Analyzing the synthesis route of 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.

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

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

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

 

Downstream synthetic route of 1271-42-7

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

1271-42-7, Ferrocenecarboxylic acid is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a methylene chloride solution (3.6 mL) of ferrocenecarboxylic acid (manufactured by Tokyo Kasei) (237 mg),Triethylamine (102 mg) and oxalyl chloride (767 mg) were added under an argon atmosphere, and the mixture was stirred at room temperature for 5 hours. After the reaction solution was concentrated under reduced pressure, compound 3 (161 mg), 4-dimethylaminopyridine (26 mg), triethylamine (305 mg), and tetrahydrofuran (8.6 mL) were added. Stirred for hours. The reaction solution was poured into methylene chloride / water, and the organic layer was washed with saturated aqueous sodium chloride.The extract was washed with a solution, dried over sodium sulfate, and then concentrated under reduced pressure. Silica gel concentrated residuePurified by column chromatography (developing solvent: ethyl acetate / hexane = 1/5) and obtained crude productIs purified by size exclusion chromatography and washed with pentane to give the compound.Compound FcD (157 mg) was obtained.

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

Reference£º
Patent; The University of Tokyo; Aita, Takuzo; Ito, Yoshimitsu; Toku, Yongxiang; (19 pag.)JP2019/151597; (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

 

Some tips on 1271-42-7

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.

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

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

 

New learning discoveries about 1271-42-7

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

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.

Ferrocene (6.0 g, 32 mmol) and potassium tert-butoxide (0.46 g, 4.08 mmol) were completely dissolved in dry THF (300 mL). The orange solution was cooled to -78 0C when tertbutyllithium (34.0 mL, 64.5 mmol, 1 .9 M in pentane) was added dropwise over a period of 15 mm, with the temperature maintained below -70 00. The reaction mixture was stirred at -78Cfor 1 h and then poured on a slurry of dry ice (excess) and diethyl ether. The mixture was warmed to room temperature overnight and extracted with an aqueous solution of sodium hydroxide (0.75 N, 4 x 250 mL). The combined aqueous layers were neutralized with hydrochloric acid (pH > 4) and the resulting orange solid was extracted with Et20 (4 x 250 mL) until the organic layer remained colourless. The combined organic layers were filtered toremove traces of ferrocenedicarboxylic acid, dried over MgSO4, filtered and the solvent wasevaporated under reduced pressure to give ferrocenecarboxylic acidas an orange solid in35% yield. After suspending the ferrocenecarboxylic acid (462 mg, 2.01 mmol) in dry CH2CI2(23 mL), oxalyl chloride (1100 iL, 13.64 mmol) in dry CH2CI2 (10 mL) was added dropwise tothe reaction mixture whereby the orange suspension turned dark red. The reaction mixturewas refluxed for 2 h and then stirred overnight at room temperature. The solvent was thenremoved under vacuum. The product was not purified and used immediately for the next synthetic step.

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITAeT ZUeRICH; THE UNIVERSITY OF MELBOURNE; HESS, Jeannine; PATRA, Malay; GASSER, Gilles; JABBAR, Abdul; GASSER, Robin B.; WO2015/928; (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

 

New learning discoveries about 1271-42-7

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

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.

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).

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

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

 

Simple exploration of 1271-42-7

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

1271-42-7, Ferrocenecarboxylic acid is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 50mL three necks round bottom flask and under nitrogen atmosphere, 1mmol of ferrocenecarboxylic acid was dissolved in 15mL of dry dichloromethane at room temperature. To this solution, 170-200muL of oxalyl chloride was added dropwise and stirred overnight. The solution changed from orange to dark red. The reaction mixture was filtered in a fritted funnel and the filtrate collected. In a separate 100mL three necks round flask under nitrogen, 1.0mmol of the 4-X-phenol and 1.0mmol of pyridine were dissolved in 10-15mL of dichloromethane. To this solution, the ferrocenecarbonyl chloride solution prepared previously was added dropwise. The solution was stir 6-12hin the dark, under nitrogen atmosphere, and at room temperature. Thin layer chromatography (TLC) was used to monitor the reaction. After the reaction was finished, the mixture was filtered in a fritted funnel with a pad of celite. The filtrate collected was washed with 3¡Á5mL 1N HCl to remove pyridine and other by-products. The organic layer containing the compound was purified by column chromatography, using Silica gel and eluted with dichloromethane and isolated in 40-45% yield.

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

Reference£º
Article; Vera, Jose L.; Rullan, Jorge; Santos, Natasha; Jimenez, Jesus; Rivera, Joshua; Santana, Alberto; Briggs, Jon; Rheingold, Arnold L.; Matta, Jaime; Melendez, Enrique; Journal of Organometallic Chemistry; vol. 749; (2014); p. 204 – 214;,
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, 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.

In a three-necked flask, 4.6 g (0.02 mmol) of dry ferrocenecarboxylic acid and 80 mL of anhydrous benzene were added.Under nitrogen protection,6.24 g (0.03 mmol) of phosphorus pentachloride was slowly added in several portions, and stirred at room temperature for 3 h.The benzene is distilled off under reduced pressure, and petroleum ether (60-90 C) is extracted to obtain a deep red solution, distilled under reduced pressure, and cooled.Dark red needle crystals are precipitated, yield 80%

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

Reference£º
Patent; Guilin Medical University; Huang Wanyun; Liao Ying; Peng Xiangyan; Yin Penglong; Liao Yueying; (13 pag.)CN104788503; (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

 

Application of 2-Imidazolidone

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

The iron-catalyst compound, cas is 1271-42-7 name is Ferrocenecarboxylic acid, mainly used in chemical industry, its synthesis route is as follows.,1271-42-7

Chlorocarbonyl ferrocene 2b: The synthesis of chlorocarbonyl ferrocene 2b was adapted from a procedure of Cormode et al. {Dalton Trans. 2010, 39, 6532). After suspending ferrocenecarboxylic acid 2a (462 mg, 2.01 mmol) in dry CH2CI2 (23 mL), oxalyl chloride (1 100 mu, 13.64 mmol) in dry CH2CI2 (10 mL) was added dropwise to the reaction mixture whereby the orange suspension turned dark red. The reaction mixture was refluxed for 2 h and then stirred overnight at room temperature. The solvent was then removed under vacuum. The product 2 was not purified and used immediately for the next synthetic step.

With 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; WO2015/44395; (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

In a three-necked flask, 4.6 g (0.02 mmol) of dry ferrocenecarboxylic acid and 80 mL of anhydrous benzene were added.Under nitrogen protection,6.24 g (0.03 mmol) of phosphorus pentachloride was slowly added in several portions, and stirred at room temperature for 3 h.The benzene is distilled off under reduced pressure, and petroleum ether (60-90 C) is extracted to obtain a deep red solution, distilled under reduced pressure, and cooled.Dark red needle crystals are precipitated, yield 80%

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

Reference£º
Patent; Guilin Medical University; Huang Wanyun; Liao Ying; Peng Xiangyan; Yin Penglong; Liao Yueying; (13 pag.)CN104788503; (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

 

Downstream synthetic route of 1271-42-7

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

1271-42-7, Ferrocenecarboxylic acid is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Chlorocarbonyl ferrocene 2b: The synthesis of chlorocarbonyl ferrocene 2b was adapted from a procedure of Cormode et al. {Dalton Trans. 2010, 39, 6532). After suspending ferrocenecarboxylic acid 2a (462 mg, 2.01 mmol) in dry CH2CI2 (23 mL), oxalyl chloride (1 100 mu, 13.64 mmol) in dry CH2CI2 (10 mL) was added dropwise to the reaction mixture whereby the orange suspension turned dark red. The reaction mixture was refluxed for 2 h and then stirred overnight at room temperature. The solvent was then removed under vacuum. The product 2 was not purified and used immediately for the next synthetic step.

1271-42-7, As the paragraph descriping shows that 1271-42-7 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITAeT ZUeRICH; THE UNIVERSITY OF MELBOURNE; GASSER, Gilles; GASSER, Robin B.; HESS, Jeannine; JABBAR, Abdul; PATRA, Malay; WO2015/44395; (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