Some tips on Ferrocenecarboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about 1271-42-7,belong iron-catalyst compound

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.,1271-42-7

Preparation of Fc-NHS: (0147) Fc-NHS was synthesized following a reported method (C. Feng, G. L. Lu, Y. J. Li, X. Y. Huang, Langmuir 2013, 29, 10922-10931). Fc-COOH (49.9 mg, 0.22 mmol), EDC (58.6 mg, 0.32 mmol), and NHS (37.5 mg, 0.32 mmol) were dissolved in dry DCM (5 mL). The reaction mixture was stirred for 24 h at room temperature. After filtering, the filtrate was concentrated and dried in vacuo. Fc-NHS was obtained by silica gel column chromatography (dichloromethane:methanol=10:1) as an orange solid. (0148) 1H-NMR (400 MHz, CDCl3, 298 K): delta=2.93 (s, 4H, -CH2-CH2-), 4.42 (s, 5H, Cp), 4.60 (m, 2H, Cp), 4.97 (m, 2H, Cp). (0149) Preparation of Fc-CONH-(CH2)2-NH2:

With the complex challenges of chemical substances, we look forward to future research findings about 1271-42-7,belong iron-catalyst compound

Reference£º
Patent; Xiong, May Pang; Liu, Zhi; Wang, Yan; (39 pag.)US2016/184344; (2016); 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 important role of Ferrocenecarboxylic acid

1271-42-7 is used more and more widely, we look forward to future research findings about Ferrocenecarboxylic acid

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.,1271-42-7

Oxalyl chloride (2 mL) was added to ferrocene carboxylic acid (230 mg, 1 mmol) cooled by ice bath. 5 min after, the cooled bath was removed and the solution was stirred at room temperature for 3 h. Excess of oxalyl chloride was removed under vaccuo. Dichloromethane (4 mL) was added. The mixture obtained was added into a solution of E-4 (130 mg, 0.3 mmol) and pyridine (79 mg, 1 mmol) in dichloromethane (4 mL). The mixture was stirred for 1.5 h and poured in water (40 mL). The compound was extracted with 2 ¡Á 40 mL of dichloromethane and washed with 40 mL of water. The solution was dried over magnesium sulphate, filtered and evaporated. The crude product obtained was purified by flash chromatography with silica gel column using CH2Cl2:petroleum ether 3:1 as an eluent. E-5 was obtained as an orange solid (90 mg, 51% yield).Mp = 148 C (diethyl ether/hexane). Rf: 0.66 (diethyl ether:pentane 1:1). 1H NMR (300 MHz, CDCl3): delta 0.16 and 0.22 (s, s, 6H, 6H, 2 (CH3)2Si); 0.93 (t, 3H, J = 7.4 Hz, CH3); 0.95 and 1.00 (s, s, 6H, 6H, 2 (CH3)3Si); 2.46 (q, 2H, J = 7.4 Hz, CH2); 4.23 (s, 5H, Cp), 4.39 and 4.73 (broad s, broad s, 2H, 2H, C5H4); 6.66 and 6.83 (d, d, 2H, 2H, J = 8.5 Hz, C6H4); 6.81 and 6.97 (d, d, 2H, 2 H, J = 8.5 Hz, C6H4); 7.08 and 7.23 (d, d, 2H, 2H, J = 8.5 Hz, C6H4N). 13C NMR (75.47 MHz, CDCl3): delta -4.4 (CH3Si); 13.6 (CH3); 18.2 and 18.3 (t-BuC); 25.7 (t-Bu); 29.0 (CH2); 68.5 (2 CH, C5H4); 70.2 (Cp); 71.2 (2 CH, C5H4); 118.6, 119.6, 119.7, 130.6, 130.7, 131.6 (6CH, 3 C6H4); 135.4, 135.35, 136.7, 137.3, 139.4, 141.3, 153.8, 154.3 (8 Cq, 3 C6H4 + C=C), 168.2 (CO). IR (CH2Cl2, cm-1): 1671 (CO). MS (EI): 771.24 [M]+, 714.26 [M-tBu]+. Analyse: C45H57FeNO3Si2¡¤H2O cald.: C, 68.42; H, 7.53; N, 1.77. Found: C, 68.15; H, 7.53; N, 1.68.

1271-42-7 is used more and more widely, we look forward to future research findings about Ferrocenecarboxylic acid

Reference£º
Conference Paper; Dallagi, Tesnim; Saidi, Mouldi; Vessieres, Anne; Huche, Michel; Jaouen, Gerard; Top, Siden; Journal of Organometallic Chemistry; vol. 734; (2013); p. 69 – 77;,
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

 

Some tips on Ferrocenecarboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about 1271-42-7,belong iron-catalyst compound

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.,1271-42-7

Briefly, to a solution of Fc-COOH (5.65 mmol, 1.3 g) in dry DCM at 0 C, Et3N (6.19 mmol, 0.87 mL), HOBt (6.19 mmol, 0.84 g) and HBTU (6.19 mmol, 2.4 g) were added, reacted 1 h at 0 C, then 1 g H-Gly-OMe by treatment with Et3N in DCM (5 mL) was added.

With the complex challenges of chemical substances, we look forward to future research findings about 1271-42-7,belong iron-catalyst compound

Reference£º
Article; Zhou, Binbin; Li, Chun-Lan; Hao, Yuan-Qiang; Johnny, Muya Chabu; Liu, You-Nian; Li, Juan; Bioorganic and Medicinal Chemistry; vol. 21; 2; (2013); p. 395 – 402;,
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

 

Share a compound : 1271-42-7

As the rapid development of chemical substances, we look forward to future research findings about 1271-42-7

Ferrocenecarboxylic acid, cas is 1271-42-7, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1271-42-7

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%.

As the rapid development of chemical substances, we look forward to future research findings about 1271-42-7

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

 

Extracurricular laboratory: Synthetic route of 1271-42-7

As the rapid development of chemical substances, we look forward to future research findings about 1271-42-7

Ferrocenecarboxylic acid, cas is 1271-42-7, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1271-42-7

0120] Ferrocene (6.0 g, 32 mmol) and potassium tert-butoxide (0.46 g, 4.08 mmol) were completely dissolved in dryTHF (300 mL). The orange solution was cooled to -78C when tert-butyllithium (34.0 mL, 64.5 mmol, 1.9 M in pentane)was added dropwise over a period of 15 min, with the temperature maintained below -70C. The reaction mixture wasstirred at -78C for 1 h and then poured on a slurry of dry ice (excess) and diethyl ether. The mixture was warmed toroom temperature overnight and extracted with an aqueous solution of sodium hydroxide (0.75 N, 4 x 250 mL). Thecombined aqueous layers were neutralized with hydrochloric acid (pH > 4) and the resulting orange solid was extractedwith Et2O (4 x 250 mL) until the organic layer remained colourless. The combined organic layers were filtered to removetraces of ferrocenedicarboxylic acid, dried over MgSO4, filtered and the solvent was evaporated under reduced pressureto give ferrocenecarboxylic acidas an orange solid in 35% yield. After suspending the ferrocenecarboxylic acid (462 mg,2.01 mmol) in dry CH2Cl2 (23 mL), oxalyl chloride (1100 mL, 13.64 mmol) in dry CH2Cl2 (10 mL) was added dropwiseto the reaction mixture whereby the orange suspension turned dark red. The reaction mixture was refluxed for 2 h andthen stirred overnight at room temperature. The solvent was then removed under vacuum. The product was not purifiedand used immediately for the next synthetic step.

As the rapid development of chemical substances, we look forward to future research findings about 1271-42-7

Reference£º
Patent; Universitaet Zuerich; The University of Melbourne; Gasser, Gilles; Gasser, Robin B.; Hess, Jeannine; Patra, Malay; Jabbar, Abdul; EP2821412; (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

 

Extracurricular laboratory: Synthetic route of 1271-42-7

As the rapid development of chemical substances, we look forward to future research findings about 1271-42-7

Ferrocenecarboxylic acid, cas is 1271-42-7, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1271-42-7

Ferrocenecarboxylic acid (303 mg, 1.32 mmol) and N-hydroxysuccinimide (170 mg, 1.47 mmol) were dissolved in dioxane (15 ml) and added with stirring to a solution of dicyclohexylcarbodiimide (305 mg, 1.48 mmol) in dioxane (3 ml). The mixture was stirred at room temperature for 24 hours during which time a precipitate was formed. The precipitate was removed by filtration, solvent was removed from the filtrate in vacuo and the resulting solid purified by silica gel column chromatography, eluting with 8:2 petrol:ethyl acetate. Yield 320 mg, 74%.

As the rapid development of chemical substances, we look forward to future research findings about 1271-42-7

Reference£º
Patent; Atlas Genetics Limited; Braven, Helen; Keay, Russell; (59 pag.)US2016/25703; (2016); 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 important role of 1271-42-7

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenecarboxylic acid

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

2-(4-Ferrocenylbenzamido)benzamide (50k). Ferrocenecarboxylic acid (1.00 g, 4.4 mmol) was treated with oxalyl chloride (3.87 g, 30.5 mmol) in dry dichloromethane (20 ml_) under argon for 4 h. The solvent and excess reagent were evaporated. The residue was extracted with hexane (30 ml_). The suspension was filtered and the solvent was evaporated from the filtrate to give crude ferrocenecarbonyl chloride (820 mg) as a red oil. This material, in dry tetrahydrofuran (20 ml_), was added to 2-amino- benzamide 49 (410 mg, 3.0 mmol), dry pyridine (316 mg, 4.0 mmol) and 4-dimethyl- aminopyridine (82 mg, 0.7 mmol in dry tetrahydrofuran (20 ml_). The mixture was stirred for 16 h under argon. The solvent was evaporated. Chromatography (ethyl acetate / petroleum ether 3:2) gave 2-(4-ferrocenylbenzamido)benzamide 50k (980 mg, 98%) as a red oil; 1H NMR ((CD3)2SO) delta 4.24 (5 H, s, Cp2-H5), 4.49 (2 H, m, Cp^ 3,4- H2), 4.78 (2 H, m, C ^ 2,5-H2), 7.1 1 (1 H, t, J = 7.5 Hz, 5-H), 7.51 (1 H, t, J = 7.5 Hz, 4- H), 7.82 (1 H, s, CONHH), 7.85 (1 H, d, J = 7.5 Hz, 6-H), 8.35 (1 H, s, CONHH), 8.57 (1 H, d, J = 7.5 Hz, 3-H); 13C NMR ((CD)3SO) (HSQC / HMBC) delta 68.07 (C ^ 2,5-C2), 69.56 (Cp2-C5), 70.77 (Cp FontWeight=”Bold” FontSize=”10″ 3,4-C2), 76.58 (Cp 1-C), 1 18.49 (1-C), 1 19.63 (3-C), 121.73 (5-C), 128.58 (6-C), 132.35 (4-C), 140.23 (2-C), 168.13 (NHCO), 171.13 (CONH2); MS m/z 371.0468 (M + Na)+ (C18H1656FeN2Na02 requires 371.0459).

With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenecarboxylic acid

Reference£º
Patent; UNIVERSITY OF BATH; THREADGILL, Michael David; LLOYD, Matthew David; THOMPSON, Andrew Spencer; NATHUBHAI, Amit; WOOD, Pauline Joy; PAINE, Helen Angharad; KUMPAN, Ekaterina; SUNDERLAND, Peter Thomas; CHUE YEN WOON, Esther; WO2014/87165; (2014); 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

 

Analyzing the synthesis route of 1271-42-7

1271-42-7, The synthetic route of 1271-42-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1271-42-7,Ferrocenecarboxylic acid,as a common compound, the synthetic route is as follows.

Ferrocenecarboxylic acid (303 mg, 1.32 mmol) and N-hydroxysuccinimide (170 mg, 1.47 mmol) were dissolved in dioxane (15 ml) and added with stirring to a solution of dicyclohexylcarbodiimide (305 mg, 1.48 mmol) in dioxane (3 ml). The mixture was stirred at room temperature for 24 hours during which time a precipitate was formed. The precipitate was removed by filtration, solvent was removed from the filtrate in vacuo and the resulting solid purified by silica gel column chromatography, eluting with 8:2 petrol:ethyl acetate. Yield 320 mg, 74%.

1271-42-7, The synthetic route of 1271-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Atlas Genetics Limited; Braven, Helen; Keay, Russell; (59 pag.)US2016/25703; (2016); 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

 

Some tips on 1271-42-7

1271-42-7 Ferrocenecarboxylic acid 499634, airon-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1271-42-7,Ferrocenecarboxylic acid,as a common compound, the synthetic route is as follows.

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%., 1271-42-7

1271-42-7 Ferrocenecarboxylic acid 499634, airon-catalyst compound, is more and more widely used in various fields.

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

 

Downstream synthetic route of Ferrocenecarboxylic acid

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenecarboxylic acid,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO270,mainly used in chemical industry, its synthesis route is as follows.,1271-42-7

a. Ferrocenecarboxylic acid (11.5 g, 0.05 mol) was mixed with 100 mL of dichloromethane (DCM) under ice bath and stirred well.N-hydroxysuccinimide (NHS) (7.0 g, 0.06 mol) was added to the above reaction system under vigorous stirring.1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC¡¤HCl) (11.5 g, 0.06 mol).The reaction was carried out for 4 to 6 hours in an ice bath, the solution was gradually clarified, and the reaction was monitored by TLC.After completion of the reaction, suction filtration was performed to obtain a dichloromethane solution of the intermediate (1).

With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenecarboxylic acid,belong iron-catalyst compound

Reference£º
Patent; Shandong University; Yan Bing; Pan Xiujiao; Jiang Cuijuan; Wang Shenqing; Kong Long; Zhai Shumei; Hu Chun; Zhou Li; (17 pag.)CN109288860; (2019); 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