Month: May 2021

Application of 83647-43-2 ,Some common heterocyclic compound, 83647-43-2, molecular formula is C8H9BrO, 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.

INTERMEDIATE 2 5-bromo-4-methyl-2-benzofuran-1 (3H)-one; Step B; To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution ofthalliumtrifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residuewas pumped under high vacuum for 30 min to ensure complete removal of TF A. To the residuewas then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushedwith CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. Thesolution was filtered through a Celite pad, washed with EtOAc, adsorbed onto silica and purifiedby silica gel chromatography to afford the title compound: 1H-NMR (500 MHz, CDCh) 8 ppm7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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. 83647-43-2, (3-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
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Application of 101597-25-5, 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 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of 4-(4-methoxyphenyl)naphthalen-2-ol (0.50 g, 2.0 mmol), 1,1-bis(4-methoxyphenyl)prop-2-yn-1-ol (0.563 g, 2.1 mmol), trimethyl orthoformate (0.424 g, 0.4 mL, 4.0 mmol) and pyridinium p-toluenesulfonate (0.03 g, 0.10 mmol) in 1,2-dichloroethane (25 mL) was heated under reflux for 2 h. The solvent was removed in-vacuo and the residue was purified by elution from silica using EtOAc (30% in hexanes) as eluent to afford the title compound as a viscous orange oil/ foam (0.89 g, 89 %); numax 521, 552, 580, 650, 667, 696, 738, 765, 826, 946, 1000, 1014, 1029, 1093, 1112, 1171, 1198, 1242, 1288, 1302, 1439, 1456, 1505, 1584, 1606 cm-1; 1H NMR (CDCl3) deltaH 3.78 (s, 6H, 2 × OMe), 3.89 (s, 3H, OMe), 6.22 (d, J = 10.0 Hz, 1H, 2-H), 6.84 (app. d, J = 8.7 Hz, 4H, Ar-H), 6.99 (app. d, J = 8.5 Hz, 2H, Ar-H), 7.14 (s, 1H, 5-H), 7.24 – 7.28 (m, 1H, Ar-H), 7.33 (d, J = 9.9 Hz, 1H, 1-H), 7.38 – 7.42 (m, 6H, Ar-H), 7.45 – 7.49 (m, 1H, Ar-H), 7.82 (d, J = 8.4 Hz, 1H, 7-H), 8.01 (d, J = 8.4 Hz, 1H, 10-H); 13C NMR (CDCl3) deltaC 55.3, 82.2, 113.2, 113.4, 113.7, 119.1, 119.3, 121.6, 123.5, 126.4, 126.7, 127.8, 127.9, 128.4, 130.3, 131.0, 132.7, 137.3, 141.8, 150.0, 158.9, 159.1. HRMS found [M+H]+ = 501.2050, C34H28O4 requires [M+H]+ = 501.2060.

According to the analysis of related databases, 101597-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aiken, Stuart; Armitage, Ben; Gabbutt, Christopher D.; Heron, B. Mark; Tetrahedron Letters; vol. 56; 33; (2015); p. 4840 – 4842;,
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Adding a certain compound to certain chemical reactions, such as: 7073-69-0, 2-(2-Bromophenyl)propan-2-ol, 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, Safety of 2-(2-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Safety of 2-(2-Bromophenyl)propan-2-ol

2-(2-Bromophenyl)propene (6b) was synthesized in a similar way by dehydration of 65.00 g (0.33 mol) of compound 5b with 49.50 g (0.36 mol) of phthalic anhydride. The oily crude product, 49.50 g, was distilled under reduced pressure. Yield 46.50 g (77%), purity 98% (GLC), bp 64-65C (1 mm), d420 = 1.5365,nD20 = 1.5595; MRD 47.50, calcd. 47.46; published data [21]: bp 55-65C (0.9 mm), nD27 = 1.553. IR spectrum,nu, cm-1: 3090, 1648, 910 (C=CH2), 740 (C-Br).1H NMR spectrum, delta, ppm: 2.07 m (3H, CH3), 4.95 mand 5.23 m (2H, =CH2), 7.03-7.37 m (3H, Harom),7.58 d (1H, 3-H, J = 7 Hz). 13C NMR spectrum, deltaC,ppm: 145.5 (C1), 128.1 (C2), 129.5 (C3, C4), 126.9(C5), 132.8 (C6), 121.7 (C7), 116.0 (C8), 23.5 (CH3).Found, %: C 54.51; H 4.40; Br 40.35. C9H9Br. Calculated,%: C 54.85; H 4.60; Br 40.55.

The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fedorov; Fedorova; Sheverdov; Pavlov; Eremkin; Russian Journal of Organic Chemistry; vol. 52; 6; (2016); p. 806 – 812; Zh. Org. Khim.; vol. 52; 6; (2016); p. 806 – 812,7;,
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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. Computed Properties of C9H7NO3

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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Electric Literature of 100751-63-1, 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 100751-63-1, name is 6-Bromo-2-naphthylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

3.47a (6-iodo-naphthalen-2-yl)-methanol Prepared according to general working method II from (6-bromo-naphthalen-2-yl)-methanol (500 mg, 2.11 mmol). Yield: 450 mg (75.1% of theory). C11H9IO (M=284.10).

According to the analysis of related databases, 100751-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim Pharma GmbH & Co. KG; US2004/209865; (2004); A1;,
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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 616-29-5, name is 1,3-Diaminopropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 1,3-Diaminopropan-2-ol

Example 7 Preparation of 1,3-di(oleylamino)propan-2-ol Oleic acid (5.698 g, 0.020 mol) and 1,3-diaminopropan-2-ol (1 g, 0.011 mol) were placed in a flask and heated at 190 C. for 2 hours. The reaction mixture was cooled to room temperature, then taken up in chloroform and washed with water. The aqueous phase was extracted with chloroform and the organic phases were combined, dried on magnesium sulfate, filtered and evaporated to dryness to yield an oily black residue (6.64 g) which was purified by chromatography on silica gel (eluent:dichloromethane/methanol 99:1). The resulting product was then washed with ether and filtered. Yield: 23% Rf (dichloromethane/methanol 95:5): 0.43 IR: nuNH 3306 cm-1; nuCO amide 1646 and 1630 cm-1

With the rapid development of chemical substances, we look forward to future research findings about 616-29-5.

Reference:
Patent; Gentif; US2006/35977; (2006); A1;,
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Reference of 675580-49-1, Adding some certain compound to certain chemical reactions, such as: 675580-49-1, name is (6-Chloroimidazo[1,2-b]pyridazin-3-yl)methanol,molecular formula is C7H6ClN3O, 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 675580-49-1.

6-Chloro-imidazo[1 ,2-b]pyridazine-3-carbaldehyde (intermediate C) To a solution of (6-chloro-imidazo[1 ,2-b]pyridazin-3-yl)-methanol (1.3 g, 7.1 mmol) in DCM (50 ml.) was added active MnO2 (3 g, 34.5 mmol). The mixture was stirred at rt overnight and then filtered. The filtrate was concentrated under vacuum and the residue was washed with EtOAc to afford 6-chloro-imidazo[1 ,2-b]pyridazine-3-carbaldehyde (0.7 g) in 54% yield. 1H- NMR (400MHz, CDCI3) delta 10.36 (s, 1 H), 8.42 (s, 1 H), 8.08 (d, 1 H), 7.38 (d, 1 H).

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. 675580-49-1, (6-Chloroimidazo[1,2-b]pyridazin-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; FU, Xingnian; HE, Feng; LI, Yue; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YU, Zhengtian; ZHANG, Ji Yue (Jeff); DAI, Miao; WO2011/18454; (2011); A1;,
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Synthetic Route of 23147-58-2, Adding some certain compound to certain chemical reactions, such as: 23147-58-2, name is Glycerol aldehyde dimer,molecular formula is C4H8O4, 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 23147-58-2.

tbcadpnHCOOH (200 mg, 0.3 mmol) was dissolved in methanol (25 mL). Acetic acid (75 pL), glycolaldehyde dimer (50 mg, 0.4 mmol) and 5-ethyl-2-methylpyridine borane (80 pL, 0.5 mmol) were successively added. The clear solution was stirred for 3 days at ambient temperature. The solvent was removed and the residue purified via preparative HPLC (018 column, solvent: water + 0.1 wt% formic acid (A) I acetonitrile (B); gradient:from 15 % B to 55 % B in 15 minutes; UV detection at 232 nm). The combined product fractions were lyophilized. The residue (50 mg) was suspended in 6 M hydrochloric acid (100 mL), heated to reflux for 3 hours and stirred for 12 hours at rt afterwards. The solution was evaporated to dryness. The remaining solid was dissolved in 0.5 M hydrochloric acid (5 mL) and sorbed on DOWEX 50. The column was washed with water(0.5 L) and 0.5 M hydrochloric acid (1 L) and the product was eluted with 3 M hydrochloric acid (1.5 L). The eluant was removed and the solid dried in vacuo to yield 40 mg H2tacidphe3H ClxH2O.1H-NMR (300 MHz, D20, pH* = 0): 6 = 2.99 (t, 4H), 3.44 (m, 2H), 3.57 (t, 4H), 3.78 (m,3H), 3.97 (m, 2H), 4.76 (m, 3H) ppm.

According to the analysis of related databases, 23147-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BERGER, Markus; SUeLZLE, Detlev; FRENZEL, Thomas; GRAHAM, Keith; JOST, Gregor; NEIS, Christian; HEGETSCHWEILER, Kaspar; PIETSCH, Hubertus; WO2014/173857; (2014); A1;,
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Application of 7250-55-7, 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.7250-55-7, name is Dimethyl 3-hydroxypentanedioate, molecular formula is C7H12O5, molecular weight is 176.17, as common compound, the synthetic route is as follows.

Example 1 (Synthesis of dimethyl 3-benzyloxycarbonyloxyglutarate) In 10 ml of 1,2-dichloromethane was dissolved 1.01 g (5.78 mmol) of dimethyl 3-hydroxyglutarate, 847 mg (6.93 mmol) of 4,4-dimethylaminopyridine and 990 mul (6.93 mmol) of benzyloxycarbonyl chloride were added to the solution at room temperature, and the mixture was reacted at 0C for 30 minutes, and at room temperature for 1 hour under stirring. After completion of the reaction, the obtained reaction mixture was concentrated under reduced pressure, and the organic layer was extracted by adding 20 ml of ethyl acetate and 10 ml of water. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to obtain an oily substance.

Statistics shows that 7250-55-7 is playing an increasingly important role. we look forward to future research findings about Dimethyl 3-hydroxypentanedioate.

Reference:
Patent; Ube Industries, Ltd.; EP1500642; (2005); A1;,
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Reference of 3360-41-6, 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. 3360-41-6, name is 4-Phenylbutan-1-ol. A new synthetic method of this compound is introduced below.

A CH2Cl2 solution (25 mL) of PPh3 (1.97 g,7.50 mmol) and I2 (1.90 g, 7.50 mmol) was stirred for 10 min at room temperature.Imidazole (851 mg, 12.5 mmol) was added to the resulting mixture. After a 10 min,4-phenylbutan-1-ol (751 mg, 5.00 mmol) was added to the mixture, and the resultingmixture was further stirred for 2 h. The mixture was quenched by the addition of satd.Na2S2O5 (25 mL). The aqueous and organic layers were separated, followed byextraction of the aqueous phase with CH2Cl2 (25 mL x 3). The combined organic phases were dried over anhydrous MgSO4, and the solvent was evaporated under reducedpressure. The crude product was purified by silica gel chromatography (eluent:hexane/AcOEt = 95/5) to give 4-iodobutylbenzene (1.14 g, 88%) as colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3360-41-6, 4-Phenylbutan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Sakai, Norio; Kobayashi, Taichi; Ogiwara, Yohei; Chemistry Letters; vol. 44; 11; (2015); p. 1503 – 1505;,
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