise addition of the solution, the resulting mixture was stirred for 3 hours under room temperature conditions. After the reaction, triethylamine hydrochloride was removed by filtration, and the filtrate was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (developing solvent: ethyl acetate). After the column purification, the solvent was removed under reduced pressure using a rotary evaporator, and a pale yellow liquid was obtained. The liquid was subjected to LC-MS analysis and 1H-NMR measurement. It was determined from the locations and integrals of signals that the pale yellow liquid was a target compound. The weight yield was 10.8 g, and the percentage yield was 54.8%. MS m/z: 198 (M+H)+ 1H-NMR (270 MHz CDCl3): delta 1.92 (m, 3H), 1.94 (m, 3H), 3.65 (m, 2H), 4.27 (m, 2H), 5.34 (m, 1H), 5.58 (m, 1H), 5.68 (m, 1H), 6.11 (m, 1H), 6.29 (s, 1H) (ppm)

The synthetic route of 5238-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KURARAY NORITAKE DENTAL INC.; NOJIRI, Yamato; TAKEI, Mitsuru; (33 pag.)US2018/360696; (2018); 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. 24036-52-0, name is 6-Bromo-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Product Details of 24036-52-0

To a 25 mL flask was added 6-bromo-2H-benzo[b][1,4]oxazin-3(4H)-one (0.46 g, 2 mmol), P2S5 (0.89 g, 4 mmol) and THF (8 mL), thereaction mixture was heated at 90 C and stirred for 8 h. After the reactionwas completed, the THF was removed at reduced pressure andpour into water, filtered dry and directly reacted with piperazine(0.34 g, 4 mmol) at 90 C in THF without purification. Then the THFwas removed at reduced pressure and the residue was purified on silicagel with chloroform/methanol (V:V 10:1) to give the title compound asa white powder. Yield 56.2%, oil. 1H NMR (400 MHz, DMSO-d6) delta 6.99(d, J=2.4 Hz, 1H, Ar-H), 6.92 (dd, J=8.4, 2.4 Hz, 1H, Ar-H), 6.74 (d,J=8.4 Hz, 1H, Ar-H), 4.76 (s, 2H, Ar-H), 3.50-3.39 (m, 4H, CH2¡Á2),3.19 (m, 4H, CH2¡Á2). ESI-MS: m/z 296.0 [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:
Article; Dong, Fu-Dan; Liu, Dan-Dan; Deng, Cheng-Long; Qin, Xiao-chun; Chen, Kai; Wang, Jian; Song, Hong-Rui; Ding, Huai-Wei; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 3982 – 3991;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

46460-73-5, name is Benzyl (3-aminopropyl)carbamate, 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. Recommanded Product: Benzyl (3-aminopropyl)carbamate

To a solution of 1-methylethyl 2, 4-dichloropyrimidine-5-carboxylate (4.7 G) and ethyldiisopropylamine (3.4 ml) in ACETONITRILE (250 ML) phenylmethyl [3- AMINOPROPYL] CARBAMATE (4.2 g) was added at 0¡ãC. Subsequently the reaction mixture was stirred over night at room temperature. After evaporation the residue was chromatographed on SILICA GEL (DICHLOROMETHANE/ISOPROPANOL) to yield the title compound (5.9 G). ESI-MS : 407 and 409 (M+)

The synthetic route of 46460-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 563-83-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 563-83-7 name is Isobutyramide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A 15 mL round-bottom flask was charged with a stirring bar, 2.0 mL ethyl acetate, N,N-dimethylaniline derivative (0.9 mmol), amide (0.5 mmol) and complex 2 (27.9 mg, 0.05 mmol) were added. After stirring 15 min, TBHP (0.75 mmol, 108 mL) was added without extrusion of the air. The mixture was stirred for 8 h at 40 oC. After cooling to room temperature, 10 mL ethyl acetate was added, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using ethyl acetate/pet ether (60-90 oC) as eluent to give the desired product.

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

Reference:
Article; Zhu, Fan; Lu, Bing; Sun, Hongmei; Shen, Qi; Tetrahedron Letters; vol. 57; 37; (2016); p. 4152 – 4156;,
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. 34801-09-7, name is N-(2-Aminophenyl)acetamide, A new synthetic method of this compound is introduced below., Formula: C8H10N2O

General procedure: A mixture of 1.00 g (5.2 mmol) of compound 1a and 0.78 g (5.2 mmol) of N-(2-amino-phenyl)acetamide in 10 mL of ethanol was refluxed for 1 h. The mixture was cooled and evaporated by half, and the yellow solid was filtered off. Yield 1.20 g (71%), mp 130-132C (decomp., from EtOH). IR spectrum, nu, cm -1 : 3272 (NH, OH), 1715 (C=O). 1 H NMR spectrum, delta, ppm: 2.11 s (3H, Me), 6.38 s (1H, 3-H), 7.07 m (1H, H arom ), 7.17 m (2H, H arom ), 7.32 m (1H, H arom ), 7.49-7.60 m (3H, H arom ), 7.96 m (2H, H arom ), 9.82 s (1H, NH), 11.61 s (1H, NH). 13 C NMR spectrum, delta C , ppm: 22.8 (Me), 95.3 (C 3 ); 122.6, 125.1, 125.9, 127.1, 128.2, 128.5, 128.9, 130.3, 131.9, 138.5 (C arom ); 151.9 (C 2 ), 165.2 (COOH), 168.8 (CONH), 189.3 (COPh). Mass spectrum: m/z 325.15 [M + H] + . Found, %: C 66.59; H 4.87; N 8.44. C 18 H 16 N 2 O 4 . Calculated, %: C 66.66; H 4.97; N 8.64. [M + H] + 325.12

The synthetic route of 34801-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stepanova; Dmitriev; Maslivets; Russian Journal of Organic Chemistry; vol. 55; 3; (2019); p. 402 – 405; Zh. Org. Khim.; vol. 55; 3; (2019); p. 469 – 473,5;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 49690-09-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 49690-09-7 name is N-tert-Butyl 4-Nitrophenylsulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Method b: To a solution of nitroarene (1.0 equiv.) in EtOH or MeOH (deoxygenated with bubbled Argon) was added Pd/C (10%) and hydrazine monohydrate 65% (3.0 equiv.) under Argon. The solution was stirred and heated at reflux for the indicated time. The reaction mixture was filtered over Celite, and the filtrate concentrated under reduced pressure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-tert-Butyl 4-Nitrophenylsulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics