Month: August 2021

Reference of 6274-22-2,Some common heterocyclic compound, 6274-22-2, name is 4-Amino-N-methylbenzamide, molecular formula is C8H10N2O, 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: CS2 (50 mL) was added to a stirring mixture of DABCO (30 mmol) and amine (10 mmol) in acetone (10 mL). The resulting mixture was further stirred at room temperature to achieve dithiocarbamate, and the process of the reaction was monitored by TLC. After completion of the reaction, the solution was filtered and the solid was washed with acetone. After it was dried in an infrared-ray oven, the salt was dissolved in dried CHCl3 (10 mL) and the mixture was chilled to 0-5 C in an ice bath. BTC (1010 mg, 3.4 mmol), dissolved in CHCl3 (5 mL), was added dropwise for 30 min with constant stirring. The reaction mixture was then allowed to reach room temperature and stirred for a further 4 h. Triethylenediammmonium hydrochloride was filtered off, and the filtrate was evaporated in vacuo to afford the desired isothiocyanate in good purity. All products were identified by comparison with authentic samples.

The synthetic route of 6274-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Pengfei; Li, Chunyan; Zhang, Jingwei; Xu, Xiaoyong; Synthetic Communications; vol. 43; 24; (2013); p. 3342 – 3351;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5900-59-4, name is 2-Amino-4-chlorobenzamide, 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 5900-59-4, Safety of 2-Amino-4-chlorobenzamide

[00394] Step B: To a solution of 2-amino-4-chlorobenzamide (393 mg, 2.30 mmol) and DIEA (0.60 mL, 3.45 mmol) in THF (15 mL) at 0 0C was added ethyl chlorooxoacetate (0.28 mL, 2.53 mmol). The solution was allowed to warm to rt and stir for 2 h. The mixture was concentrated under reduced pressure and the residue was purified by silica gel chromatography eluting with 10-50percent EtOAc/hexanes to afford ethyl 2-(2-carbamoyl-5-chlorophenylamino)-2-oxoacetate as a solid (545 mg, 88percent). 1H NMR (300 MHz, DMSO-d6) delta 1.32 (t, J= 6.97 Hz, 3 H), 4.31 (q, J= 6.97 Hz, 2 H), 7.34 (d, J= 8.48 Hz, 1 H), 7.86 – 8.03 (m, 2 H), 8.44 (br s, 1 H), 8.62 (s, 1 H), 13.24 (s, 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-4-chlorobenzamide, and friends who are interested can also refer to it.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; LIU, Gang; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ABRAHAM, Sunny; SETTI, Eduardo; WO2010/99379; (2010); A1;,
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. 7150-72-3, name is tert-Butyl vinylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of tert-Butyl vinylcarbamate

General procedure: A 10 mL round-bottomed flask equipped with a rubber septum and a magnetic stir bar was charged with 1 (1.0 equiv), 2 (2.5 equiv), 3 (2.0 equiv), and fac-Ir(ppy)3 (0.01 equiv). The flask was evacuated and backfilled 3 times with N2. DMSO was then added with syringe under N2. The mixture was then irradiated by white LED strips. After completion of the reaction (6 h, as judged by TLC analysis), the mixture was poured into a separatory funnel containing sat. aq NaHCO3 (20mL) and EtOAc (20 mL). After extraction with EtOAc, the organic layer was separated, dried (Na2SO4), and concentrated under reduced pressure after filtration. The crude product was purified by flash chromatography on silica gel to afford the desired product 4.

The synthetic route of 7150-72-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; An, Xiao-De; Yu, Shouyun; Synthesis; vol. 50; 17; (2018); p. 3387 – 3394;,
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. 138-41-0, name is Carzenide, A new synthetic method of this compound is introduced below., Safety of Carzenide

General procedure: To a stirred solution of the carboxylic acid (1.0 mmol) in anhydrous CH2Cl2 (5 mL), the appropriate amine or its hydrochloric acid(1 mmol), Et3N (1 eq, 0.14 mL, 1 mmol or 2 eq, 0.28 mL, 2 mmol in caseof hydrochloric acid), HOBt (1 eq, 140 mg, 1 mmol) and EDCI (1.1 eq,211 mg, 1.1 mmol) were added at 0 C. The reaction mixture was stirred overnight at room temperature and then the solvent was removedunder reduced pressure. The residue was dissolved in AcOEt and washedwith H2O, 5% H2SO4, H2O, 5% NaHCO3, brine and H2O. In thecase of proline washing with 5% H2SO4, was omitted. The product was obtained after drying the organic phase over anhydrous Na2SO4, evaporation of the solvent under reduced pressure, and purification by column chromatography.

The synthetic route of 138-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Afantitis, Antreas; Aidinis, Vassilis; Gerokonstantis, Dimitrios Triantafyllos; Kokotos, George; Magkrioti, Christiana; Moutevelis-Minakakis, Panagiota; Nikolaou, Aikaterini; Bioorganic and medicinal chemistry; vol. 28; 2; (2020);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, 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 42137-88-2, Recommanded Product: N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide

Alternatively, Intermediate 1 can be prepared from commercially available starting materials 5-iodo-methoxyaniline and N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide. Treatment of 5-iodo-methoxyaniline and N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide with sodium carbonate and potassium iodide in cyclohexanol at 160 C. will provide 1-(5-iodo-2-methoxyphenyl)-4-tosylpiperazine. Coupling of 1-(5-iodo-2-methoxyphenyl)-4-tosylpiperazine with sodium 3-(difluoromethoxy)benzenesulfinate can be accomplished by treatment with Xantphos, cesium carbonate, and tetrabutyl ammonium chloride. The resulting 1-(5-(3-(difluoromethoxy)phenylsulfonyl)-2-methoxyphenyl)-4-tosylpiperazine can be converted to Intermediate 1 by treatment with concentrated sulfuric acid at 50 C. for 5 hours.

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-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Black, Lawrence A.; US2014/120036; (2014); 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. 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide, A new synthetic method of this compound is introduced below., Formula: C6H11NO2

To the reaction flask, 2-(2-methoxyphenoxy)tetrahydropyran (8B) (200 g, 0.96 mol) and tetrahydrofuran (1000 ml) were added under nitrogenatmosphere, cooled to -20 C. with dry ice acetonebath, added nButyllithium(460 mL, 1.15 mol, 2.5M, Energy Chemical) dropwise slowly,stirred at -10 C. for 2 h. N-methyl-N-methoxyacetamide(186 g, 1.44 mol) was added and stirred at room temperature overnight. The reactionmixture was quenched with a saturated ammonium chloride solution (1000 mL), the organic phase was collected, washed with water (1000mL×2), brine (1000 mL×2), dried over anhydrous sodium sulfate and concentrated under vacuum to obtain cyclopropyl-(3-methoxy-2-tetrahydropyran-2-yloxy-phenyl)methanone (8C) as a red liquid (280 g, crude product), which was submitted to the next step without furtherpurification

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; Sichuan Haisco Pharmaceutical Co., Ltd; Chin, Rinrin; Li, Fang chiong; Lee, Swi Swi; Luo, Huadong; Luo, Sin Pong; Wan, songrin; Ron, Ray; Liu, Guoliang; Wei, Yonggang; Liu, Chien Wi; Tang, Peongcho; (148 pag.)KR2016/5361; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 63920-73-0, A common heterocyclic compound, 63920-73-0, name is 2-Amino-4,6-dimethoxybenzamide, molecular formula is C9H12N2O3, 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.

Example 20. Preparation of 2-[4-(2-hydroxy-ethoxy)-phenyl]-5,7-dimethoxy-3H-quinazolin-4-one [0239] To a flask (250 mL) with a magnetic stirrer were added 4-hydroxybenzalde (10.0 g, 81.8 mmol), 2-chloroethanol (26.3 g, 327 mmol), potassium carbonate (22.6 g, 163 mmol), and ethanol (80 mL). The reaction mixture was stirred at 700C for 16 hours. Potassium carbonate was filtered and ethanol was removed. The residue was diluted with ethyl acetate (200 ml_) and washed with 5% sodium hydroxide (100 ml_), water (100 ml_), and brine (100 ml_). The crude product was purified by column chromatography (silica gel, 230-400 mesh), using hexane / ethyl acetate (1 :1) as eluent, to afford 4-(2-hydroxy-ethoxy)-benzaldehyde. Yield: 10.0 g (73%).[0240] To a solution of 2-amino-4,6-dimethoxy-benzamide (0.400 g, 2.00 mmol) and 4-(2-hydroxy-ethoxy)-benzaldehyde (0.340 g, 2.00 mmol) in N, N- dimethylacetamide (8 ml_) were added NaHSO3 (0.390 g, 2.20 mmol) and p-TSA (38 mg, 0.20 mmol). The reaction mixture was stirred at 115-1200C for 5 hours and cooled to room temperature. The solvent was removed under reduced pressure. The residue was diluted with water (40 ml_) and the solid was collected, mixed with methanol (50 ml_), and stirred for 30 min. The solid was filtered and rinsed with ether (30 ml_) to give the title compound as white solid. Yield: 0.42 g (61%). 1H NMR (400 Hz, DMSO-d6): delta 11.98 (s, 1H), 8.18 (d, 2H), 7.08 (d, 2H), 6.78 (s, 1 H), 6.52 (s, 1H), 4.98 (s, 1 H), 4.10 (t, 2H), 3.90 (s, 3H), 3.84 (s, 3H)1 3.74 (t, 2H). MS (ES+) m/z: 343.13 (M+1).

The synthetic route of 63920-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RESVERLOGIX CORP.; HANSEN, Henrik, C.; WAGNER, Gregory, S.; ATTWELL, Sarah, C.; MCLURE, Kevin, G.; KULIKOWSKI, Ewelina, B.; WO2010/123975; (2010); A1;,
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. 207405-68-3, name is tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 207405-68-3

Example 1; Synthesis of 4-(tetrahydrofuran-2-carbonyl)piperazine-1-carboxylic acid 3-{(1S,3R,5R)-3-[(3-isopropyl-2-oxo-2,3-dihydrobenzoimidazole-1-carbonyl)amino]-8-aza-bicyclo[3.2.1]oct-8-yl}propyl ester; a. Preparation of (1S,3R,5R)-3-[(3-isopropyl-2-oxo-2,3-dihydrobenzoimidazole-1-carbonyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester; To a cold suspension of sodium hydride (9.25 g; 231.4 mmol; 60% dispersion in mineral oil) in dry THF (1000 L) in an ice bath was added the product of Preparation 1, 1-isopropyl-1,3-dihydro-2H-benzimidazol-2-one (27.2 g, 154.2 mmol), in THF (50 mL) under nitrogen atmosphere. The mixture was stirred at 0-5 C. for 30 min, then 4-nitrophenyl chloroformate (34.2 g, 170 mmol) in THF (50 mL) was added. The mixture was stirred overnight while allowing the mixture to gradually warm to ambient temperature. To the activated ester formed was then added (1S,3R,5R)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (36.7 g, 162 mmol) in THF (50 mL). The mixture was stirred at ambient temperature for about 12 h, and at about 75 C. for about 3 h, at which time an LCMS of the reaction sample indicated completion of the coupling reaction. The mixture was concentrated in vacuo, dissolved in dichloromethane (1 L), and washed with first 1M H3PO4, and then saturated NaHCO3 solution. After drying, the organic solution was evaporated to provide the title intermediate as a pale yellow residue that was used in the next step without further treatment.

The synthetic route of 207405-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE, INC.; US2007/117796; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 39549-79-6, name is 2-Amino-4-methylbenzamide, molecular formula is C8H10N2O, 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. category: amides-buliding-blocks

General procedure: The 2-aminobenzamide (1 equiv), the orthoester (2-3 equiv) and absolute ethanol (2-3 mL) wereplaced in a 15-mL Chemglass screw-cap pressure tube (No. CG-1880-01, Chemglass, Vineland, NJ,USA). Glacial acetic acid (3 equiv) was added, N2 was introduced to the vessel and the cap wastightened. The vessel was heated at 110 C for 12-72 h, then cooled and concentrated to give thequinazolinone, which was purified by crystallization from absolute ethanol or trituration from 5%ether in pentane. The following compounds were prepared:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 39549-79-6, its application will become more common.

Reference:
Article; Gavin, Joshua T.; Annor-Gyamfi, Joel K.; Bunce, Richard A.; Molecules; vol. 23; 11; (2018);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, 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. Product Details of 60144-53-8

A one-pot procedure to synthesize 4-fluoroaniline (3-98) from N-Boc-aniline (3-103c) and iV-Boc-4-/er/-butylaniline (3-105c) was developed (Scheme 4). Thus, treatment of N-Boc- aniline (3-103c) and iV-Boc-4-te t-butylaniline (3-105c) using the above standard fluorination conditions followed by the addition of 10% TFA gave the desired4-fluoroaniline (3-98) in 15% and 37% yields over the two steps, respectively. (Reagent and conditions. PhI(OAc)2 (1 equiv), HF-py (4 equiv), CH2C12 (0.1 M), 25 C, 30 min; then 10% TFA/CH2C12, 15 min, 25 C, 15% (from 3-103c), 37% (from 3-105c).)

The synthetic route of tert-Butyl (4-fluorophenyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISIS INNOVATION LIMITED; GOUVERNEUR, Veronique; LI, Lei; LIM, Yee-Hwee; HUIBAN, Mickael; WO2012/4567; (2012); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics