Month: September 2021

Application of 3118-68-1, These common heterocyclic compound, 3118-68-1, name is 3-Cyanobenzenesulfonamide, 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.

The intermediate from step A above (722 mg), di-tert-butyl dicarbonate (1.6 g) and nickel(II) chloride hexahydrate (80 mg) was dissolved in dry methanol (20 mL) and cooled to 0 C. Then sodium borohydride (1.0 g) was added in portions and the ice bath removed. The mixture was vigorously stirred for 2 h, then diethylenetriamine (300 muL) was added and the mixture was concentrated to dryness. The residue was diluted with ethyl acetate, washed with 10% citric acid, saturated sodium hydrogen carbonate and brine, dried (MgSO4) and concentrated. Purification by column chromatography (dichloromethane/methanol, 96:4 to 95:5) gave a amorphous mass, which was suspended in hydrogen chloride (4M solution in dioxane, 15 mL) and stirred for 6 h, evaporated, slurried in diethyl ether and filtered to afford the title compound (590 mg; 67%). [M-Cl]+=187.

The synthetic route of 3118-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 39549-79-6, 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. 39549-79-6, name is 2-Amino-4-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Sodium hydrogen sulfite (4 mmol) was added to a solution of anthranilamide 1 (2 mmol) and benzaldehyde 2 (2 mmol) in N,N- dimethylacetamide (5 mL). The mixture was heated under continuous stirring at 150 o C for 2-3 h and poured into ice water. The precipitate was then filtered, washed with water followed byethanol, and dried to yield the 2-arylquinazolinones 3-31.#10;#10;

The chemical industry reduces the impact on the environment during synthesis 2-Amino-4-methylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Khadka, Daulat Bikram; Tran, Giap Huu; Shin, Somin; Nguyen, Hang Thi Minh; Cao, Hue Thi; Zhao, Chao; Jin, Yifeng; Van, Hue Thi My; Chau, Minh Van; Kwon, Youngjoo; Le, Thanh Nguyen; Cho, Won-Jea; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 69 – 79;,
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. 7341-96-0, name is Propiolamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H3NO

Aimine (0.24 mmol)Rhodium acetate (0.0024 mmol) and molecular sieves (300 mg) were mixed in 10 mL single-necked vials,Oil pump for nitrogen ventilation,A 1 mL syringe was added with 1 mL of re-evaporated CH? Cl?Prepared as a mixed solution A and stirred at room temperature for 10 minutes.The aryl diazonium compound (0.2 mmol) and the amide compound (0.2 mmol) were dissolved in 1 mL of re-evaporated CH? Cl?Prepared into solution B. Solution B was added to the mixed solution A at 25 C with a syringe pump over 1 hour.Stirring for 3 to 12 hours, the reaction mixture is purified by column chromatography to obtain a pure product,Its structure as shown in equation (f)(2S, 3S) -3- (4-trifluoromethylphenyl) -3 – ((2-hydroxyphenyl) amino) -2-phenyl-2-propiolamide propionate,The yield was 70%Dr value is equal to 95: 5, HPLC purity is 97%.

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; East China Normal University; Liu Shunying; Lei Ruirui; Jia Kaili; Wu Yong; Liu Donglan; Dong Suzhen; Hu Wenhao; (42 pag.)CN106831474; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, 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 17193-28-1, HPLC of Formula: C6H12N2O

To a solution of 1-aminocyclopentane-l-carboxamide (1.00 g, 7.80 mmol) in DCM (16 niL) was added TEA (2.72 niL, 19.50 mmol). The mixture was cooled with an ice bath. Cyclopropanecarbonyl chloride (1.142 g, 10.92 mmol) in DCM (4 mL) was added dropwise to the stirred solution, and the reaction mixture was at RT for 18 hours. The reaction was diluted with 0 and DCM. The organic phase was collected. The aqueous phase was extracted (2X) with DCM. The combined organic phase was washed with brine, dried over sodium sulfate, and concentrated to give Intermediate 119a (0.889g, 4.53 mmol, 58.1 % yield) as a solid. RT =0.49 min, MS (ESI) m/z: 191 A (M+H)+. 1H NMR (400 MHz, CDCl3) delta 5.91 (br s, 2H), 5.76 – 5.57 (m, 1H), 2.49 – 2.25 (m, 1H), 2.07 (br d, J=16.7 Hz, 1H), 1.93 – 1.74 (m, 2H), 1.67 – 1.28 (m, 2H), 1.28 – 1.19 (m, 2H), 1.03 – 0.97 (m, 2H), 0.90 – 0.82 (m, 2H), 0.81 – 0.74 (m, 1H).

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:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

35623-11-1, name is 3-[(Methylamino)sulphonyl]benzoic Acid, 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. Application In Synthesis of 3-[(Methylamino)sulphonyl]benzoic Acid

A mixture of 3-methylsulfamoyl-benzoic acid (988 mg, 4.59 mmol) and SOCl2 (5 ml) was stirred at 70 C for 10 h. The mixture was concentrated under reduced pressure and azeotroped with toluene to give the crude carboxylic acid chloride. n-BuLi (5.83 ml, 15.2 mmol, 2.6 M in hexane) was added to a solution of 1,1,1,3,3,3- hexamethyldisilazane (3.2 ml, 15.2 mmol) in THF (15 ml) at -78 C. After stirring for 1 h at -78 C, ?- butyrolactone (395 mg, 4.59 mmol) in THF (5 ml) was added. After stirring for 15 min at -78 C, crude acid chloride in THF (15 ml) was added to the reaction mixture. The mixture was allowed to slowly warm to room temperature and stirring was continued for 1 h. The mixture was acidified with 5 M HCl aq. and extracted with diethyl ether twice. The combined organic extract was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (n-hexane/EtOAc) to afford the titled compound (1.43 g, quant.) as colorless oil.

The synthetic route of 35623-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kawada, Hatsuo; Ebiike, Hirosato; Tsukazaki, Masao; Nakamura, Mitsuaki; Morikami, Kenji; Yoshinari, Kiyoshi; Yoshida, Miyuki; Ogawa, Kotaro; Shimma, Nobuo; Tsukuda, Takuo; Ohwada, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 23; 3; (2013); p. 673 – 678;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 107017-73-2, 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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

Step 2: tert-butyl l-((3-(diethoxyphosphoryl)propoxy)methyl)cyclopropylcarbamate [000471] To a solution of tert-butyl l-(hydroxymethyl)cyclopropylcarbamate (1 eq, from the previous step) in THF (0.1 M) at room temperature was added KOH (5 eq), tetrabutylammonium bromide (0.1 eq), and diethyl 3-bromopropylphosphonate (2 eq). The reaction was stirred at room temperature overnight. The mixture was concentrated en vaccuo and then taken up in DCM/water. The aqueous layer was extracted with DCM (2x). The combined organic layers were dried over anhydrous MgS04, and concentrated en vaccuo. The crude mixture was purified by flash chromatography on a COMBIFLASH system (ISCO) using a gradient of 0-100% ethyl acetate in hexanes and then 100% ethyl acetate to give the product as an oil.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IRM LLC; WU, Tom Yao-Hsiang; ZOU, Yefen; HOFFMAN, Timothy Z.; PAN, Jianfeng; WO2011/119759; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 912444-89-4,Some common heterocyclic compound, 912444-89-4, name is 1-tert-Butyl 4-ethyl 2,3,6,7-tetrahydro-1H-azepine-1,4-dicarboxylate, molecular formula is C14H23NO4, 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.

To a suspension of NaH (21.2 g, 0.318 mol, 60% dispersion in mineral oil) in DMSO (650 mL), S,S,S-trimethylsulfoxonium iodide (72.9 g, 0.331 mol) was added in small portions and stirred at rt for 1 h until gas evolution ceased. A solution of 1-tert-butyl 4-ethyl 2,3,6,7-tetrahydro-1H-azepine-1,4-dicarboxylate (9) (34.3 g, 0.127 mol) in DMSO (150 mL) was added dropwise and the reaction mixture was stirred at 50 C overnight. The resulting solution was cooled to rt, poured into ice-cold H2O (1 L) and extracted with t-BuOMe (3×700 mL). The combined organic extracts were washed with brine (3×500 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure. The product was purified by column chromatography (gradient hexane to hexane – t-BuOMe (7:3) as eluent). Yield: 19.8 g (55 %); colourless oil. 1H NMR(500 MHz, CDCl3): delta 4.14 – 4.06 (m, 2H), 3.98 – 3.78 (m, 2H), 3.10 (s, 1H), 2.96 (s, 1H), 2.77 (dd, J=15.3, 6.4 Hz, 1H), 2.36 (dt, J=14.1, 6.5 Hz, 1H), 1.75 – 1.65 (m, 1H), 1.49 (dd, J=9.2, 4.3 Hz, 1H), 1.43 (s, 9H), 1.37 – 1.26 (m, 2H), 1.23 (t, J=7.1 Hz, 3H), 0.77 (t, J=6.6, 4.3 Hz, 1H). 13C NMR(126 MHz, CDCl3): delta 175.4, 155.1, 79.3, 60.6, 47.6, 47.2, 32.7, 32.4, 28.4, 27.7, 26.9, 24.7, 14.2. MS (APCI): m/z = 284 [M+H]+. Anal. Calcd. for C15H25NO4: C 63.58; H 8.89; N 4.94. Found: C 63.86; H 8.58; N 5.13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-tert-Butyl 4-ethyl 2,3,6,7-tetrahydro-1H-azepine-1,4-dicarboxylate, its application will become more common.

Reference:
Article; Yarmoliuk, Dmytro V.; Serhiichuk, Dmytro; Smyrnov, Vladyslav; Tymtsunik, Andriy V.; Hryshchuk, Oleksandr V.; Kuchkovska, Yuliya; Grygorenko, Oleksandr O.; Tetrahedron Letters; vol. 59; 52; (2018); p. 4611 – 4615;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

121496-39-7, name is tert-Butyl benzyl(2-hydroxyethyl)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. Application In Synthesis of tert-Butyl benzyl(2-hydroxyethyl)carbamate

EXAMPLE IV N-tert.-Butoxycarbonyl-N-benzyl-glycine aldehyde STR32 Variant A 14.65 g (58.3 mmol) of the compound from Example III and 37.3 g (175 mmol) of pyridinium chlorochromate (Aldrich) are added to 500 ml of dichloromethane and the mixture is stirred at room temperature for 2 hours. The mixture is concentrated in a rotary evaporator and quickly filtered through a frit using 600 g of silica gel 60 (Merck) and a step gradient of 1 lof dichloromethane, 1l of dichloromethane/methanol 98/2 and 1.5 l of dichloromethane/methanol 95:5. 500 ml fractions were taken, and the product-containing eluates were combined, dried over sodium sulphate and concentrated in a rotary evaporator. Yield: 4 g (27.5% of theory)

The synthetic route of 121496-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US5095006; (1992); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 830-43-3, A common heterocyclic compound, 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide, molecular formula is C7H6F3NO2S, 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 10-mL screw cap glass tube with a PP-cap was charged with a magnetic stirring bar, sulfonamide 1 or 6 (0.25 mmol, 1.0 equiv), glyoxylic acid monohydrate (2; 30.0 mg, 0.33 mmol, 1.3 equiv), phenylboronic acid (3a; 61.0 mg, 0.5 mmol, 2.0 equiv), and nitromethane (1.5 mL, 0.17 M wrt sulfonamide) and firmly closed. The resulting mixture was stirred at 60 C for 12 h. After cooling to r.t., the mixture was diluted with acetone and filtered through a short plug of Celite/silica gel. The plug was rinsed with additional acetone and the filtrate was concentrated under reduced pressure. Purification of the crude residue by flash column chromatography afforded the 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:
Article; Diehl, Andreas M.; Ouadoudi, Omar; Andreadou, Eleni; Manolikakes, Georg; Synthesis; vol. 50; 19; (2018); p. 3936 – 3946;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 50487-72-4,Some common heterocyclic compound, 50487-72-4, name is N,N-Diallyl-4-methylbenzenesulfonamide, molecular formula is C13H17NO2S, 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 general procedure for metathesis reactions with ruthenium carbenes 10 was performed as follows: a certain amount of ruthenium carbene catalyst 10 (0.0005-0.0125mmol) and a solution of the substrate (0.5mmol) in 1.0mL dry CH2Cl2 (or toluene) was mixed in a reaction flask under nitrogen. The reaction mixture was stirred for 0.3-24h. At the end of the reaction (monitored by thin-layer chromatography (TLC)), the catalysts were separated by silica gel chromatography using CH2Cl2 as the eluent to remove trace amounts of Ru residues. Conversions were estimated by 1H NMR spectroscopy and obtained by comparing the ratios of the integrals of the starting materials with those of products. The catalytic activities of ruthenium carbene 10 for a variety of substrates are shown in Table 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N,N-Diallyl-4-methylbenzenesulfonamide, its application will become more common.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics