Month: August 2020

The iron-catalyst compound, name is Aminoferrocene,cas is 1273-82-1, mainly used in chemical industry, its synthesis route is as follows.

To a mixture of methyl4-chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (100 mg, 0.410 mmoL), ferrocenylamine(114 mg, 0.410 mmoL), and p-toluenesulfonic acid monohydrate (15 mg, 0.082 mmoL) was addedanhydrous 1,4-dioxane (1 mL) under an argon atmosphere. The resulting mixture was heated to 150 Cunder microwave irradiation and stirred for 30 min. The resulting mixture was concentrated underreduced pressure. The resulting residue was purified by column chromatography (n-hexane/ethylacetate, 100:00¡À40:60). The appropriate fractions were combined and concentrated under reducedpressure to give methyl-5-methyl-4-(ferrocenylamino)thieno[2,3-d]pyrimidine-6-carboxylate (2) asan orange solid (105 mg, 63%). 1H NMR (d6-DMSO, 500 MHz): = 8.53 (1H, s), 8.02 (1H, s),4.82 (2H, s), 4.16 (5H, s), 4.07 (2H, s), 3.84 (3H, s), 3.02 (3H, s). 13C NMR (d6-DMSO, 126 MHz): = 171.0, 153.5, 130.1, 125.4, 125.3, 124.3, 124.1, 96.1, 79.8, 69.2, 64.1, 61.1, 36.2, 28.7. HRMS-ESI (m/z):calc. for [C19H17FeN3O2S + H]+ = 407.2712, observed = 407.2716. Anal. Calc. (%) for C19H17FeN3O2S:C, 56.03; H, 4.21; N, 10.32. Found (%): C, 55.97; H, 4.19; N, 10.21.

As the rapid development of chemical substances, we look forward to future research findings about 1273-82-1

Reference£º
Article; Sansook, Supojjanee; Lineham, Ella; Hassell-Hart, Storm; Tizzard, Graham J.; Coles, Simon J.; Spencer, John; Morley, Simon J.; Molecules; vol. 23; 9; (2018);,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, name is 1,1′-Dibromoferrocene,cas is 1293-65-8, mainly used in chemical industry, its synthesis route is as follows.

At 78 C, 1.6M n-butyllithium in hexane (1.25 mL) was addeddropwise to a solution of 1,10-dibromoferrocene (0.69 g, 2.0 mmol)in 10 mL THF. The reaction mixture was stirred at the same temperaturefor 0.5 h before adding 2,2,6,6-tetramethylpiperidine(0.40 mL, 2.2 mmol) dropwise. The reaction mixture was stirredfor 3 h, keeping the temperature below 40 C. A solution of tetramethylthiuramdisulfide (0.48 g, 2.0 mmol) in 20 mL THF wasadded, and the reaction mixture was slowly warmed to roomtemperature. After adding water (5 mL), the reaction mixture wasextracted with dichloromethane (2 x 40 mL). The collected organiclayers were washed with water (2 x 20 mL) and dried with anhydroussodium sulfate. After removing the solvent under reducedpressure, the crude product was purified by column chromatography(alumina, dichloromethane/hexane 3:7) to afford P1 as ayellow solid (0.33 g, 43%). 1H NMR (400 MHz, CDCl3): delta 3.18 (s,3H,-N-CH3), 3.54 (s, 3H,-N-CH3), 4.28 (s, 5H, Cp-H), 4.39 (q, 1H,Cp-H, J 1.8 Hz), 4.43 (t, 1H, Cp-H, J 2.8 Hz), 4.76 (q, 1H, Cp-H,J 1.4 Hz). IR (ATR/cm-1): nu 2359, 2342, 1622, 1574, 1508, 1443,1242, 1157, 1107, 1045, 978, 930, 827, 772, 685, 615, 542, 494, 473.

As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

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Article; Horikoshi, Ryo; Sumitani, Ryo; Mochida, Tomoyuki; Journal of Organometallic Chemistry; vol. 900; (2019);,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 1273-82-1 name is Aminoferrocene, mainly used in chemical industry, its synthesis route is as follows.

5) 402 mg (2.0 mmol) of FcNH2 was added to the above system and the reaction was continued for 16 hours; The solvent was evaporated under reduced pressure, The residue was extracted with CH2Cl2, Thin layer chromatography was carried out using methylene chloride / petroleum ether = 1: 2 (v / v) as a developing solvent, Collect the red main ribbon,To give a model 1 (325 mg) Yield 28%.

As the rapid development of chemical substances, we look forward to future research findings about 1273-82-1

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Patent; Nankai University; Song, Licheng; Lu, Yu; Peng, Fei; Yang, Xiyue; (6 pag.)CN105601678; (2016); A;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 1293-65-8 name is 1,1′-Dibromoferrocene, mainly used in chemical industry, its synthesis route is as follows.

A) Preparation of Intermediates; EXAMPLE A1; Preparation of (Rc,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1′-bromoferrocene of the formula (A1) [Ph=phenyl; Me=methyl]; a) Preparation of 1-phenylchlorophosphino-1′-bromoferrocene (X1); 14.5 ml (23.2 mmol) of n-BuLi (1.6 M in hexane) are added dropwise to a solution of 8 g (23.2 mmol) of 1,1′-dibromoferrocene in 30 ml of THF at a temperature of <-30 C. The mixture is stirred for another 30 minutes at this temperature. It is then cooled to -78 C. and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at such a rate that the temperature does not exceed -60 C. After stirring at -78 C. for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. This gives a suspension of the monochlorophosphine X1.; b) Preparation of 1-bromo-1'-lithioferrocene X5; 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of <-30 C. The mixture is stirred at this temperature for another 1.5 hours and subsequently cooled to -78 C. This gives a suspension of 1-bromo-1'-lithioferrocene X5.; Reaction mixture b): In a second reaction flask, 4.0 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromo-ferrocene in 10 ml of THF which has cooled to -30 C. at such a rate that the temperature does not exceed -30 C. The mixture is subsequently stirred at -30 C. for a further 1.5 hours and the mixture containing the 1-bromo-1'-lithioferrocene is finally cooled to -78 C. As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8 Reference£º
Patent; Chen, Weiping; Spindler, Felix; Nettekoven, Ulrike; Pugin, Benoit; US2010/160660; (2010); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 12093-10-6 name is Ferrocenecarboxaldehyde, mainly used in chemical industry, its synthesis route is as follows.

General procedure: To a suspension of methyltriphenylphosphonium bromide (1equiv.) in dry THF (100 mL), under nitrogen atmosphere at room temperaturewas added potassium tert-butoxide (7.0 equiv.). The solutionwas stirred for 1 h and then a solution of the aldehyde (1 equiv.) indry THF (30 mL) was added slowly. The mixture was stirred at roomtemperature for 12 h andwas evaporated to dryness. The unreacted potassiumtert-butoxide was quenched with saturated NH4Cl solution(10 mL). The reaction mixture was then extracted with CHCl3(200 mL), washed with water (2 ¡Á 200 mL), brine (100 mL) and then dried over anhydrous Na2SO4. Evaporation of the organic layer gave aresidue, which was purified by column chromatography using hexaneas the eluting solvent to give the corresponding vinyl compounds.

As the rapid development of chemical substances, we look forward to future research findings about 12093-10-6

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Article; Ravivarma, Mahalingam; Kumar, Kaliamurthy Ashok; Rajakumar, Perumal; Pandurangan, Arumugam; Journal of Molecular Liquids; vol. 265; (2018); p. 717 – 726;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 102-54-5 name is Ferrocene, mainly used in chemical industry, its synthesis route is as follows.

Weigh 5.59g (30mmol) ferrocene was added to 250mL two-necked flask, and then weighed 24mL (254mmol) of acetic anhydride was added to the flask, and then weighed 7mL (including H3PO4 121mmol) 85% phosphoric acid was added slowly to the flask.Temperature was raised to 75 ~ 80C for about 10min, then the flask was immediately cooled in an ice bath, was added to the flask to about 30mL of ice water.After a short cooling with 25% NaOH solution to neutral, a large tan solid precipitated, cooling was continued for some time and the filter cake was washed with an amount of ice water, dry.The crude product is purified by column chromatography (dichloromethane / petroleum ether (60-90) eluting the solvent was evaporated to give an orange solid ferrocene ethyl ketone product 5.30g, yield 77.1% (ferrocene meter ), melting point 83 ~ 85C.

As the rapid development of chemical substances, we look forward to future research findings about 102-54-5

Reference£º
Patent; Huazhong Agricultural University; Ma, Jingzhong; Yan, Xinwen; Ma, Zhonghua; Jiang, Hong; Yang, Qiuhong; He, Mengli; (18 pag.)CN103626805; (2016); B;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 1287-16-7 name is Ferrocenylacetic acid, mainly used in chemical industry, its synthesis route is as follows.

1) 1.1 mmol of ferrocenyl acetic acid and 1 mmol of 3- (3-methylphenyl) -4-amino-5-mercapto-1,2,4-triazole were weighed out,Added to a dry 250mL single-necked flask,Then p-toluenesulfonic acid 0.14 mmol,Then 5 mL of DMF was added thereto,The glass rod is stirred to dissolve it.2)The round bottom flask was placed in a microwave reactor,360W under irradiation once every 30s,Irradiation duration of 3.5min.After irradiation,cool down.3)Pour it into a crushed beaker,With potassium carbonate and potassium hydroxide pH = 7,Placed overnight,filter,Washed,dry,The crude product of 3- (3-methylphenyl) -6-ferrocenylmethylene-1,2,4-triazolo [3.4-b] -1,3,4-thiadiazole was obtained,Using a solvent of DMF and absolute ethanol in a volume ratio of 2: 1 mixed solvent,The crude product was recrystallized,That is, a brown solid,The yield is 85%

As the rapid development of chemical substances, we look forward to future research findings about 1287-16-7

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Patent; Shaanxi University of Science and Technology; Liu, Yuting; Song, Simeng; Yin, Dawei; Jiang, Shanshan; Liu, Beibei; Yang, Aning; Wang, Jinyu; Lyu, Bo; (13 pag.)CN104231004; (2017); B;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 1273-82-1 name is Aminoferrocene, mainly used in chemical industry, its synthesis route is as follows.

General procedure: Organometallic sulfonamides were prepared following a modification of the procedure described by Alberto and co-workers [41]. An equimolar amount of pyridine was added at room temperature to a solution containing 50mg of P2 or P3 in 7.0mL of anhydrous CH2Cl2. After 15min, the corresponding sulfonyl chloride derivative was added, and the reaction mixture was heated under reflux for 24h. The resulting solution was dried under vacuum. The crude product was purified using silica gel liquid chromatography and a mixture of CH2Cl2/hexane (4:1) as the eluent. All compounds were recrystallized from an acetone/hexane (1:5) mixture by slow evaporation.

As the rapid development of chemical substances, we look forward to future research findings about 1273-82-1

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Article; Quintana, Cristobal; Silva, Gisella; Klahn, A. Hugo; Artigas, Vania; Fuentealba, Mauricio; Biot, Christophe; Halloum, Iman; Kremer, Laurent; Novoa, Nestor; Arancibia, Rodrigo; Polyhedron; vol. 134; (2017); p. 166 – 172;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 12093-10-6 name is Ferrocenecarboxaldehyde, mainly used in chemical industry, its synthesis route is as follows.

General preparation of ferrocenyl chalcones: Ferrocene carboxaldehyde (1 eq) and the appropriate 2-hydroxyacetophenone (1 eq) were dissolved in absolute ethanol (40 ml.) in a 100 ml. two necked round bottom flask. After stirring the mixture 10 to 15 min. at room temperature, sodium hydroxide (3 eq) was added, and the solution was stirred overnight at room temperature, or 2-3h at reflux. The mixture was poured into water (100 ml.) and hydrochloric acid (12 M, 15 ml_), extracted with dichloromethane (3 x 50 ml_), and washed with water. The organic phase was dried over magnesium sulfate, filtered, and the solvent removed by evaporation. The product was purified by silica gel chromatography, using a mixture of petroleum ether/dichloromethane 4:1 as an eluent, and again using HPLC in acetonitrile/water (90:10). After HPLC purification, the acetonitrile was removed under reduced pressure and the aqueous phase extracted with dichloromethane.

With the rapid development of chemical substances, we look forward to future research findings about 12093-10-6

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Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); HILLARD, Elizabeth; CHABOT, Guy; MONSERRAT, Jean-Philippe; JAOUEN, Gerard; TIWARI, Keshri Nath; DE MONTIGNY, Frederic; NEAMATI, Nouri; WO2011/107572; (2011); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.102-54-5,Ferrocene,as a common compound, the synthetic route is as follows.

To a three-neck flask, were added10.0 g of dry ferrocene (53.76 mmol) 150 mL of CH2Cl2. Then 39.2 g of triethylorthoformate (264.34) was added dropwise to the mixture with stirring. Afterthe ferrocene was completely dissolved, 30.0 g of mmol anhydrous AlCl3wasslowly added, and the reaction mixture was stirred at room temperature for4 h. Then the reaction was quenched with sodium hydrosulphite saturatedsolution (200 mL) and the mixture was extracted with diethyl ether (200 mL).After concentrated under reduced pressure, the residue was purified by chro-matography on silica gel (petroleum ether:ethyl acetate = 5:1) to afford 7 g redsolid with the yield of 70%.1H NMR (400 MHz, CDCl3) = 4.28 (s, 5H), 4.61 (s,2H); 4.80 (s, 2H), 9.96 (s, 1H).

The synthetic route of 102-54-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; I?ik, U?ur; Aydemir, Murat; Meric, Nermin; Durap, Feyyaz; Kayan, Cezmi; Temel, Hamdi; Baysal, Akin; Journal of Molecular Catalysis A: Chemical; vol. 379; (2013); p. 225 – 233;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion