Tag: M.W:200-300

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Vinylferrocene, and cas is 1271-51-8, its synthesis route is as follows.

General procedure: As shown as the synthetic protocol A in Scheme 2, compounds 1-11 were synthesized following literature description [16] with m-methoxyphenol, p-methoxyphenol, resorcinol, and hydroquinone as reagents. One hydroxyl group in resorcinol and hydroquinone was protected by tert-butyldimethylsilyl chloride. Then, 17 mL of dry CHCl3 solution containing excess PhtNSCl was added dropwisely to 8 mL of dry CHCl3 solution containing monoprotected hydroquinone or resorcinol and stirred for 16 h at 0 ¡ãC until phenols cannot be detected by thin layer chromatography (TLC). The mixture was diluted with CH2Cl2 and washed by saturated NaHCO3 and water. The organic phase was dried over anhydrous Na2SO4, and the solvent was removed under vacuum. The residue was purified by column chromatography with CH2Cl2 as the eluent to afford thiophthalimides as colorless solid. The following cycloaddition reactions were carried out in dry CHCl3 solution of thiophthalimides (~ 0.1 M) and styrenes (2 equiv.) or vinyl ferrocene (2 equiv.) and freshly distilled (C2H5)3N (2 equiv.) at 60 ¡ãC. The reaction was finished with thiophthalimides not detected by TLC. Then, the solvent was evaporated under vacuum pressure, and the residual solid was purified with column chromatography to afford silylated adducts. The desilylation operation was performed in dry tetrahydrofuran (THF) solution containing 0.04 M aforementioned adducts at 0 ¡ãC, to which a solution of (n-C4H9)4NF*3H2O in THF (1 equiv. for each protective group) was added. The reaction was finished with the reagent not detected by TLC, and then the mixture was diluted with ethyl acetate and washed with saturated NH4Cl and water. The organic layer was dried over anhydrous Na2SO4, and the solvent was evaporated under vacuum pressure. The residue was purified with column chromatography to afford thiaflavans.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Lai, Hai-Wang; Liu, Zai-Qun; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 227 – 236;,
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

1271-42-7, 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. Ferrocenecarboxylic acid, cas is 1271-42-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Triethylamine (0.1ml, 0.72mmol) was injected dropwise into the CH2Cl2 (40ml) suspension of carboxyferrocene 3 (0.5g, 2.17mmol) at 0C under N2 atmosphere. Oxalyl chloride (0.7ml, 8.2mmol) was then added dropwise into the solution. The reaction mixture was stirred at room temperature (r. t.) overnight. The solvent was then removed in vacuo, and the red solid residue, crude chlorocarbonylferrocene, was then dissolved in dry CH2Cl2 (20ml), added dropwise into the CH2Cl2 solution (10ml) of 9 (0.4g, 1.83mmol) and Et3N (1.5ml, 10.7mmol). The obtained mixture was further stirred overnight at r. t. under N2 atmosphere, and then washed successively with saturated NaHCO3 solution (1¡Á100ml) and distilled water (3¡Á100ml). The organic layer was dried with anhydrous Na2SO4, and vacuumed to provide the crude product 10 that was then purified by column chromatography with CH2Cl2/methanol (0%?5%) as the eluent and obtained as brown sticky oil. Yield: 0.7g, 89%. 1H NMR (400MHz, CDCl3, 25C, TMS), deltappm: 6.28 (t, J=9.3Hz, 1H, NHCO), 4.68 (t, J=3.8Hz, 2H, sub. Cp, Cp=eta [5]-C5H5), 4.32 (t, J=3.4Hz, 2H, sub. Cp), 4.19 (s, 5H, free Cp), 3.67-3.55 (m, 14H, 7¡ÁCH2), 3.36 (t, J=10.1Hz, 2H, CH2N3). 13C NMR (100MHz, CDCl3, 25C, TMS), deltappm: 170.4 (CONH), 70.8, 70.7, 70.4, 70.3, 69.8, 68.3 (Cp and CH2), 50.8 (CH2N3), 39.4 (NHCH2). MS (ESI, m/z), calcd. for C19H16O4N4Fe: 430.3; found: 453.1 (M+Na+). Selected IR (KBr, cm-1): 3335 (nuNH), 2869 (nuCH2), 2105 (nuN3), 1634 (nuC=O), 1539, 1453 (nuC=C, Cp), 1299 (nuC-N), 1106 (nuC-O-C), 823 (nuFeII).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ferrocenecarboxylic acid, 1271-42-7

Reference£º
Article; Liu, Yue; Mu, Shengdong; Liu, Xiong; Ling, Qiangjun; Hang, Chaodong; Ruiz, Jaime; Astruc, Didier; Gu, Haibin; Tetrahedron; vol. 74; 37; (2018); p. 4777 – 4789;,
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

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocenecarboxylic acid, and cas is 1271-42-7, its synthesis route is as follows.

Compound 15 was reacted with tert-butoxide, t-BuLi and 002 yielding compound 3a. The synthesis of ferrocenecarboxylic acid 3a (step a) was adapted from a procedure from Witte et al. (Organometallics 1999, 18, 4147). Compound 3a was reacted with oxalyl chloride under reflux yielding compound 3b. The synthesis of chlorocarbonyl ferrocene 3b (step b) was adapted from a procedure of Cormode et al. (Dalton Trans.201 0, 39, 6532). Optionally anadapted procedure of Lorkowski et. al. (VIII. Preparation of monomeric and polymeric ferrocenylene oxadiazoles, J. Prakt. Chem. 1967, 35, 149-58) may be applied. Chlorocarbonyl ferrocene 3b and 2-amino-2-hydroxymethylproprionitrile 6 were dissolved in dry THF and Triethylamine was added (step c). After evaporation of the solvent and purification by column chromatography N-(2-cyano-1-hydroxypropan-2-yl)ferroceneamide 7a was isolated in 29% yield according to an adapted procedure of Gasser et al. (J. Organomet.Chem. 2010, 695, 249-255). Compound 7a was reacted with one equivalent of 5a in thepresence of K2003 and 18-crown-6 in dry CH3CN according to an adapted procedure ofGasser et al. (J. Organomet. Chem. 2007, 692, 3835-3840) and Gasser et al. (J. Med.Chem. 2012, 55, 8790-8798), yielding compound 1 in a yield of 43%.

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; UNIVERSITAeT ZUeRICH; THE UNIVERSITY OF MELBOURNE; GASSER, Gilles; GASSER, Robin B.; HESS, Jeannine; JABBAR, Abdul; PATRA, Malay; WO2015/44396; (2015); 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

Name is Ferrocenemethanol, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1273-86-5, its synthesis route is as follows.

General procedure: To a mixture of 1.0 mmol of ferrocenylcarbinol and 1.0 mmol of the corresponding heterocycle in 1.0 ml of methylene dichloride, 0.18 ml of 45 % aqueous solution of fluoroboric acid was added under vigorous stirring. The agitation was continued for 5 min then Et2O (15 ml), the same amount of cold water, and 5-10 mg of ascorbic acid were added to the reaction flask. After vigorous shaking of the mixture the organic solution was separated, washed with cold water (3¡Á15 ml), the solvent was removed and the residue was dried over CaCl2. All types of products (pyrrolidine as well as imidazolidine and thiazolidine derivatives) were equally purified, namely by column chromatography (silica, eluent hexane EtOAc 3:1), and solids obtained after chromatography were crystalized from ethanol.

1273-86-5, 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.,1273-86-5 ,Ferrocenemethanol, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Rogatkina, Elena Yu.; Ivanova, Anna S.; Rodionov, Alexey N.; Peregudov, Alexander S.; Korlyukov, Alexander A.; Volodin, Alexander D.; Belousov, Yury A.; Simenel, Alexander A.; Arkivoc; vol. 2018; 5; (2018); p. 272 – 282;,
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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

A mixture of K2CO3 (1 mmol) and the catalyst (52 mg, ?3 mol% of Pd2+) in toluene (5 ml) was prepared in a two necked flask. The flask was evacuated and refilled with pure oxygen. To this solution, the alcohol (1 mmol, in 1 ml toluene) was injected and the resulting mixture was stirred at 80 C under an oxygen atmosphere. After completion of reaction, the reaction mixture was filtered off and the catalyst rinsed twice with CH2Cl2 (5 ml). The excess of solvent was removed under reduced pressure to give the corresponding carbonyl compounds.

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Alizadeh; Khodaei; Kordestania; Beygzadeh; Journal of Molecular Catalysis A: Chemical; vol. 372; (2013); p. 167 – 174;,
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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: ferrocenemethanol was added to the substrates 1a-l in a round bottomflask and the mixture was heated under stirring at 50-90C (as reported in Table 1), the reaction was monitored byTLC and capillary electrophoresis, after completion of reaction. The reactionmixture was flash chromatographed by silica gel column to give the purecompounds 3a-l as reported in Table 1. Typical eluent: hexane/ethyl acetate= 7/3.

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Shisodia, Suresh Udhavrao; Auricchio, Sergio; Citterio, Attilio; Grassi, Marco; Sebastiano, Roberto; Tetrahedron Letters; vol. 55; 4; (2014); p. 869 – 872;,
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

1271-55-2, 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. Acetylferrocene, cas is 1271-55-2,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

A solution of pure TsNHNH2 (15 mmol) in methanol (30 mL) was stirred and heated to 60 C until the TsNHNH2 dissolved. The mixture was cooled to room temperature. Then a solution of acetyl ferrocene 1a (10 mmol) in methanol was dropped into the mixture slowly. After approximately 0.5 h, the crude products could be obtained as solid precipitate. The precipitate was washed with petroleum ether then removed in vacuo to give yellow solid 2a in 86 % yield. mp 187-189 C. 1H NMR (500 MHz, DMSO) delta 10.00 (s,1H), 7.81 (d, J = 7.9 Hz, 2H), 7.43 (d, J = 7.8 Hz, 2H), 4.49 (s, 2H), 4.29 (s, 2H), 3.93 (s, 5H), 2.36 (s, 3H), 2.04 (s, 3H). 13C NMR (126 MHz, DMSO) d 155.1, 143.0, 136.4, 129.1, 127.6, 69.6, 68.9, 66.8, 20.9, 15.0. HRMS (ESI-TOF) m/z: [M]+ calcd. for C19H20FeN2O2S 396.0595; Found: 396.0594.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Acetylferrocene, 1271-55-2

Reference£º
Article; Ling, Li; Hu, Jianfeng; Zhang, Hao; Tetrahedron; vol. 75; 17; (2019); p. 2472 – 2481;,
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

Name is Vinylferrocene, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-51-8, its synthesis route is as follows.

General procedure: As shown as the synthetic protocol A in Scheme 2, compounds 1-11 were synthesized following literature description [16] with m-methoxyphenol, p-methoxyphenol, resorcinol, and hydroquinone as reagents. One hydroxyl group in resorcinol and hydroquinone was protected by tert-butyldimethylsilyl chloride. Then, 17 mL of dry CHCl3 solution containing excess PhtNSCl was added dropwisely to 8 mL of dry CHCl3 solution containing monoprotected hydroquinone or resorcinol and stirred for 16 h at 0 ¡ãC until phenols cannot be detected by thin layer chromatography (TLC). The mixture was diluted with CH2Cl2 and washed by saturated NaHCO3 and water. The organic phase was dried over anhydrous Na2SO4, and the solvent was removed under vacuum. The residue was purified by column chromatography with CH2Cl2 as the eluent to afford thiophthalimides as colorless solid. The following cycloaddition reactions were carried out in dry CHCl3 solution of thiophthalimides (~ 0.1 M) and styrenes (2 equiv.) or vinyl ferrocene (2 equiv.) and freshly distilled (C2H5)3N (2 equiv.) at 60 ¡ãC. The reaction was finished with thiophthalimides not detected by TLC. Then, the solvent was evaporated under vacuum pressure, and the residual solid was purified with column chromatography to afford silylated adducts. The desilylation operation was performed in dry tetrahydrofuran (THF) solution containing 0.04 M aforementioned adducts at 0 ¡ãC, to which a solution of (n-C4H9)4NF*3H2O in THF (1 equiv. for each protective group) was added. The reaction was finished with the reagent not detected by TLC, and then the mixture was diluted with ethyl acetate and washed with saturated NH4Cl and water. The organic layer was dried over anhydrous Na2SO4, and the solvent was evaporated under vacuum pressure. The residue was purified with column chromatography to afford thiaflavans.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Lai, Hai-Wang; Liu, Zai-Qun; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 227 – 236;,
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

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Vinylferrocene, and cas is 1271-51-8, its synthesis route is as follows.

A solution of 4H-pyrane derivative (4, 7a and7b) (1 mmol), 4-(2-ferrocenylvinyl)benzaldehyde (2 mmol) andpiperidine (1 mL) in dry acetonitrile (10 mL) was refluxed for 1 hunder argon atmosphere. The reaction was controlled with TLCmethod by monitoring the 4-(2-ferrocenylvinyl) benzaldehyde inthe solution of reaction. After the completion of the reaction, thesolution was cooled to room temperature and the product waspurified using column chromatography over silica gel and hexane/EtOAC as eluent. Further purification was performed by recrystallizationfrom hexane and EtOAc to give corresponding compoundas a pure solid. Specific details for each compound are given belowand spectral data in each case is similar to reported one in above.2,6-Bis [4-(2-ferrocenylvinyl)styryl]-4H-pyran-4-one (6):from 0.1 g (0.32 mmol) 4-(2-Ferrocenylvinyl) benzaldehyde and0.02 g (0.11 mmol) 2, 6-Methyl-4H-pyran-4-one, 0.08 g (0.13 mmol)orange solid was obtained in 75percent yield.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Ghadari, Rahim; Journal of Organometallic Chemistry; vol. 846; (2017); p. 397 – 406;,
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

1271-42-7, 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. Ferrocenecarboxylic acid, cas is 1271-42-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Will ferrocenecarboxylic acid (0.46g, 2mmol),N,N-Dicyclohexyl-carbodiimide (DCC, 0.453 g, 2.2 mmol)Add 1-hydroxybenzotriazole (HOBt, 0.337 g, 2.5 mmol) to a 100 mL round bottom flask and add 20 mLThe dried tetrahydrofuran was added and the mixture was stirred in an ice bath. 10 mL of a dry tetrahydrofuran solution containing DMAP (0.268 g, 2.2 mmol) was slowly added dropwise to the reaction system. After stirring in an ice bath for 30 minutes, the reaction was naturally warmed to room temperature. After the TLC detection reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue was directly separated by column.(V petroleum ether: Ethyl acetate V, 5:1-2:1) Elution of the mobile phase yields 0.638 g of compound Fc-D1., Yield: 92%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1271-42-7, Ferrocenecarboxylic acid

Reference£º
Patent; Chinese Academy Of Sciences Fujian Structure Of Matter Institute; Yong Jianping; Lu Canzhong; (10 pag.)CN103319543; (2018); 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