Simple exploration of 12093-10-6

12093-10-6 Ferrocenecarboxaldehyde 11138449, airon-catalyst compound, is more and more widely used in various fields.

12093-10-6, Ferrocenecarboxaldehyde is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,12093-10-6

General procedure: To a solution of acetophenone derivative (1 equiv.) in dry THF (4 mL/mmol) was added sodium hydride (4 equiv.). The resulting mixture was stirred at 25 C for 30 min and ferrocene carboxaldehyde (1.5 equiv.) was added in dry THF (4 mL/mmol) and the mixture was stirred at 25 C for 4-8 h. After the disappearance of the starting material on TLC, the solution was poured into 1M hydrochloric acid and extracted with CH2Cl2. The combined organic layers were washed with water, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure.

12093-10-6 Ferrocenecarboxaldehyde 11138449, airon-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Peres, Basile; Nasr, Rachad; Zarioh, Malik; Lecerf-Schmidt, Florine; Di Pietro, Attilio; Baubichon-Cortay, Helene; Boumendjel, Ahcene; European Journal of Medicinal Chemistry; vol. 130; (2017); p. 346 – 353;,
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 : 1273-82-1

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Aminoferrocene, cas is 1273-82-1, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

1273-82-1, Example 1 Preparation of N,N-Dimethylaminoferrocene (11)19,20 A solution of aminoferrocene (1.07 g, 5.32 mmol) in acetic acid (15 mL) under argon was treated with paraformaldehyde (1.59 g, 53.2 mmol) and NaBH3CN (1.67 g, 26.6 mmol) and stirred at room temperature for 16 h. The reaction mixture was brought to pH 12 by addition of 6 M aqueous NaOH solution, and extracted with hexanes (3*20 mL). The combined organic extract was washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated to approx. 5% of its original volume under reduced pressure. The solution was filtered through basic alumina (20 mL) with hexanes, concentrated back to its pre-filtration volume and left to crystallize in a freezer to give N,N-dimethylaminoferrocene (11) (1.11 g, 91%) as orange flakes; mp 69-70 C. (hexanes); IR (KBr) vmax 3106, 2981, 2952, 2857, 2827, 2782, 1508 cm-1, 1H NMR (300 MHz, CDCl3) 4.25 (s, 5H), 3.93 (s, 2H), 3.78 (s, 2H), 2.59 (s, 6H); 13C NMR (75.5 MHz, acetone-d6) 115.8, 66.5, 63.0, 54.6, 41.5; EIMS [m/z(%)] 229 (M+, 100), 186 (18), 121 (17); HRMS (EI) calcd for C12H16N56Fe: 229.0554. found 229.0553. Anal. Calcd for C12H16N56Fe: C, 62.91; H, 6.60. Found: C, 62.95; H, 6.60.

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Reference£º
Patent; BROCK UNIVERSITY; US2010/137588; (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

 

Share a compound : 1287-16-7

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Ferrocenylacetic acid, cas is 1287-16-7, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

1287-16-7, 1) 1.1 mmol of ferrocenyl acetic acid and 1 mmol of 3- (2,4-dichlorophenoxymethylene) -4-amino-5-mercapto-1,2,4-triazole were weighed out,Added to a dry 250mL single-necked flask,Then p-toluenesulfonic acid 0.12 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 4min.After irradiation,cool down.3)Pour it into a crushed beaker,With potassium carbonate and potassium hydroxide pH = 7,Placed overnight,filter,Washed,dry,3- (2,4-dichlorophenoxymethylene) -6-ferrocenylmethylene-1,2,4-triazolo [3.4-b] -1,3,4-thiadiazine Azole crude product,The crude product was recrystallized using 80% aqueous ethanol,That is, a brown solid,The yield is 81%

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Reference£º
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

 

Share a compound : 102-54-5

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Ferrocene, cas is 102-54-5, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

102-54-5, Add 100ml of dichloromethane to the reaction flask, add 20g of ferrocene, then add 16g of ZnCl2, then add 10g of acetyl chloride to stir at room temperature, control the reaction, after the reaction is over, add the reaction solution In a 5% aqueous solution of hydrochloric acid, the liquid phase was separated, and the organic phase was washed three times with water, and the organic phase was separated. The organic phase was dried and concentrated to give 22 g of acetyl ferrocene in a yield of 90%.

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Reference£º
Patent; Nanjing Faen Chemical Co., Ltd.; Wang Kunpeng; Han Yuelin; (5 pag.)CN108409801; (2018); 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 102-54-5

As the paragraph descriping shows that 102-54-5 is playing an increasingly important role.

102-54-5, Ferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,102-54-5

General procedure: A solution 3-5mmol of ferrocene in dichloromethane (DCM) or dichloroethane (DCE) (3-5mL) was prepared. A previously prepared solution of 1equivalent of acyl chloride and 1equivalent of aluminum chloride in DCM or DCE (3-5mL) was transferred to the ferrocene solution, while stirring and with positive nitrogen pressure. The mix of the two liquids generated an intense purple or blue mixture. Reaction was stopped after 30-60min of stirring at room temperature. An equal quantity of water was added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with methyl t-butyl ether (MTBE), and the combined organic phase was dried over anhydrous sodium sulfate. The solvent was removed and the crude product (red to orange solid) was purified by column chromatography column on silica gel (230-400mesh) with a gradient of cyclohexane-benzene as eluent.

As the paragraph descriping shows that 102-54-5 is playing an increasingly important role.

Reference£º
Article; Garcia-Barrantes, Pedro M.; Lamoureux, Guy V.; Perez, Alice L.; Garcia-Sanchez, Rory N.; Martinez, Antonio R.; San Feliciano, Arturo; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 548 – 557;,
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 : 1273-82-1

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Aminoferrocene, cas is 1273-82-1, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

1273-82-1, General procedure: The organometallic compounds derived from 5-nitrothiophene were prepared following the same procedure as of their 5-nitrofurane analogues [14]. Equimolar amounts of the amino compound and 5-nitro-2-thiophenecarboxaldehyde were dissolved in anhydrous benzene (20mL) and refluxed for 1h under a nitrogen atmosphere. After, the solvent was removed under vacuum and the colored solids obtained were purified by crystallization from CH2Cl2/hexane (1:5) at -18C.

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Reference£º
Article; Arancibia, Rodrigo; Klahn, A. Hugo; Buono-Core, Gonzalo E.; Contreras, Daniel; Barriga, German; Olea-Azar, Claudio; Lapier, Michel; Maya, Juan D.; Ibanez, Andres; Garland, Maria Teresa; Journal of Organometallic Chemistry; vol. 743; (2013); p. 49 – 54;,
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 : 1293-65-8

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1,1′-Dibromoferrocene, cas is 1293-65-8, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

1293-65-8, Under a nitrogen atmosphere,2.0370 g (5.924 mmol) of 1,1′-dibromoferrocene was dissolved in THF (50 ml)Under cooling at -78 C.,4.0 ml (6.516 mmol) of n-butyllithium (1.6 M, n-hexane solution) was added and the mixture was stirred for 20 minutes.ThenN, N-dimethylmethylene ammonium iodide2.2 g (11.848 mmol) was added, then the mixture was allowed to stand at room temperature and stirred for 16 hours.An ammonium chloride aqueous solution (100 ml) and chloroform (150 ml) were added to the reaction solution, and the mixture was separated. The aqueous phase was further extracted twice with 50 ml of chloroform.The obtained organic phase (250 ml) was washed with saturated brine,After drying over sodium sulfate, concentration under reduced pressure gave a crude product. This was purified by silica gel column chromatography to obtain 1.6692 g (5.1835 mmol, yield 87.5%) of 1-bromo-1 ‘- ((dimethylamino) methyl) ferrocene as an intermediate.

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Reference£º
Patent; Shimane Prefecture; Kyushu Institute of Technology; KNC Laboratories Co., Ltd; Imawaka, Naoto; Matsubayashi, Kazuhiko; Oda, Yukiko; Sakamoto, Rumi; Takenaka, Shigeori; Sato, Shinobu; Tanaka, Koichi; Uno, Takuya; Nobukuni, Hirofumi; (20 pag.)JP2018/203652; (2018); 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 102-54-5

As the paragraph descriping shows that 102-54-5 is playing an increasingly important role.

102-54-5, Ferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

102-54-5, 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 paragraph descriping shows that 102-54-5 is playing an increasingly important role.

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

 

New learning discoveries about 1293-65-8

As the paragraph descriping shows that 1293-65-8 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.1293-65-8,1,1′-Dibromoferrocene,as a common compound, the synthetic route is as follows.,1293-65-8

1,1′-Dibromoferrocene (5.1 g,14.8 mmol) was dissolved in 50 mL of thf and cooled to 100 C. nBuLi (6 mL, 14.8 mmol) was slowly added and the reaction mixture left to stir at this temperature for 45 min. Dry [ZnCl2*2thf] (4.2 g, 15.0 mmol) was added in a single portion and the resulting preparation was kept at 0 C for 30 min. Afterward, 2,5-dibromothiophene (0.83 mL, 6.45 mmol) and [Pd(CH2CMe2PtBu2)(mu-Cl)]2 (0.025 g, 36.4 mmol) were added to the solution. The reaction mixture was heated to 55 C and stirred for 36 h at this temperature. After cooling to ambient temperature, the crude product was adsorbed on alumina and purified by column chromatography on alumina, using an n-hexane/toluene mixture of ratio 4:1 (v:v) as eluent. Yield 1.60 g (43%), dark orange solid. Anal.Calcd. for C24H18Br2Fe2S (609.98): C:47.24%; H:2.98%; Found:C:47.16%; H: 2.99%. Mp: 220 C.

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Reference£º
Article; Van Der Westhuizen, Belinda; Matthaeus Speck; Korb, Marcus; Bezuidenhout, Daniela I.; Lang, Heinrich; Journal of Organometallic Chemistry; vol. 772; (2014); p. 18 – 26;,
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 : 12093-10-6

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Ferrocenecarboxaldehyde, cas is 12093-10-6, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

12093-10-6, General procedure: To a solution of acetophenone derivative (1 equiv.) in dry THF (4 mL/mmol) was added sodium hydride (4 equiv.). The resulting mixture was stirred at 25 C for 30 min and ferrocene carboxaldehyde (1.5 equiv.) was added in dry THF (4 mL/mmol) and the mixture was stirred at 25 C for 4-8 h. After the disappearance of the starting material on TLC, the solution was poured into 1M hydrochloric acid and extracted with CH2Cl2. The combined organic layers were washed with water, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure.

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Reference£º
Article; Peres, Basile; Nasr, Rachad; Zarioh, Malik; Lecerf-Schmidt, Florine; Di Pietro, Attilio; Baubichon-Cortay, Helene; Boumendjel, Ahcene; European Journal of Medicinal Chemistry; vol. 130; (2017); p. 346 – 353;,
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