Introduction of a new synthetic route about Aminoferrocene

1273-82-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1273-82-1 ,Aminoferrocene, other downstream synthetic routes, hurry up and to see

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.

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, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1273-82-1 ,Aminoferrocene, other downstream synthetic routes, hurry up and to see

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

 

Analyzing the synthesis route of 1273-82-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

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

 

Share a compound : Aminoferrocene

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

The aminoferrocene compound (300 mg, 1.49 mmol) obtained in Preparation Example 1, 4-bromobiphenyl (380 mg, 1.64 mmol), palladium acetate (Pd(OAc)2, 17 mg, 0.075 mmol), 1,1?-bis(diphenylphosphino)ferrocene (dppf, 67 mg, 0.12 mmol), and sodium tert-butoxide (NaOtBu, 577 mg, 6 mmol) were mixed in toluene (5 ml, as a solvent). A reaction was conducted at 90 C. for 72 hours. The reaction was poured into pure water and was extracted five times with ethyl ether (60 ml). The organic layer thus obtained was dried using anhydrous magnesium sulfate. After the solvent was removed, purification was conducted by column chromatography (eluent: n-butane/ethyl acetate=3/2 (v/v)) to obtain compound BPAFc in the form of an orange solid (yield: 68%). The structure of compound BPAFc is shown in Scheme II.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

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

1273-82-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1273-82-1 ,Aminoferrocene, other downstream synthetic routes, hurry up and to see

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.

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, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1273-82-1 ,Aminoferrocene, other downstream synthetic routes, hurry up and to see

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

 

Extracurricular laboratory: Synthetic route of 1273-82-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

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

 

Application of Benzo[d]isoxazol-3-amine

1273-82-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1273-82-1 ,Aminoferrocene, other downstream synthetic routes, hurry up and to see

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.

To a mixture of methyl4-chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (100 mg, 0.410 mmoL), ferrocenylamine(114 mg, 0.410 mmoL), and p-toluenesulfonic acid monohydrate (15 mg, 0.082 mmoL) was addedanhydrous 1,4-dioxane (1 mL) under an argon atmosphere. The resulting mixture was heated to 150 Cunder microwave irradiation and stirred for 30 min. The resulting mixture was concentrated underreduced pressure. The resulting residue was purified by column chromatography (n-hexane/ethylacetate, 100:00¡À40:60). The appropriate fractions were combined and concentrated under reducedpressure to give methyl-5-methyl-4-(ferrocenylamino)thieno[2,3-d]pyrimidine-6-carboxylate (2) asan orange solid (105 mg, 63%). 1H NMR (d6-DMSO, 500 MHz): = 8.53 (1H, s), 8.02 (1H, s),4.82 (2H, s), 4.16 (5H, s), 4.07 (2H, s), 3.84 (3H, s), 3.02 (3H, s). 13C NMR (d6-DMSO, 126 MHz): = 171.0, 153.5, 130.1, 125.4, 125.3, 124.3, 124.1, 96.1, 79.8, 69.2, 64.1, 61.1, 36.2, 28.7. HRMS-ESI (m/z):calc. for [C19H17FeN3O2S + H]+ = 407.2712, observed = 407.2716. Anal. Calc. (%) for C19H17FeN3O2S:C, 56.03; H, 4.21; N, 10.32. Found (%): C, 55.97; H, 4.19; N, 10.21.

1273-82-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1273-82-1 ,Aminoferrocene, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Sansook, Supojjanee; Lineham, Ella; Hassell-Hart, Storm; Tizzard, Graham J.; Coles, Simon J.; Spencer, John; Morley, Simon J.; Molecules; vol. 23; 9; (2018);,
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

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1273-82-1, Aminoferrocene

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1273-82-1, Aminoferrocene

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 : 1273-82-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

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

 

The important role of 1273-82-1

The chemical industry reduces the impact on the environment during synthesis,1273-82-1,Aminoferrocene,I believe this compound will play a more active role in future production and life.

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,1273-82-1,Aminoferrocene,I believe this compound will play a more active role in future production and life.

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 1273-82-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

1273-82-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Aminoferrocene, cas is 1273-82-1,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Aminoferrocene, 1273-82-1

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