Author: tianli

53297-70-4, 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 53297-70-4 as follows.

General procedure: The chlorides 9a-j was dissolved in CH2Cl2 (20 mL) andadded dropwise to a stirred solution of 4-anilinesulfonamide(10.0 mmol) and NaHCO3 (1.26 g, 15.0 mmol) in CH3CN(80 mL). The mixture was heated at 70 C for 2h. The solution solutionwas evaporated, and poured to water, filtered to give asolid. This was purified by chromatography on silica gelusing CH2C12-MeOH (30: l) to give the title molecules 10a-t.The typical compound 10c was characterized with NMR andMS techniques. The detailed data is below.

According to the analysis of related databases, 4-Amino-3-methylbenzenesulfonamide, the application of this compound in the production field has become more and more popular.

Reference:
Article; Song, Zhendong; Wang, Ping; Huang, Shanshan; Wang, Changyuan; Wang, Rui-Rui; Yang, Liu-Meng; Zhen, Yuhong; Liu, Kexin; Zheng, Yong-Tang; Ma, Xiaodong; Medicinal Chemistry; vol. 13; 4; (2017); p. 398 – 405;,
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A common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, 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. 7341-96-0.

General procedure: CuI (0.01mmol) was added to a mixture of isatin (1) (1.0 mmol), L-proline (2) (1.0 mmol) and alkyne (3)(1.0 mmol) in acetonitrile and the reaction mixture was stirred at 80 C for2-3 h under nitrogen. The solvent was then removed under reduced pressure andthe concentrated reaction mass was purified by column chromatography on silicagel using 50% hexane-ethyl acetate to afford the desired compound.. 2-oxo-5′,6′,7′,7a’-tetrahydrospiro[indoline-3,3′-pyrrolizine]-2′-carboxamide 4a) Off white solid; Yield: 92%; mp: 260-263 C; lHNMR (400 MHz, DMSO-d6): d 10.0 (s, 1H), 7.50 (s, 1H), 7.20-7.15 (m, 1H),7.00-6.70 (m, 5H), 4.45-4.35 (m, 1H), 2.50-2.40 (m, 2H), 2.05-1.95 (m, 1H),1.80-1.45 (m, 3H); 13C NMR (100 MHz, DMSO-d6): delta 178.5,163.8, 143.2, 139.1, 137.7, 128.8, 127.3, 125.4, 120.4, 109.4, 76.9, 71.6, 47.8,30.6, 26.8; IR (KBr): 3275, 2873, 1663, 1598, 1472, 1384, 1205, 745 cm-1;m/z (ES): 270.12 (M+1, 100 %); HRMS: m/z [M + H] calcd for C15H16N3O2:270.1243; found: 270.1240.

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

Reference:
Article; Singh, Shambhu Nath; Regati, Sridhar; Paul, Abir Kumar; Layek, Mohosin; Jayaprakash, Sarva; Reddy, K. Venkateshwara; Deora, Girdhar Singh; Mukherjee, Soumita; Pal, Manojit; Tetrahedron Letters; vol. 54; 40; (2013); p. 5448 – 5452;,
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1114-51-8, A common heterocyclic compound, 1114-51-8, name is N,N-Diethylpropionamide, molecular formula is C7H15NO, 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.

(1.43) from DAQ and N-diethylpropionamide the 2,6-bis-(diethylamino-1-propylene-imino)-anthraquinone having a melting point of 78 C.

The synthetic route of 1114-51-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US4078086; (1978); A;,
Amide – Wikipedia,
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Some common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, molecular formula is C8H10N2O3S, 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. 144-80-9

General procedure: A mixture of appropriate sulfonamide 1 (10 mmol) in DMF (20 mL) and the appropriate isothiocyanate (10 mmol) in dioxin (20 mL) was heated on a water bath for 1 h, cooled and then poured onto ice cooled water. The pale yellow solid thus obtained was filtered and recrystallized from ethanol as needles.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 144-80-9, its application will become more common.

Reference:
Article; Faidallah, Hassan M.; Khan, Khalid A.; Journal of Fluorine Chemistry; vol. 142; (2012); p. 96 – 104;,
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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. 51-06-9, name is 4-Amino-N-(2-diethylaminoethyl)benzamide, A new synthetic method of this compound is introduced below., 51-06-9

To a solution of procainamide (26 mg, 0.112 MMOL) in DICHLOROMETHANE (1.5 mL) under inert atmosphere were triethylamine (31 uL) and 4-trifluoromethoxyphenyl isocyanate (30 , uL, 0.145 MMOL) added. The reaction was stirred for three days. PS-Trisamine (0. 16 g, 3.58 mmol/g, 0.56 MMOL) was added and the reaction was stirrede for two more days. The resin was filtered off and the reaction mixture was concentrated in vacuo. The crude product was purified by acidic ion exchange chromatography (SCX-colon) giving 29 mg (59%) of the title product. LCMS (AN20P10) : RT = 5.52 min, (M-1) = 439.0 m/z.

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; 7TM PHARMA A/S; LITTLE, Paul Brian; WO2004/48319; (2004); A1;,
Amide – Wikipedia,
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61903-11-5, 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 61903-11-5 as follows.

(e). 1-{4-[1-(4-Fluoro-phenyl)-8,9-dimethoxy-5,6-dihydro-imidazo[5,1-a]isoquinoline-3-carbonyl]-[1,41]diazepan-1-yl}-ethanone; hydrochloride salt A solution of the product of 50d (60 mg) in dioxane (1 ml) was treated with a solution of LiOH (20 mg) in water (0.3 ml). The mixture was stirred for 45 min and neutralized by addition of an aqueous HCl solution (0.5 N). The aqueous material was freeze-dried and diluted with DMF (1 ml). N-acetylhomopiperidine (30 mg), N-ethylmorpholine (30 ml) and TBTU (60 mg) were added. The reaction mixture was stirred for 4 h, poured in water and extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel (dichloromethane/acetone as eluent). The product was dissolved in a mixture of acetone/ether (v:v, 1:1) and treated with one equivalent of a 0.4N HCl solution in ether. Yield: 10 mg. MS-ESI: [M+H]+=493.4; TLC Rf=0.50 (dichloromethane/acetone 1:1); NMR (DMSO-d6) delta 2.00 (m, 3, acetyl(rotamers)), 3.47 and 3.80 (2*s, 6, OCH3), 6.95 and 7.02 (2*s, 2, H7 and H10), 7.30 and 7.69 (2*m, F-Ar-H); 19F-NMR (DMSO-d6)-114.9; hFSHRago (CHO luc) EC50=315 nM.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 61903-11-5, and friends who are interested can also refer to it.

Reference:
Patent; N.V. Organon; US2010/324021; (2010); A1;,
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27366-72-9, 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. 27366-72-9, name is 2-(Dimethylamino)ethanethioamide hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 10 Preparation of N-4-(2-dimethylaminomethyl-4-thiazolyl)butyl-N’-methyl 2-nitro-1,1-ethenediamine. Following the procedure of Example 1, a stirred solution containing 3.2 g. of dimethylaminothioacetamide hydrochloride, and 6.48 g of bromomethyl 4-phthalimidobutyl ketone [prepared by the procedure of Chem. Listy., 49, 1385 (1955); C.A., 50, 5573c (1956)]; in 50 ml. of ethanol was heated at refluxing temperature for about 5 hours and was then cooled. Volatile constituents were removed by evaporation in vacuo leaving 2-dimethylaminomethyl-4-(4-phthalimido-1-butyl)thiazole as a semi-solid residue. The compound was utilized without further purification. A solution was prepared containing the above product in 50 ml. of methanol.

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; Eli Lilly and Company; US4382090; (1983); A;,
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,
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A common heterocyclic compound, 354-38-1, name is 2,2,2-Trifluoroacetamide, molecular formula is C2H2F3NO, 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. 354-38-1.

A solution of 2,2,2 -trifluoroacetamide (7.12 g, 63 mmol) and Lawesson’s Reagent (15.3 g, 37.8 mmol) in THF (60 ml) was stirred at reflux for 18 h. The reaction mixture was cooled, ethyl bromopyruvate (8 ml, 63 mmol) added and the reaction refluxed for 18 h. The reaction was cooled, evaporated in vacuo, and the resulting crude material extracted into ethyl acetate and washed with water. The organic fraction was dried over MgSO4 and condensed to give a yellow/orange oil. The oil was purified by flash column chromatography on silica eluting with 15 % ethyl acetate in hexane to provide the title compound as a clear oil (3 g, 21 %). 1H NMR (400 MHz, CDCl3) delta 8.39 (1 H, s), 4.47 (2 H, q, J7.1), 1.42 (3 H, t, J7.2).

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

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2006/120481; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 402-46-0, name is 4-Fluorobenzenesulfonamide, 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 402-46-0, 402-46-0

General procedure: To a round-bottom flask (500 mL) that contained a solution of aryl sulfonamide (6 mmol), 4-dimethyaminopyridine (DMAP, 13 mmol), and 1-[3-(dimethyamino)-propyl]-3-ethylcarbodiimide hydrochloride (EDCI, 13 mmol) in CH2Cl2 (150 mL) was added the synthesized cinnamic acid (6 mmol) at room temperature. The resulting mixture was stirred at room temperature for 12 h, then cooled to 5 C, and acidified to pH 1 with addition of HCl aqueous solution (10%), which was followed by extraction with CH2Cl2/MeOH (9:1, 3 ¡Á 100 mL). The combined organic layers were washed with H2O and brine, dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel chromatography or crystallization if necessary to afford the compounds (9a-16e) (Scheme 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, 4-Fluorobenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Luo, Yin; Qiu, Ke-Ming; Lu, Xiang; Liu, Kai; Fu, Jie; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4730 – 4738;,
Amide – Wikipedia,
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