Tag: M.W=100-200

Related Products of 72080-83-2, A common heterocyclic compound, 72080-83-2, name is Benzyl (2-aminoethyl)carbamate, molecular formula is C10H14N2O2, 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-((Dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V) (HATU, 1.87 g, 4.92 mmol) and triethylamine (3.43 mL, 24.6 mmol) were subsequently added to a solution of (S)-22-(tert-butoxycarbonyl)-10,19,24-trioxo-39-sulfo-3,6,12,15-tetraoxa-9,18,23-triazanonatriacontanoic acid (4.5 mmol) in dry dichloromethane (40 mL). Triethylamine (1.82 mL, 13.1 mmol) was added to a suspension of (2-amino-ethyl)-carbamic acid benzyl ester hydrochloride (5, 1.93 g, 8.37 mmol) in dry dichloromethane (20 mL) and the resulting mixture was added to the above solution. The mixture was stirred overnight at room temperature. After 16 hours, another portion of 1-((dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V) (HATU, 0.38 g, 1 mmol), triethylamine (2.00 mL, 14.3 mmol) and (2-amino-ethyl)-carbamic acid benzyl ester hydrochloride (5, 0.40 g, 1.70 mmol) were added and the mixture was stirred for another 2 hours. The solution was washed with 1 M aqueous hydrochloric acid (2¡Á100 mL) and brine (50 mL), dried over anhydrous sodium sulfate and evaporated to dryness. Crude (S)-29-(tert-butoxycarbonyl)-3,8,17,26,31-pentaoxo-1-phenyl-2,10,13,19,22-pentaoxa-4,7,16,25,30-pentaazahexatetracontane-46-sulfonic acid (6) was used for the next step without further purification. (0579) Yield: quantitative (based on ELSD). (0580) LC-MS purity: 83% (ELSD). (0581) LC-MS Rt (Kinetex C18, 4.6 mm¡Á50 mm, acetonitrile/water 20:80 to 100:0+0.1% FA): 3.35 min. (0582) LC-MS m/z: 989.1 (M+H)+.

The synthetic route of 72080-83-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; Gao, Xiang; Zhang, Xujia; Guan, Hongtao; Thoegersen, Henning; Sass-Oerum, Kristian; Iversen, Lars Fogh; Noergaard, Per; Joergensen, Sebastian Beck; Hansen, Kristian Tage; Wang, Yi; Frieboes, Kilian Waldemar Conde; Wieczorek, Birgit; (259 pag.)US2018/339057; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2835-68-9, 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. 2835-68-9 name is 4-Aminobenzamide, 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: To a solution of amine (1 mmol) in water (2 ml) was added tetrahydro-2,5-dimethoxyfuran (1.1 mmol) and gamma-Fe2O3(at)SiO2-Sb-IL (0.08 g). The reaction mixture was stirred at 100 C for a certain period of time as required to complete the reaction. During that time, the reaction was monitored constantly by TLC. After completion of the reaction, the catalyst was removed by using a magnet and washed with ethyl acetate. The aqueous solution was extracted by ethyl acetate (3 ¡Á 5 ml). The combined organic phase was dehydrated with anhydrous sodium sulfate. After the evaporation of the solvent, the residue was purified by silica gel flash chromatography using petroleum ether/ethyl acetate as the eluent to afford the pure product. 4-(1H-Pyrrol-1-yl)benzamide (3an). IR (KBr): 3142, 1645, 1613, 1577, 1525, 1475, 1425, 1394, 1327, 1199, 1120, 1064, 1014, 920, 846, 723 cm-1; 1H NMR (CDCl3, 500 MHz) delta: 6.39 (t, J = 2.0 Hz, 2H), 7.16 (t, J = 2.0 Hz, 2H), 7.47(d, J = 8.5 Hz, 2H), 7.89 (d, J = 8.5 Hz, 2H) ppm; 13C NMR (CDCl3, 125 MHz) delta: 111.4, 119.1, 119.7, 130.0, 129.1,143.4, 168.2 ppm; ESI-MS: m/z = 187 (M + 1)+; Anal. Calcd. for C11H10N2O: C, 70.95; H, 5.41; N, 15.04. Found: C, 71.12; H, 5.60; N, 14.86.

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

Reference:
Article; Ma, Fei-Ping; Li, Pei-He; Li, Bao-Le; Mo, Li-Ping; Liu, Ning; Kang, Hui-Jun; Liu, Ya-Nan; Zhang, Zhan-Hui; Applied Catalysis A: General; vol. 457; (2013); p. 34 – 41;,
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. 27533-32-0, name is 3-Amino-2-naphthamide, A new synthetic method of this compound is introduced below., Safety of 3-Amino-2-naphthamide

To a stirred mixture of 9.3 g of 3-amino-2-naphthalenecarboxamide and 300 ml of ether was added dropwise, a solution of 8.2 g of benzoyl isothiocyanate in 100 ml of ether over 10 minutes The resulting solid was collected and crystallized from 1400 ml of hot acetonitrile, giving 11.1 g of the desired product as straw-colored crystals, mp 220-223 C.

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; American Cyanamid Company; US5001157; (1991); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 149990-27-2,Some common heterocyclic compound, 149990-27-2, name is tert-Butyl but-3-yn-1-ylcarbamate, molecular formula is C9H15NO2, 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 solution of N-Boc-propargylamine (0.200 g, 1.29 mmol) in dry benzene (6.0 ml) were added Pd(PPh3)3Cl2 (18 mg, 2 mol%) and n-butylamine (2mL). The solution was frozen followed by addition of CuI (5 mg, 2 mol%). After evacuation under vacuum, the reaction mixture was purged with argon. After this degassing procedure was repeated two more times, the mixture was stirred at 45C overnight in an argon atmosphere. After the reaction mixture was evaporated under reduced pressure, the residue was taken up with dichloromethane (50 mL) and extracted with saturated aqueous sodium hydrogen carbonate (10 mL). The layers were separated and the organic layer was dried (MgSO4) and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel. The appropriate fractions, which were eluted with ethyl acetate-hexanes (30:70 v/v), were combined and evaporated under reduced pressure to give the trimerized product 6a as a white solid (80 mg, 40%). Homo coupling dimer 5a was also isolated as a white solid (20 mg, 10%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl but-3-yn-1-ylcarbamate, its application will become more common.

Reference:
Article; Yalagala, Ravi Shekar; Zhou, Ningzhang; Yan, Hongbin; Tetrahedron Letters; vol. 55; 11; (2014); p. 1883 – 1885;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

154350-29-5, name is Cyclopropanesulfonamide, 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. COA of Formula: C3H7NO2S

29.8 g (246 mmol) of cyclopropanesulfonamide, 4.82 g (11.4 mmol) of tert-butyl XPhos, 1.38 g (3.77 mmol) of bis(eta3-allyl-mu-chloropalladium), and 36.6 g (265 mmol) of potassium carbonate were added sequentially to a solution of 69.3 g (189 mmol) of (1R,5S,6r)-tert-butyl 6-(3-bromophenyl)-6-ethyl-3-azabicyclo[3.1.0]hexane-3-carboxylate, which was obtained in Reference Example 3-(b), in 400 mL of toluene with stirring under an argon stream, and the mixture was stirred at room temperature for 10 minutes, and was then stirred for 1.5 hours while heated at 110¡ã C. The obtained reaction solution was filtered through Celite, the Celite was washed with toluene, and the filtrate was concentrated under a reduced pressure. Then, 300 mL of tert-butyl methyl ether and 300 mL of a 1 N aqueous sodium hydroxide solution were added to the obtained residue to obtain an aqueous layer by liquid separation. Then, 160 mL of 2 N hydrochloric acid and 300 mL of tert-butyl methyl ether were added to the obtained aqueous layer to obtain an organic layer by liquid separation. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated under a reduced pressure. Then, 200 mL of hexane and 22 mL of ethyl acetate were added to the obtained residue, and the mixture was stirred at room temperature for 30 minutes and then stirred with ice cooling for 10 minutes. The precipitated solid was collected by filtration and dried at 50¡ã C. under a reduced pressure to obtain 54.4 g of the titled compound as a white solid. (Yield 70percent) Mass spectrum (CI, m/z): 407[M++1] 1H-NMR spectrum (400 MHz, CDCl3) deltappm: 7.26 (dd, J=7.8, 7.8 Hz, 1H), 7.16 (dd, J=1.9, 1.9 Hz, 1H), 7.11-7.05 (m, 2H), 6.34 (s, 1H), 3.65 (dd, J=5.3, 11.4 Hz, 1H), 3.60 (dd, J=5.3, 11.5 Hz, 1H), 3.54 (d, J=11.4 Hz, 1H), 3.48 (d, J=11.5 Hz, 1H), 2.46 (tt, J=4.8, 8.0 Hz, 1H), 1.90 (dd, J=8.0, 5.2 Hz, 1H), 1.89 (dd, J=8.0, 5.2 Hz, 1H), 1.64-1.53 (m, 2H), 1.47 (s, 9H), 1.20-1.12 (m, 2H), 1.00-0.93 (m, 2H), 0.82 (t, J=7.4 Hz, 3H)

The synthetic route of 154350-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANWA KAGAKU KENKYUSHO CO., LTD.; UBE INDUSTRIES, LTD.; Iwamura, Ryo; Tsuzaki, Yasunori; Setoguchi, Hiroyuki; Akaza, Hiroto; Yamamoto, Yasuhito; Takama, Akira; Kuno, Yuka; (53 pag.)US2018/148409; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 14658-93-6, 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 14658-93-6 as follows.

General procedure: A solution of 0.04 g (0.11 mmol) of methyl 2-Z-(C-(bromomethyl)-N-tetrahydropyran-2-yloxy-carbonimidoyl)pyridine-4-carboxylate (Intermediate 12) in 0.5 mL of dry THE was added drop wise at 0C and under nitrogen atmosphere to a suspension of 0.024 g (0.13 mmol) of tert-butyl N-(2-hydroxyethyl)-N-methyl-carbamate and 0.0054 g (0.13 mmol) of NaH (60% mineral oil) in 0.5 mL of dry THE. Once the addition was complete, the reaction mixture was quenched with 5% citric acid and extracted with DCM and DCM/MeOH90:10. The combined organic layers were dried, concentrated and the crude product was purified by flash chromatography (eluent DCM:MeOH 97:3) to afford 0.022 g (27%) of 2- [(Z)-C-[2-(tert-butoxycarbonyl (methyl )am ino)ethoxymethyl]-N-tetrahydropyran-2-yloxy- carbonimidoyl]pyridine-4-carboxylic acid (Intermediate 19). MS (ESI): mlz: 436 [M-H].

According to the analysis of related databases, 14658-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IEO – ISTITUTO EUROPEO DI ONCOLOGIA S.R.L.; VARASI, Mario; VILLA, Manuela; TRIFIRO’, Paolo; FANCELLI, Daniele; MERCURIO, Ciro; VIANELLO, Paola; SARTORI, Luca; (202 pag.)WO2017/198785; (2017); 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. 758-96-3, name is N,N-Dimethylpropionamide, A new synthetic method of this compound is introduced below., Recommanded Product: 758-96-3

General procedure: A 50 mL Schlenk tube equipped with a stirrer bar was charged with KI (16.6 mg, 0.1 mmol), benzotriazole (59.5 mg, 0.5 mmol), DMA (2 mL), and K2S2O8 (270 mg, 1 mmol) under air. The mixture was then stirred at 80 C for 6 h (TLC monitoring), poured into H2O (20 mL), and extracted with EtOAc (3 ¡Á). Then the organic phase was evaporated under vacuum, and the crude product was purified by column chromatography [silica gel, PE-EtOAc (10:1 to 2:1)] to give a colorless oil; yield: 98 mg (96%);

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; Zhu, Zheng; Wang, Yufeng; Yang, Mingmeng; Huang, Ling; Gong, Jiuhan; Guo, Shengmei; Cai, Hu; Synlett; vol. 27; 19; (2016); p. 2705 – 2708;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

402-46-0, name is 4-Fluorobenzenesulfonamide, 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. Formula: C6H6FNO2S

Synthesis Example 6 Synthesis of N-(4-fluorophenylsulfonyl)-2-chloro-6-methoxyisonicotinamide (Compound No. 38) 1.75 g (0.01 mol) of 4-fluorobenzenesulfonamide were dissolved in 30 ml of pyridine, and added dropwise by 2.06 g (0.01 mol) of 2-chloro-6-methoxyisonicotinoyl chloride at 0 C. to 5 C., followed by agitation for 2 hrs. at room temperature. After acidified by adding aqueous hydrochloric acid, the precipitate was extracted by ethyl acetate. The organic layer obtained was dried and them concentrated to precipitate crude crystals, which were recrystallized by n-hexane/ethylacetate to 2.1 g (yield: 61.0%) of N-(4-fluorophenylsulfonyl)-2-chloro-6-methoxy isonicotinamide as white crystal.

The synthetic route of 402-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Kayaku Kabushiki Kaisha; US4690934; (1987); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 630-22-8,Some common heterocyclic compound, 630-22-8, name is 2,2-Dimethylpropanethioamide, molecular formula is C5H11NS, 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 solution of 2-propen-1 -yl {3-[(2-chloro-4-pyrimidinyl)acetyl]-2- fluorophenyl}carbamate (30 g, 85.9 mmol) in DMA (300 ml_), NBS (15.3 g, 85.9 mmol) was added. The reaction mixture was stirred at room temperature for 1 h. Then 2,2-dimethylpropanethioamide (1 1 .0 g, 94.5 mmol) was added at 0 C. The mixture was stirred at room temperature for 2 h. The mixture was poured into water and extracted with EtOAc (200 ml_ x 3). The combined organic layers were washed with water and brine successively, dried over Na2SO , filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography on silica gel(DCM etroleum ether 2:1 ) to afford the title compound. 1 1 g (35.4 % yield) 1 H NMR (400 MHz, CDCI3) delta ppm 8.29 (d, J=5.27 Hz, 1 H), 8.12-8.19 (m, 1 H), 7.12-7.25 (m, 2H), 6.80-6.88 (m, 2H), 5.85-5.98 (m, 1 H), 5.20-5.37 (m, 2H), 4.61 -4.67 (m, 2H). MS (ES+): 447 [M+H]+ .

The synthetic route of 630-22-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, 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. Quality Control of 4-Fluorobenzenesulfonamide

Example 44; 4-{2-[4-(4-Sulfamoylphcnyl)pipcrazin-l-yl]cthyl}pipcridinc-l-carboxylic acid tert-butyl ester hydrochloride; EPO A mixture of 4-fluorobenzenesulfonamide (1.00 g, 5.71 mmol) and piperazine (2.46 g, 28.54 mmol) in water (12 mL) was heated at 1000C for 2Oh. The resulting precipitate was collected filtration and washed with water and toluene to give 4-piperazin-l- ylbenzenesulfonamide: RT = 0.49 min; m/z (ES+) = 242.13 [M+H]+. A solution of 4-piperazin- 1-ylbenzenesulfonamide (0.46 g, 1.89 mmol) and 4-(2-oxoethyl)piperidine-l-carboxylic acid tert-butyl ester (0.43 g, 1.89 mmol) in DCM (50 mL) and THF (7 mL) with molecular sieves (0.90 g) was stirred under argon at rt for Ih. Sodium acetoxyborohydride (0.52 g, 2.46 mmol) was added and the reaction mixture was stirred for a further 2.5h. The reaction mixture was quenched with saturated NaHCO3 solution and extracted with EtOAc. The organic extracts were washed with brine, dried (MgSO4) and the solvent was removed under vacuum. The resulting solid was purified by recrystallisation (EtOAc) then dissolved in THF and 1 M HCl in dioxane (0.95 equivalents), the solvent was removed under vacuum and the resulting solid was washed with Et2O to afford the title compound: RT = 2.51 min; m/z (ES+) = 453.33 [M+H]+.

The synthetic route of 4-Fluorobenzenesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROSIDION LIMITED; WO2007/3964; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics