Tag: M.W=100-200

Reference of 154350-29-5, 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. 154350-29-5, name is Cyclopropanesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 7: Synthesis of (IS, 4R, 6S, 14S, 18R)- [7-cis-4-Cyclopropanesulfonylaminocarbonyl-12-cyclopropyl-18-(tert-butyldimethylsilyloxy)- 2, 15-dioxo-3, 12,16-triaza-tricyclo[14.3.0. (f’6]nonadec-7 -en-14-yl] carbamic acid, tert-butyl ester.; (15, AR, 65, 145, 18R)-7-c-14-tert-Butoxycarbonylamino-18-(tert- butyldimethylsilyloxy)-2,15-dioxo-3, 12,16-triazatricyclo[ 14.3.0.04’6]nonadec-7-ene- 4-carboxylic acid (490 mg, 0.79 mmol) was dissolved in 15 mL of THF and treated with CDI (179 mg, 1.10 mmoL). (Care was taken to avoid moisture by using oven dried glassware and maintaining a dry N2 atmosphere.) After refluxing the reaction mixture for two hours, it was cooled to rt and treated sequentially with cyclopropylsulfonamide (134 mg, 1.10 mmoL) and DBU (168 mg, 1.10 mmoL). After stirring overnight at rt, the THF was removed by rotary evaporation. The residue was dissolved in water and IN HCl was added until the pH = 5. This aqueous solution was extracted with EtOAc (3x). The combined EtOAc extracts were dried (MgSO4) and concentrated in vacuo to give the crude product. Purification by flash column, eluting with 3percent methanol in methylene chloride, gave 300 mg (53percent) Of (IS”, 4R, 65, 145, 18R)- [7-c-4-Cyclopropanesulfonylaminocarbonyl-12- cyclopropyl- 18-(tert-butyldimethylsilyloxy)-2, 15 -dioxo-3 ,12,16-triaza- tricyclo[14.3.0.04’6]nonadec-7-en-14-yl]carbamic acid, tert-butyl ester as a white solid: LC-MS (Phenomenex 10 mum Cl 8 HPLC column: 3.0×50 mm length. Gradient: 100percent Solvent A/0percent Solvent B to 0percent Solvent A/100percent Solvent B. Gradient time: 2 min. Hold time: 1 min. Flow rate: 5 mL/min. Detector Wavelength: 220 nM. Solvent A: 10percent MeOH / 90percent H2O / 0.1percent TFA. Solvent B: 10percent H2O / 90percent MeOH / 0.1percent TFA.) (Retention time: 2.40 min), MS m/z 724 (M++l).

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, Cyclopropanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/64061; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 116861-31-5, 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 116861-31-5 as follows.

Synthesis of compound 22: the aforementioned compound 20 (0.120 g, 0.00049 mol, 1 eq) was solubilised in DMF (3 ml). To the solution was added the aforementioned compound 21 (0.104 g, 0.00054 mol, 1.1 eq) solubilised in DMF (2 ml). The reaction mixture was stirred under reflux for 6 hours. The structure of the product was evaluated by TLC CH2Cl2 9/MeOH 1/NH4OHaq 33% 0.03. The solvent was evaporated, and the oily residue was purified by flash chromatography using a mixture of CH2Cl2 9/MeOH 1/NH4OHaq 33% 0.03 as the eluent phase. 0.084 mg of a yellow oil were obtained. Yield 42.71%. 1H NMR (400 MHz, CDCl3) delta 0.87 (d, 6H, J=6.8 Hz), 1.43 (s, 18H), 1.57-1.61 (m, 7H), 1.98-2.01 (m, 2H), 2.31-2.35 (m, 2H), 2.38-2.42 (m, 2H), 3.10-3.12 (m, 2H), 3.16-3.18 (m, 2H), 4.72 (brs, 1H, exch D2O), 5.69 (brs, 1H, D2O exch.).

According to the analysis of related databases, 116861-31-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Giuliani, Giammaria; Paus, Ralf; Benedusi, Anna; Marzani, Barbara; Baroni, Sergio; US2015/202132; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 70-55-3, 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. 70-55-3, name is 4-Methylbenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under nitrogen atmosphere, a mixture of sulfonamide (1 mmol), acylating agent(2 mmol) and Cs5HP2W18O62 catalyst (5 mmol %) in water (2 mL), was stirred at roomtemperature to obtain compounds (2a-j), (3a-m), (5a-f), and under reflux for (3n-r).The reaction was monitored by TLC. After completion of the reaction, the catalyst wasremoved by filtration. The filtrate was washed by water (10 mL) and extracted withEtOAc (315 mL). The combined organic layers were dried over anhydrous Na2SO4,then the solvent was evaporated in vacuum and the crude compound was purified byflash chromatography (Merck silica gel 60 H, CH2Cl2/MeOH, 9:1) to afford the corresponding products.

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-Methylbenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Benali, Nesma; Bougheloum, Chafika; Alioua, Sabrina; Belghiche, Robila; Messalhi, Abdelrani; Synthetic Communications; vol. 48; 24; (2018); p. 3099 – 3112;,
Amide – Wikipedia,
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A common compound: 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 16982-21-1

N,6-dimethylnicotinohydrazide (23a, 0.1 g, 0.61 mmol) and ethyl 2-amino-2-thioxoacetate (0.089 g, 0.67 mmol) in toluene (0.5 mL) and acetic acid (0.05 mL) were stirred at 90 C for 10 hours. The reaction mixture was purified by preparative HPLC using a Gemini NX reverse-phase column (C-18, 5 microns silica, 30 mm diameter, 150 mm length, flow rate of 60 ml / minute) using an isocratic mixture of 17% acetonitrile in water (containing ammonium carbonate (2 g / L). The fractions containing the desired compound were evaporated to dryness to afford ethyl 1-methyl-5-(6-methylpyridin-3-yl)-1H-1,2,4-triazole-3-carboxylate (34a, 0.083 g, 55%) as a yellow crystalline solid: 1H NMR (500 MHz, DMSO-d6) delta 8.87 (d, J = 1.9 Hz, 1H), 8.13 (dd, J = 1.9, 8.1 Hz, 1H), 7.49 (d, J = 8.1 Hz, 1H), 4.36 (q, J = 7.1 Hz, 2H), 4.06 (s, 3H), 2.58 (s, 3H), 1.33 (t, J = 7.1 Hz, 3H); 13C NMR (126 MHz, DMSO-d6) delta (ppm) 161.34, 158.91, 156.03, 151.34, 150.14, 136.39, 124.11, 118.93, 63.45, 37.12, 24.34, 14.38; HRMS, ESI+ m/z, (M+H)+ calculated for C12H14N4O2 257.10330; found, 247.11879 (tR = 1.20 min., purity = 100%).

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, 16982-21-1, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Degorce, Sebastien; Delouvrie, Benedicte; Davey, Paul R.J.; Didelot, Myriam; Germain, Herve; Harris, Craig S.; Brempt, Christine Lambert-Van Der; Lebraud, Honorine; Ouvry, Gilles; Tetrahedron Letters; vol. 53; 45; (2012); p. 6078 – 6082;,
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. 16066-84-5, name is tert-Butyl methylcarbamate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl methylcarbamate

Description 84; 1,1-Dimethylethyl (6-formyl-3-pyridinyl)methylcarbamate (D84); A mixture of 5-bromo-2-pyridinecarbaldehyde (1.5 g, 8.064 mmol), 1 ,1-dimethylethyl methylcarbamate (D83) (1.267 g, 9.677 mmol), tris(dibenzylideneacetone) dipalladium(O) (0.148 g, 0.161mmol), xantphos (0,373 g, 0.645 mmol) and cesium carbonate (3.678 g, 11.289 mmol) in dioxane (35 mL) was heated at 11O0C overnight under an argon atmosphere. On cooling, the solvent was removed in vacuo and the residue partitioned between EtOAc and water. The organic layer was separated, washed with water and brine, dried and concentrated to give the crude product which was purified by column chromatography. Elution with 0-50% ether/petroleum ether gave the title compound as a brown oil (0.977 g). deltaH (CDCI3, 400MHz) 10.01 (1 H, s), 8.79 (1 H, d), 7.94 (1 H, d), 7.86 (1 H, dd), 3.40 (3H, s), 1.53 (9H, s). MS (ES+): 259.1 (MNa+), 181.2, no molecular ion (MH+) observed.

The synthetic route of 16066-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/729; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 57561-39-4,Some common heterocyclic compound, 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, molecular formula is C8H17NO3, 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 68 Diethylazodicarboxylate (0.48 mL, 3.1 mmol) was added to a 0 C. solution of triphenylphosphine (0.80 g, 3.1 mmol) in THF (20 mL). After stirring for 5 minutes, 4-bromopyrazole (0.30 mg, 2.0 mmol) was added. After another 5 minutes of stirring, (2-hydroxyethyl)-methyl-carbamic acid tert-butyl ester (0.45 g, 2.6 mmol) was added. The reaction was allowed to warm to room temperature and stir overnight. The reaction was cooled to 0 C. and filtered. The filtrate was concentrated by rotary evaporation. The residue was purified by silica gel chromatography using gradient elution of dichloromethane, ethyl acetate to afford [2-(4-bromo-pyrazol-1-yl)-ethyl]-methyl-carbamic acid tert-butyl ester (541 mg, 87%).

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 (2-hydroxyethyl)(methyl)carbamate, its application will become more common.

Reference:
Patent; AGOURON PHARMACEUTICALS, INC.; US2006/46991; (2006); 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. 1520-70-3, name is Ethanesulfonamide, A new synthetic method of this compound is introduced below., name: Ethanesulfonamide

Example 19: 5-(4-CHLOROPHENYL)-6-CYCLOHEXYL-N-(ETHYLSULFONYL)-4-(2- MORPHOLIN-4-YL-2-OXOETHYL)-4H-THIENO [3, 2-B] PYRROLE-2-CARBOXAMIDE; A solution (0.015 M) of 5- (4-CHLOROPHENYL)-6-CYCLOHEXYL-4- (2-MORPHOLIN-4- YL-2-OXOETHYL)-4H-THIENO [3, 2-B] PYRROLE-2-CARBOXYLIC acid in THF at RT was treated with CDI (1. 1 eq. ) and DMAP (1.1 eq. ). After stirring for 1H at RT, ETHANESULFONAMIDE (2 eq. ) and DBU (2 eq. ) were added. The mixture was heated to reflux for 5 h then cooled down and diluted with AcOEt. The organic phase was washed with aqueous HC1 (0.1 N) and dried. Evaporation of the solvent under reduced pressure gave a residue which was purified by RP-HPLC (Conditions : Waters X-TERRA MS C18,10 micron, 19 x 100 mm ; flow : 20 ML/MIN ; Gradient : A: H20 + 0.05percent TFA ; B : MECN + 0.05percent TFA ; 50percent A isocratic for 1 min then linear to 20percent A in 9 min) to afford the title compound (17percent) as a solid. ‘H NMR (400 MHz, DMSO-d6, 300 K) 8 1. 1-1.3 (m, 7H), 1.5-1. 8 (m, 8H), 2.44 (m, 1H), 3.4-3. 6 (m, 8H), 4.83 (s, 2H), 7.33 (d, J = 8.0 Hz, 2H), 7.61 (d, J = 8. 0 Hz, 2H), 8. 07 (s, 1H), 11.91 (bs, 1H); MS (ES+) M/Z 578, 580 (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:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P ANGELETTI SPA; WO2005/23819; (2005); 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. 1015-89-0, name is Phenanthridin-6(5H)-one, A new synthetic method of this compound is introduced below., Quality Control of Phenanthridin-6(5H)-one

The 5,6-dihydro-phenanthridine (Ik) was prepared using the following procedure: Into a 500 mL round bottom flask equipped with a magnetic stir bar and a reflux condensor was placed 6(5H)-Phenanthridinone (1000 mg, 5123 mumol), THF (250 mL) (fine suspension). The flask is sparged with nitrogen, 2M BH3-dimethylsulfide complex in THF (10 mL) is added. This is allowed to stir at reflux for 24 hours. TLC shows reaction still incomplete (1/1, ethyl acetate/heptane). Solvents removed under reduced pressure. Water (50 mL) and ethyl acetate (100 mL) added. The aqueous layer is separated with ethyl acetate (3 x 100 mL). The organic layers are combined, dried(sodium sulfate), solids removed by filtration, and the solvents removed under reduced pressure. This is purified by silica column chromatography using heptane to 50percent ethylacetate in heptane. The best fractions are pooled and the solvents are removed under reduced pressure to afford an off-white solid (270 mg, Yield: 29percent). LC-MS shows mass 182 (M+H)+.

The synthetic route of 1015-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2008/96001; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 154350-29-5, 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 154350-29-5 as follows.

A mixture of 2-(3-fluoro-5-pyrrolidin-1-yl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (50 mg, 0.14 mmol), 1-3-dimethylaminopropyl-3-ethylcarbodiimide hydrochloride (39 mg, 0.20 mmol), 4-dimethylaminopyridine (24.4 mg, 0.20 mmol), cyclopropanesulfonic acid amide (51 mg, 0.42 mmol) in dichloromethane (3 mL) was heated for 12 hours at 60° C. Removal of the solvent afforded an oil residue. Purification by Waters automated flash system (column: Xterra 30 mm.x.100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1percent formic acid in water) afforded cyclopropanesulfonic acid [2-(3-fluoro-5-pyrrolidin-1-yl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carbonyl]-amide (13 mg, 20percent) as a light yellow solid: LC/MS m/e calcd for C25H30FN3O3S (M+H)+: 472.6, observed: 472.2.

According to the analysis of related databases, 154350-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chen, Li; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Wu, Jim Zhen; Zhou, Mingwei; US2011/257151; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 67442-07-3, The chemical industry reduces the impact on the environment during synthesis 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, I believe this compound will play a more active role in future production and life.

To a solution of trimethylsulfonium iodide (41.51 g, 203.9 mmol) in THF (335.3 mL)at -30 °C was added lithium bis(trimethylsilyl)amide (1M in heptane, 203.9 mL, 203.9mmol) portionwise over 45 mills. After stirring for 30 mins, 3,3,3-trifluoro-1,2- epoxypropane (14 g, 124.9 mmol) was added at -20 °C over 15 mill, and the mixture was allowed to warm to RT and stirred for 3 h and 10 mm. The slurry was then added portionwise to an ice-cold solution of 2-chloro-N-methoxy-N-methylacetamide (28.05g, 203.9 mmol) in NMP (75.7 mL). The resulting mixture was allowed to warm to RT and stirred for 1 day before dilution with EtOAc. The organic layer was washed with NaHCO3 (sat. aq. sol.) and the washings extracted with EtOAc. The organic layers were combined, dried (MgSO4) and evaporated. The residue was purified by column chromatography (silica gel; n-heptane/EtOAc 100/0 to 70/30) to yield 1-1 (13.8 g,49percent).

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, 2-Chloro-N-methoxy-N-methylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics