Month: August 2021

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 79418-41-0, name is 3-Amino-7-hydroxy-2H-chromen-2-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Amino-7-hydroxy-2H-chromen-2-one

General procedure: To a solution of 3-amino 7-hydroxycoumarin (1.0 eq) in dimethylformamide (DMF) (20 mL) was added anhy. K2CO3 (2.5 eq) and stirredat room temperature for 10-15 min. To this mixture, alkyl bromide(1.0 mmol) was added and resulting solution was stirred at room temperature(rt) for 22-24 h. The completion of reaction was checked byTLC. After completion of reaction, the reaction mixture was pouredinto ice-cold water to give solid. The solid was filtered, washed withwater, dried and recrystallized from ethanol to give compound 13 asoffwhite solid. These compounds 14a-lwere directly used for next step.

With the rapid development of chemical substances, we look forward to future research findings about 79418-41-0.

Reference:
Article; Durgapal, Sunil Dutt; Soni, Rina; Soman, Shubhangi S.; Prajapati; Journal of Molecular Liquids; vol. 297; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 1805-32-9, 3,4-Dichlorobenzyl alcohol, 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, 1805-32-9, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Preparation of Examples 6-18 – 6-22 Preparation of 3,4-dichlorobenzyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2- yl)ethylcarbamate (6-22)A solution of carbonyl diimidazole (53 mg, 0.30 mmol) in anhydrous methylene chloride (1 mL) was added slowly to a solution of 3,4-dichlorobenzyl alcohol (49 mg, 0.30 mmol) in anhydrous methylene chloride (1 mL) at 0 C under nitrogen. The mixture was warmed to room temperature after which a suspension of 2- (5,6,7,8-tetrahydro-1 ,8-naphthyridin-2-yl)ethanamine hydrochloride (64 mg, 0.30 mmol) and resin-bound diisopropylethylamine (225 mg, 0.90 mmol) in anhydrous methylene chloride (2 mL) was added. The mixture was stirred for 2 h after which the solids were removed by filtration and the solvents were removed from the filtrate under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with methanol/methylene chloride (1 :19), to provide 3,4-dichlorobenzyl 2-(5,6,7,8-tetrahydro-1 ,8- naphthyridin-2-yl)ethylcarbamate (39 mg, 34%) as a white solid: 1H NMR (300 MHz, CDCI3) delta 7.48-7.38 (m, 2H), 7.17 (d, 1H), 7.07 (d, 1H), 6.34 (d, 1H), 5.65 (br s, 1 H), 5.06 (S1 2H), 4.78 (br s, 1 H), 3.57-3.45 (m, 2H), 3.45-3.36 (m, 2H), 2.78-2.65 (m, 4H), 1.97-1.86 (m, 2H) ppm; ESI MS m/z 380 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1805-32-9, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; SHIPPS, Gerald, W., Jr.; CHENG, Cliff, C.; ACHAB, Abdelghani, Abe; YAO, Zhiping; WHITEHURST, Charles, E.; ZHANG, Mingxuan; YANG, Xianshu; HERR, Robert, Jason; ZYCH, Andrew, John; ROY, Sudipta; YANG, Jinhai; WO2010/57101; (2010); A2;,
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Related Products of 454-91-1, 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. 454-91-1, name is 1-[3-(Trifluoromethyl)phenyl]ethanol, molecular formula is C9H9F3O, The 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.

Example 13 Separation of rac.-3-(trifluoromethyl)phenylethanol using a chiral selector generated from (4R,5R)-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane and Al(O-isopropyl)3 (selector:alcohol ratio 1:1) 13.0 mmol (6.0 g) of (4R,5R)-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane and 13.0 mmol (2.62 g) of aluminum triisopropoxide are put into 40 ml of diphenyl ether in a glove box. The resulting suspension is stirred under protective gas at 90 C. for 60 min. This is followed by addition of 13 mmol (2.50 g) of racemic 1-(3-trifluoromethylphenyl)ethanol and stirring for a further 10 min. Subsequently, the resulting isopropanol is distilled out under about 20 mbar. Then, at 1 mbar and 90 C., 1.25 g of a mixture of the enantiomers of 1-(3-trifluoromethylphenyl)ethanol as distillate are obtained. Investigation of the distillate by chiral gas chromatography (BGB-Analytikvertrieb BGB-174S) revealed an enantiomeric excess of 27.8%.

According to the analysis of related databases, 454-91-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; US2009/30235; (2009); A1;,
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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. 42514-50-1, name is 3-Amino-3-methylbutan-1-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Amino-3-methylbutan-1-ol

3-CHLORO-N-(5-{[7-(3-CHLOROPROPOXY)-6-METHOXYQUINAZOLIN-4-YL] AMINO} PYRIDIN-2- yl) benzamide hydrochloride (1.07 g, 2.00 MMOL), 3-AMINO-3-METHYLBUTANOL (1.03 g, 10.0 mmol) and potassium iodide (32 MG, 0.2 mmol) in dimethylacetamide (2.5 ml) was heated at 80 C for 4 days. The mixture was cooled, diluted with dichloromethane (25 ml) and the solution absorbed onto silica gel. Purification by flash chromatography, eluting with dichloromethane: methanol: aqueous ammonia (100: 5: 0.5 to 100: 25 : 2), yielded 3-chloro-N- {5- [ (7- {3- [ (3-hydroxy-1, 1-dimethylpropyl) AMINO] PROPOXY}-6-METHOXYQUINAZOLIN-4- yl) AMINO] PYRIDIN-2-YL} BENZAMIDE as a pale yellow solid (804 mg, 71 % yield): IH-NMR (DMSO-d6): 10.92 (br s, 1H), 9.68 (s, 1H), 8. 80 (s, 1H), 8.48 (s, 1H), 8.29 (d, 1H), 8.19 (d, 1H), 8.08 (s, 1H), 8.00 (d, 1H), 7.88 (s, 1H), 7.66 (d, 1H), 7. 55 (dd, 1H), 7.20 (s, 1H), 4.20 (t, 2H), 3.97 (s, 3H), 3.50 (M, 2H), 2.74 (t, 2H), 1.94 (M, 2H), 1.57 (m, 2H), 1.07 (s, 6H) MS (-ve ESI): 563 (M-H)-, MS (+ve ESI): 565 (M+H)+.

The synthetic route of 42514-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/58782; (2004); A1;,
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Application of 19819-98-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.19819-98-8, name is 2-(o-Tolyl)ethanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.

General procedure: To a mixture of caffeic acid fine powder (1.0 g, 5.56 mmol, 1.0 equiv.),alcohol (5.56 mmol, 1.0 equiv.) in nitromethane (125 mL) was addedytterbium triflate (34.4 mg, 0.056 mmol, 0.01 equiv.). After 5 min inan ultrasonic bath the mixture without protective gas was stirred ona 120 C oil bath for a given time. The reaction mixture was cooled toroom temperature, washed with deionised water (30 mL), 2% NaHCO3(30 mL) and brine, dried over anhydrous Na2SO4 and evaporated underreduced pressure to give the crude product, which was purified on asilica gel column to give the compounds 1-5 and 8-30.

Statistics shows that 19819-98-8 is playing an increasingly important role. we look forward to future research findings about 2-(o-Tolyl)ethanol.

Reference:
Article; Xie, Dongsheng; Yang, Fengzhi; Xie, Jin; Zhang, Man; Liu, Wenlu; Fu, Lei; Journal of Chemical Research; vol. 38; 11; (2014); p. 695 – 700;,
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Application of 5339-85-5, 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. 5339-85-5, name is 2-(2-Aminophenyl)ethanol, molecular formula is C8H11NO, The 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: In a 25 mL Schlenk tube, ketones (1 mmol) and 2-aminobenzylalcohol (1.1 mmol) (for quinolines), or 2-(2-aminophenyl)ethanol(1 mmol) (for indole), [Cp*IrCl2]2 (1 mol %, 0.01 mmol, 7.96 mg), 4a(2 mol %, 0.02 mmol, 7.60 mg), KOH (10 mol %, 0.1 mmol, 5.6 mg),and toluene (5 mL) were placed under N2. The reaction mixturewasheated under reflux for 24 h. The reaction mixture was cooled toambient temperature, concentrated in vacuo, and purified by flashcolumn chromatography with petroleum ether/ethyl acetate toafford the corresponding quinolines and indole.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5339-85-5, 2-(2-Aminophenyl)ethanol.

Reference:
Article; Huang, Shuang; Wu, Si-Peng; Zhou, Quan; Cui, He-Zhen; Hong, Xi; Lin, Yue-Jian; Hou, Xiu-Feng; Journal of Organometallic Chemistry; vol. 868; (2018); p. 14 – 23;,
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Application of 96-35-5 ,Some common heterocyclic compound, 96-35-5, molecular formula is C3H6O3, 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 1Reduction of Methyl Glycolate in Methanol to Ethylene Glycol The following example shows the positive effect of adding a promoter to the catalyst mixture. Run 1 in the table below is a comparative example. Runs 2-9 represent variants of the current invention.A 300-milliliter autoclave was charged with Ru(Acac)3 (0.10 mmole), TRIPHOS (0.50 mmole), and the promoter in the amount specified in the table. Methanol (32 milliliters) and methyl glycolate (0.156 mole) were added, and the reactor was sealed under N2. The reactor was pressurized to 250 psig (1.7 MPa) with H2 and heated to 200 C. Upon reaching 200 C., the H2 pressure was raised to 2000 psig (13.8 MPa). The autoclave was stirred and held at 200 C., 2000 psig (13.8 MPa) for a total of 3 hours. The autoclave was then cooled, excess gas vented, and the contents recovered. The contents were analyzed by the use of an internal standard gas chromatography method for the presence of methyl glycolate (?MG?) and ethylene glycol (?EG?). The results are shown in the table below. Catalyst Activity Rate Amount of Conversion of Selectivity to (moles EG per Promoter MG EG mole of Ru Run Promoter (mmole) (%) (%) per hr) 1 none none 39.5 88.4 205 2 Zn 0.25 49.3 88.9 228 Acetonylacetonate 3Me4NBF4 0.025 99.7 98.2 509 4Me4NBF4 0.001 96.8 98.2 394 5NH4PF6 0.025 100 96.9 504 6NH4OAc 0.150 67.8 94.8 334 7Ph4PBr 0.025 84.1 97.8 428 8NaPh4B 0.500 81.1 93.5 394 9BuN4PF6 0.025 97.8 95.8 487 Analysis of the run without a promoter showed a 39.5% conversion of the methyl glycolate with 88.4% selectivity to ethylene glycol. The catalyst activity rate for this experiment was 205 moles of EG per mole of ruthenium per hour. On the other hand, runs with a promoter showed MG conversions of 49-100%, EG selectivities of 89-98%, and catalyst activity rates of 230-510 moles of EG per mole of ruthenium per hour. This data show the positive effects of adding a promoter to the reaction mixture.

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. 96-35-5, Methyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EASTMAN CHEMICAL COMPANY; US2009/143612; (2009); A1;,
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Electric Literature of 27489-62-9 , The common heterocyclic compound, 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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.

Imidazole (29.6 g, 434 mmol) was added to (trans)-4-aminocyclohexanol (20 g, 174 mmol), in DCM (200 mL). TBDMS-Cl (39.3 g, 260 mmol) was added portionwise and the reaction mixture was stirred at rt for 18 h. The reaction mixture was evaporated to dryness and redis solved in EtOAc (200 mL) and washed sequentially with water (100 mL), 2 M aq. NaOH (100 mL), water (100 mL) and sat. brine (100 mL). The organic layer was dried over MgS04, filtered and and the solvent was removed in vacuo. The crude product was purified by fee, elution gradient 0 to 10% 1 M methanolic ammonia in DCM, to afford the title compound (30 g, 75%) as a dark golden oil; 1H NMR (500 MHz, CDC13) 0.05 (6H, s), 0.88 (9H, s), 1.05 – 1.22 (2H, m), 1.26 – 1.43 (2H, m), 1.44 – 1.76 (1H, br s) 1.76 – 1.81 (4H, m), 1.82 – 2.29 (1H, br s), 2.67 (1H, tt), 3.51 – 3.63 (1H, m).

The synthetic route of 27489-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; TING, Attilla, Kuan, Tsuei; (103 pag.)WO2018/114999; (2018); A1;,
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Synthetic Route of 10160-28-8, Adding some certain compound to certain chemical reactions, such as: 10160-28-8, name is Non-8-yn-1-ol,molecular formula is C9H16O, 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 10160-28-8.

General procedure: 300 mg (1 eq, 1.42 mmol) of 7 was suspended in 11 mL of freshly distilled THF under argon. 745 mg (2 eq, 2.84 mmol) of triphenylphosphine was then added, followed by 198 muL (1.5 eq, 2.13 mmol) of 4-pentyn-1-ol. The flask was then placed in an ice bath and stirred for 10 min. 391 muL (1.4 eq, 1.99 mmol) of diisopropylazodicarboxylate (DIAD) was then added drop-wise. The reaction was stirred, allowing it to return to room temperature, for 72 h at which point the reaction appeared done by TLC (EtOAc,KMnO4 stain). The solvent was removed under reduced pressure, giving a viscous oil that was then subjected to high vacuum for 1 h before being dissolved in the minimum amount of ethyl acetate. After purification by flash chromatography (50% EtOAc in hexanes), 350 mg (89% yield) of the product was obtained as a white powder.

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. 10160-28-8, Non-8-yn-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; McBrayer, Dominic; Kerwin, Sean M.; Molecules; vol. 20; 9; (2015); p. 16446 – 16465;,
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Adding a certain compound to certain chemical reactions, such as: 1074-16-4, 2-(2-Bromophenyl)ethanol, 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, 1074-16-4, blongs to alcohols-buliding-blocks compound. Safety of 2-(2-Bromophenyl)ethanol

2-(2-Bromophenyl)acetaldehyde A solution of 9.11 grams (0.045 mole) of 2-(2-bromophenyl)ethanol in 35 milliliters of methylene chloride was added to a stirred suspension of 14.62 grams (0.063 mole) of pyridinium chlorochromate in 75 milliliters of methylene chloride at ambient temperature whereupon a slightly exothermic reaction took place with the formation of a black reaction mixture. Stirring was continued for 15 hours at ambient temperature; then 150 milliliters of ether was added and the mixture filtered through silica gel on a pad of celite. The insoluble residue was washed with 100 milliliters of ether, filtered, the ether solutions combined and the solvents evaporated on a rotary evaporator to recover as residue, 8.0 grams (90 percent) of the desired 2-(2-bromophenyl)acetaldehyde intermediate as an oil. The oil had an Rf of 0.6 on silica gel when eluted with one percent methanol in chloroform.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1074-16-4, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US4670443; (1987); A;,
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