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.

According to the preparation method disclosed in Aanl. Biochem., 218, 436(1994), a mixture of 1,000 mg of ferrocenecarboxylic acid(4.35 mmol) and 560 mg of N-hydroxysuccineimide(4.87 mmol) was dissolved in 40 ml of distilled 1,4-dioxane, added 100 mg of dicyclohexylcarbodiimide dissolved in 10 ml of distilled 1,4-dioxane, and stirred for 12 hours under a nitrogen atmosphere. The resulting solution was filtered and the solid thus obtained was purified by silicagel chromatography using a mixture of n-hexane and ethylacetate(1:1, Rf=0.40) as an eluent to obtain 1.39 g of the title compound as a light yellow solid (Yield: 99%). [00029] 1H NMR(CDCl3; 300 MHz) delta 2.88(4H, br s), 4.39(5H, s), 4.57(2H, m), 495(2H, m) ppm, 1271-42-7

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

Reference£º
Patent; Mitocon Ltd.; US6809201; (2004); B2;,
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: C8H14ClNO388,mainly used in chemical industry, its synthesis route is as follows.,1271-42-7

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.

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; 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

 

Downstream synthetic route of 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

Ferrocene carboxylic acid (2.0 g, 8.7 mmol) were dissolved in CH3CN (5 mL) and the solution was degassed with argon. To this solution, N-hydroxysuccinimide (1.0 g, 8.7 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.7 g, 8.7 mmol) were added, and the solution was stirred overnight at room temperature. After the removal of the solvent, the reaction mixture was purified by silica gel column chromatography (CH2Cl2) to give 2(6.6 mmol, 76 %)., 1271-42-7

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

Reference£º
Article; Takada, Tadao; Tochi, Takaaki; Nakamura, Mitsunobu; Yamana, Kazushige; Bioorganic and Medicinal Chemistry Letters; vol. 24; 12; (2014); p. 2661 – 2663;,
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

 

Brief introduction 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.

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

A solution of ferrocene carboxylic acid (2.3 g, 10 mmol) in dry dichloromethane (20 ml.) was treated with oxalyl chloride dropwise (1.8 ml_, 20 mmol) at 0 C under nitrogen with the addition of four drops of DMF. The reaction mixture was returned to r.t. and stirred for 3 hours. The solvent and the excess oxalyl chloride was removed under nitrogen, and the resulting red solid was redissolved to fresh dry dichloromethane (20 ml_). Tetrabutylammoniun bromide (12 mg, 0.03 mmol) was added followed by the addition of a NaN3 solution (1 g, 15 mmol) in water (5 ml_). The reaction mixture was stirred under nitrogen and at r.t for a further 18 h. The reaction was quenched by the addition of water (50 ml.) and the organic phase was separated, and the aqueous was further extracted with dichloromethane (2 x 20 ml_). The combined organic phase was washed with brine, dried with Na2S04 and the solvent was removed under vacuum. The desired azide was isolated by flash column chromatography eluting with dichloromethane:hexane (1 :1 ). Yield: 78%. NMR (CDCIs, ppm): 1H (500 MHz) 4.78, 4.55, 4.05; 13C (126 MHz) 176.1 , 89.0, 76.3, 78.0, 80.1.

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; NATIONAL CENTRE FOR SCIENTIFIC RESEARCH “DEMOKRITOS”; PELECANOU ZAMPARA, Maria; SAGNOU, Marina; PAPADOPOULOS, Minas; PIRMETTIS, Ioannis; MAVROIDI, Barbara; SHEGANI, Antonio; (38 pag.)WO2019/180200; (2019); 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.

Ferrocenecarboxylicacid 46 (500 mg, 2.2 mmol) wasstirred with oxalyl chloride (634 mg, 5.0 mmol) for 1 h. The evaporationresidue, in dry THF (5.0 mL), was added dropwise to saturated NH3 inEt2O (25 mL). After 15 min, H2O (20 mL) was added andorganic layer was washed thrice (H2O). Drying and evaporationgave ferrocenecarboxamide (370 mg, 74%) as a pale orange solid: mp 168-169C(lit.10 mp 168-171C); 1H NMR ((CD3)2SO)d 4.15 (5 H, s, Fc?-H5), 4.32 (2 H, br, Fc3,4-H2), 4.74 (2 H, br, Fc 2,5-H2), 6.91 (1 H, br, NH),7.28 (1 H, br, NH); 13C NMR ((CD3)2SO)(HSQC / HMBC) d 68.49 (Fc 2,5-C2),69.31 (Fc?-C5), 69.91 (Fc 3,4-C2), 76.42 (Fc 1-C), 171.01(C=O). This material (352 mg, 1.5 mmol) was stirred with POCl3 (3.5mL) at 120C for 2 h, followed by cooling to 0C and quench with H2O(1.0 mL). The mixture was diluted with EtOAc and washed thrice with H2O.Drying and evaporation gave 47 (360mg, 99%) as a dark orange solid: mp 105-107C (lit.11 mp 106-106.5C); 1HNMR ((CD3)2SO) d 4.34(5 H, s, Fc?-H5), 4.50 (2 H, s, Fc 3,4-H2), 4.83 (2 H, s,Fc 2,5-H2); 13C NMR ((CD3)2SO)(HSQC / HMBC) d 51.05 (Fc 1-C),70.32 (Fc?-C5), 71.00 (Fc 3,4-C2), 71.61 (Fc 2,5-C2),120.21 (CN).

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

Reference£º
Article; Paine, Helen A.; Nathubhai, Amit; Woon, Esther C.Y.; Sunderland, Peter T.; Wood, Pauline J.; Mahon, Mary F.; Lloyd, Matthew D.; Thompson, Andrew S.; Haikarainen, Teemu; Narwal, Mohit; Lehtioe, Lari; Threadgill, Michael D.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5891 – 5908;,
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

 

Brief introduction 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.

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

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).

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; 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

 

Share a compound : Ferrocenecarboxylic acid

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

To a suspension of ferrocenylcarboxylic acid (60 mg, 0.26 mmol,3 equiv) in 1 mL of dry CH2Cl2 was added at room temperatureoxalyl chloride (225 mL, 2.65 mmol, 27 equiv). After 30 min at roomtemperature, the solution took a deep red color. The mixture wasconcentrated in vaccuo to remove excess oxalyl chloride. Podophyllotoxin(38 mg, 90 mmol, 1 equiv) was solubilizedequiv in1.5 mL of dry CH2Cl2 and Et3N (15 mL, 0.11 mmol, 1.2 equiv) wasadded. To this mixture was added at 0 C ferrocenoyl chloride in2 mL of CH2Cl2. Then a few crystals of DMAP were added and themixture was stirred at 0 C for 30 min and at room temperature for1 h. Reaction was quenched by addition of water, extracted withCH2Cl2 (3), washed with diluted HCl (~0.1 N), dried over MgSO4and concentrated under vacuum. The crude product was purifiedby preparative TLC on silica (AcOEt/Cyclohexane 2/3) to yield 35 mgof the desired compound as an orange powder (60%). 1H NMR(400 MHz, CDCl3): delta (ppm) 6.90 (s, 1H), 6.58 (s, 1H), 6.44 (s, 2H),6.04-5.97 (m, 3H), 4.85 (dt, J = 2.5, 1.3 Hz, 1H), 4.81 (dt, J= 2.5,1.3 Hz, 1H), 4.64 (d, J= 4.3 Hz, 1H) 4.50-4.44 (m, 3H), 4.30 (m, 1H),4.25 (s, 5H), 3.81 (s, 3H), 3.80 (s, 6H), 3.02e2.87 (m, 2H). 13C NMR(101 MHz, CDCl3): delta (ppm) 173.8, 172.6, 152.8, 148.3, 147,8, 137.4,135.1, 132.5, 129.0, 109.9, 108.4, 107.1, 101.8, 73.5, 72.1, 72.0, 71.8,70.4, 70.3, 70.0, 61.0, 56.3, 45.8, 43.9, 39.1. IR (neat, cm-1): 1780,1711, 1485, 1240, 1128. Exact mass (C33H30FeO9): calculated649.1132 (M +Na)+, measured 649.1121.

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

Reference£º
Article; Beauperin, Matthieu; Polat, Dilan; Roudesly, Fares; Top, Siden; Vessieres, Anne; Oble, Julie; Jaouen, Gerard; Poli, Giovanni; Journal of Organometallic Chemistry; vol. 839; (2017); p. 83 – 90;,
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

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

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

Under a nitrogen atmosphere, to a stirred solution of ferrocene carboxylic acid (1.20 g, 5.2 mmol) in freshly distillated dichloromethane (10 ml), was added dropwise oxalyl chloride (4 ml, 46.8 mmol), at 0 C. The resulting mixture was stirred at ambient temp. for 4 h, then the solvent was removed under reduce pressure. The solution was triturated with hot pentane, then the mixture was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was crystallized from pentane to give a red crystalline solid (1.25 g, 97%): mp 134 C. 1H-NMR (300 MHz, CDCl3): delta 4.36 (s, 5H, C5H5), 4.66 (s, 2H, C5H4), 4.94 (s, 2H, C5H4).

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

Reference£º
Review; Saied, Nadia Malek; Mejri, Najoua; El Aissi, Radhia; Benoist, Eric; Saidi, Mouldi; European Journal of Medicinal Chemistry; vol. 97; (2015); p. 280 – 288;,
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

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

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

Ferrocenecarbonyl chloride was prepared in a schlenk line system to ensure moisture free environment as reported before [21]. In a typical reaction, ferrocene carboxylic acid (10.3601 g, 45.0 mmol) was firstly dried under vacuum at 50 C for 30 min and then dissolved in 75.0 mL of freshly distilled DCM. After that, pyridine(7.20 mL, 90.36 mmol) was added to the previous solution followed by the dropwise addition of oxalyl chloride (7.75 mL, 90.36 mmol) at 25 C. The reaction mixture was stirred for 30 min first at 25 C and then refluxed for 5 h. The contents of the reaction flask were evaporated under vacuum and petroleum ether (80.0 mL) was added. The mixture was stirred for 2 h at 90 C at this stage. At last, the solvent was evaporated to get the dried ferrocene monocarbonyl chloride.

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

Reference£º
Article; Khan, Amin; Wang, Li; Yu, Haojie; Haroon, Muhammad; Ullah, Raja Summe; Nazir, Ahsan; Elshaarani, Tarig; Usman, Muhammad; Fahad, Shah; Naveed, Kaleem-ur-Rehman; Journal of Organometallic Chemistry; vol. 880; (2019); p. 124 – 133;,
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

Following the similar procedure reported by Guimond et. al 5 To a solution of ferrocecarboxylic acid (2.300 g, 10.0 mmol) in dry CH2Cl2 (30 mL) at 0 C under N2 was added dropwise oxalyl chloride (1.14 mL, 12.0 mmol) followed by a catalytic amount of dry DMF (2 drops). The reaction was allowed to stir at rt until completion (typically 8 h). The solvent was then removed under reduced pressure to afford the corresponding crude acid chloride.

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

Reference£º
Article; Liu, Hua-Yu; Mou, Rui-Qi; Sun, Chuan-Zhi; Zhang, Sheng-Yan; Guo, Dian-Shun; Tetrahedron Letters; vol. 57; 42; (2016); p. 4676 – 4679;,
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