1273-82-1 | - Iron catalyst

Extracurricular laboratory: Synthetic route of 1273-82-1

As the rapid development of chemical substances, we look forward to future research findings about 1273-82-1

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

General procedure: Ferrocenylamine (1 eq.) and 5-bromo-4-nitro-2-furaldehyde (4-NO2) (1 eq.) were dissolved in dry toluene (15 mL) and refluxed for 6 h under a nitrogen atmosphere. After this time, the solvent wasremoved under vacuum. The solid obtained contains a mixture of imine (1a) and amine (1b) (by TLC and 1H NMR). These complexes were separated by column chromatography on silica gel usingCH2Cl2 as the eluent. The first (red) band contained complex 1b,and the second (purple) band contained complex 1a. Finally, bothsolids obtained after solvent evaporation were purified by crystallizationfrom CH2Cl2/hexane (1:5) at 18 C., 1273-82-1

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Reference£º
Article; Toro, Patricia M.; Acuna, Alejandra; Mallea, Mario; Lapier, Michel; Moncada-Basualto, Mauricio; Cisterna, Jonathan; Brito, Ivan; Klahn, Hugo; Journal of Organometallic Chemistry; vol. 901; (2019);,
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 1273-82-1

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

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

This amino-ferrocene (1.07 g, 5.32 mmol) was dissolved in acetic acid (15 ml.) under nitrogen and paraformaldehyde (1.59 g, 53.2 mmol) and NaBH3CN (1.67 g, 26.6 mmol) was added and the reaction mixture was stirred for 16 h. Aqueous NaOH 6 M was added until pH = 12 and the solution was extracted by hexane (3 x 20 ml_). The combined organic phase was washed with brine, dried with Na2S04 and the solvent was removed under vacuum until approximately 5% of the initial volume. The residue was subjected to quick filtration through a pad of silica gel eluting with hexane. The solvent was removed under vacuum not to complete dryness so as the pure product crystallized in the freezer as orange flakes; mp 69- 70 C; NMR (CDCI3, ppm): 1H (500 MHz) 4.25, 3.95, 3.76, 2.59; 13C (126 MHz) 155.80, 66.50, 63.07, 54.61 , 41.50.

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

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

The important role of 1273-82-1

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

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

General procedure: Organometallic sulfonamides were prepared following a modification of the procedure described by Alberto and co-workers [41]. An equimolar amount of pyridine was added at room temperature to a solution containing 50mg of P2 or P3 in 7.0mL of anhydrous CH2Cl2. After 15min, the corresponding sulfonyl chloride derivative was added, and the reaction mixture was heated under reflux for 24h. The resulting solution was dried under vacuum. The crude product was purified using silica gel liquid chromatography and a mixture of CH2Cl2/hexane (4:1) as the eluent. All compounds were recrystallized from an acetone/hexane (1:5) mixture by slow evaporation.

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

Reference£º
Article; Quintana, Cristobal; Silva, Gisella; Klahn, A. Hugo; Artigas, Vania; Fuentealba, Mauricio; Biot, Christophe; Halloum, Iman; Kremer, Laurent; Novoa, Nestor; Arancibia, Rodrigo; Polyhedron; vol. 134; (2017); p. 166 – 172;,
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 Aminoferrocene

1273-82-1 is used more and more widely, we look forward to future research findings about Aminoferrocene

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Aminoferrocene, and cas is 1273-82-1, its synthesis route is as follows.,1273-82-1

A mixture of 300 mg (1.5 mmol) of the amine ferrocene obtained in Preparation Example 1, 1.8 g (4.5 mmol) of 4′-bromo-N, N-diphenylbiphenyl-4-amine (4′-bromo- -diphenylbiphenyl-4-amine),17 mg (0.075 mmol) of palladium acetate [Pd (OAc) 2]0.1 mL of a 10 wt% tributylphosphine n-hexane solution and 1.13 g (11.8 mmol) of sodium tert-butoxide(NaOtBu)And with 6 mL of toluene as solvent,After reacting at 130 C for 72 hours,The palladium catalyst was first removed by filtration through diatomaceous earth and silica gel,And rinsed with ethyl acetate to remove the solvent,And finally purified by column chromatography [4: 1 to 3: 2 (v / v) n-hexane and ethyl acetate gradient stripping system]To obtain the compound DPABPAFc (yield 50%The structure is shown in Reaction Scheme III).

1273-82-1 is used more and more widely, we look forward to future research findings about Aminoferrocene

Reference£º
Patent; Zheng, Jianhong; Lai, Zhenchang; Zhang, Yuwei; Liao, Chunyi; Huang, Minjie; (31 pag.)CN106317129; (2017); 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

Analyzing the synthesis route of 1273-82-1

The synthetic route of 1273-82-1 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.1273-82-1,Aminoferrocene,as a common compound, the synthetic route is as follows.,1273-82-1

The aminoferrocene compound (300 mg, 1.5 mmol) obtained in Preparation Example 1,4?-bromo-N,N-diphenylbiphenyl-4-amine (1.8 g, 4.5 mmol), palladium acetate (Pd(OAc)2, 17 mg, 0.075 mmol), a solution of tributylphosphine in n-hexane (0.1 ml, 10 wt %), and sodium tert-butoxide (NaOtBu, 1.13 g, 11.8 mmol) were mixed in toluene (6 ml, as a solvent). A reaction was conducted at 130 C. for 72 hours. Pd(dba)2 was filtered using diatomaceous earth and silica gel. The reaction was washed using ethyl acetate and the solvent was removed. Purification was conducted by column chromatography (eluent: n-hexane/ethyl acetate in a gradient from 4/1 to 3/2 (v/v)) to obtain compound DPABPAFc (yield: 50%). The structure of compound DPABPAFc is shown in scheme III. Preparation of Compound Fc02: (0046) Compound Fc02 was prepared by a process similar to that for preparing compound DPABPAFc except that the amount of 4?-bromo-N,N-diphenylbiphenyl-4-amine was 7.90 g (19.7 mmol) and that sublimation (two times) was conducted after column chromatography. Compound Fc02 was obtained in the formed of a red solid (yield: 40%). (0047) Analysis for compound DPABPAFc: 1H NMR (400 MHz. CDCl3): delta 7.42 (t, J=8.0 Hz, 4H), 7.24 (t, J=8.0 Hz, 4H), 7.11 (d, J=8.0 Hz, 4H), 7.00 (t, J=7.2 Hz, 2H), 6.92 (d, J=7.6 Hz, 2H), 4.89 (br, 1H), 4.29 (s, 2H), 4.21 (s, 5H), 4.08 (s, 2H); 13C NMR (100 MHz. CDCl3): delta 147.8, 146.2, 141.9, 135.3, 131.2, 129.2, 127.2, 127.0, 124.4, 124.1, 122.6, 115.1, 69.0, 64.7, and 61.8; HRMS (EI+, m/z) calculated for C34H28N2Fe: 520.1602. found: 520.1599. (0048) Analysis for compound Fc02: 1H NMR (400 MHz. CDCl3): delta 7.52 (d, J=8.4 Hz, 4H), 7.46 (d, J=8.8 Hz, 4H), 7.33 (d, J=8.4 Hz, 4H), 7.27-7.23 (m, 8H), 7.11 (d, J=8.4 Hz, 8H), 7.02 (d, J=8.0 Hz, 4H), 4.17 (s, 5H), 4.11 (s, 2H), 4.04 (s, 2H); 13C NMR (100 MHz. CDCl3): delta 147.7, 147.7, 146.5, 141.9, 135.0, 129.2, 127.5, 127.4, 127.2, 124.5, 124.3, 124.2, 124.0, 122.8, 122.7, 118.0, 69.0, 64.0, and 60.4; HRMS (FAB+, m/z) calculated for C58H46N3Fe: 840.3041. found: 840.3044.

The synthetic route of 1273-82-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NATIONAL TSING HUA UNIVERSITY; Cheng, Chien-Hong; Lai, Cheng-Chang; Chang, Yu-Wei; Liao, Chuang-Yi; Huang, Min-Jie; (16 pag.)US9356244; (2016); B1;,
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 1273-82-1

As the paragraph descriping shows that 1273-82-1 is playing an increasingly important role.

General procedure: 1a was synthesized by modifying the reported procedure [44]. Catalytic amount of p-toluene sulfonic acid (20mg, 0.10mmol) was added to a mixture of pyrrole-2-carbaldehye (380mg, 4.0mmol) and 1-amino-2-methoxybenzene (490mg, 4.0mmol) in methanol (10mL) under stirring condition in nitrogen atmosphere. The resulting mixture was heated to reflux for 20h, and then cooled to room temperature. After removal of volatiles under reduced pressure, the residue was mixed with THF and filtered through a pad of celite. The resulting solution was concentrated to give a brown solid, which was further purified by re-dissolved in THF/ether (1:4). The solution was kept at -18C for overnight, and brown crystalline solid was collected by filtration. The solid was washed with ether and further dried under vacuum to obtain 1a. Yield 270mg (68%). m.p. 235-236C. 1H NMR (400MHz, CDCl3) delta 10.07 (s, 1H, NH), 8.30 (s, 1H, CH=N), 7.20 (dt, J=7.6, 1.6Hz, 1H, Ar-H), 7.05 (d, J=1.6Hz, 1H, Ar-H), 7.01 (d, J=7.6Hz, 1H, Ar-H), 6.98 (d, J=7.6Hz, 1H, Ar-H), 6.88 (d, J=1.2Hz, 1H, Py-H), 6.70 (dd, J=1.2, 3.6Hz, 1H, Py-H), 6.30 (d, J=3.6Hz, 1H, Py-H), 3.88 (s, 3H, CH3). 13C NMR (100MHz, CDCl3) delta 152.52, 150.71, 141.82, 130.95, 126.63, 123.32, 121.36, 120.74, 116.69, 111.42, 110.47, 55.84. MS (ESI) m/z: 200.5. Anal. Calcd for C12H12N2O: C 71.98, H 6.04, N 13.99. Found: C 71.96, H 6.30, N 13.83.

As the paragraph descriping shows that 1273-82-1 is playing an increasingly important role.

Reference£º
Article; Zhuo, Ji-Bin; Ma, Zai-He; Lin, Cai-Xia; Xie, Li-Li; Bai, Sha; Yuan, Yao-Feng; Journal of Molecular Structure; vol. 1085; (2015); p. 13 – 20;,
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 1273-82-1

As the paragraph descriping shows that 1273-82-1 is playing an increasingly important role.

1273-82-1, Aminoferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1273-82-1

A solution of 300 mg (1.49 mmol) of the amine ferrocene obtained in Preparation Example 1,380 mg (1.64 mmol) of 4-bromobiphenyl (4-bromobiphenyl)17 mg (0.075 mmol) of palladium acetate [Pd (OAc) 2]67 mg (0.12 mmol) of 1,1′-bis (diphenylphosphino) ferrocene (dppf) and 577 mg (6 mmol) of sodium tert-butoxide (NaOtBu)And with 5 mL of toluene as solvent,The reaction was carried out at 90 C for 72 hours,And then into the pure water,Extracted with 60 mL of ether 5 times,The resulting organic layer was washed with anhydrous magnesium sulfate and the solvent was removed,Purification by column chromatography [3: 2 (v / v) n-hexane and ethyl acetate]That is, the orange compound BPAFc is obtained(Yield 68%The structure is shown in Reaction Scheme II).

As the paragraph descriping shows that 1273-82-1 is playing an increasingly important role.

Some tips on 1273-82-1

1273-82-1 Aminoferrocene 72747180, airon-catalyst compound, is more and more widely used in various.

General procedure: Aminoferrocene (1, 11.0 mg, 0.0547 mmol) was dissolved in 9 cm3 toluene. Formylphenylboronic acid (2, 8.2 mg,0.0547 mmol) was dissolved in 1 cm3 dry ethanol. Both reagent solutions were mixed in an evaporating flask. The solvents were removed under reduced pressure on a rotary vacuum evaporator (the water bath temperature strictly below 40 C) to give [(ferrocenylimino)methyl]phenylboronic acid 3 as a violet/red powder; 18.2 mg (quant.). The products were used as prepared without need of a further purification (Fig. 5).

1273-82-1 Aminoferrocene 72747180, airon-catalyst compound, is more and more widely used in various.

Reference£º
Article; Konhefr, Martin; Lacina, Karel; Langmajerova, Monika Skrutkova; Glatz, Zden?k; Skladal, Petr; Mazal, Ctibor; Monatshefte fur Chemie; vol. 148; 11; (2017); p. 1953 – 1958;,
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 1273-82-1

1273-82-1 Aminoferrocene 72747180, airon-catalyst compound, is more and more widely used in various.

Preparation of ferrocene derivatives (Fc04) [Reaction formula V] Reaction Formula V is the preparation of compound Fc04,The detailed preparation step was the same as the step (1) of Example 1,The difference is that,The amount of 4-bromobiphenyl added to the present example was 840 mg (3.61 mmol)And the stripping system used in the purification process of column chromatography was 3: 1 (v / v) of n-hexane with ethyl acetate,And after the column chromatography purification requires two sublimation steps,The final compound Fc04 solid (yield 42%) was obtained. A solution of 300 mg (1.49 mmol) of the amine ferrocene obtained in Preparation Example 1,380 mg (1.64 mmol) of 4-bromobiphenyl (4-bromobiphenyl)17 mg (0.075 mmol) of palladium acetate [Pd (OAc) 2]67 mg (0.12 mmol) of 1,1′-bis (diphenylphosphino) ferrocene (dppf) and 577 mg (6 mmol) of sodium tert-butoxide (NaOtBu)And with 5 mL of toluene as solvent,The reaction was carried out at 90 C for 72 hours,And then into the pure water,Extracted with 60 mL of ether 5 times,The resulting organic layer was washed with anhydrous magnesium sulfate and the solvent was removed,Purification by column chromatography [3: 2 (v / v) n-hexane and ethyl acetate]

1273-82-1 Aminoferrocene 72747180, airon-catalyst compound, is more and more widely used in various.

Downstream synthetic route of 1273-82-1

As the paragraph descriping shows that 1273-82-1 is playing an increasingly important role.

1273-82-1, Aminoferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

As the paragraph descriping shows that 1273-82-1 is playing an increasingly important role.