Extracurricular laboratory: Synthetic route of 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

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.

2) Under the protection of nitrogen, weighing 10 mmol […] [Ph2P (CH2OH)2]+Cl-And 5 mmol amino ferrocene in 100 ml Schlenk bottle, add 20 ml anhydrous methanol stirring, then add 10 mmol triethylamine, the reaction at room temperature, 6 h after sediment generated a large amount of orange, sand core for funnel drying to obtain FcN [CH2P (Ph)2]2Product 2.1 g, yield about 71%;

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:
Patent; Guangxi Normal University; Wang Xiujian; Gui Liucheng; Xie Tingting; Meng Yanfei; Ma Mengxia; Ni Qingling; (12 pag.)CN109796504; (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 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.

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, 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:
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

 

Some tips on Aminoferrocene

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.

Aminoferrocene (0.40 g, 1.98 mmol) and acetaldehyde (0.1 mL, 1.98 mmol) were dissolved on methanol (10 mL) and refluxed for 2 h. Then, Na[B(CN)H3] (0.12 g, 1.98 mmol) dissolved in MeOH (10 mL) was slowly added. The mixture obtained was acidified with HCl (2 mL, 1 M in water) and left stirring for 30 min. Afterwards, the solvent was removed in vacuum (0.01 mbar) and the rest was mixed with triphosgene (0.59 g, 1.98 mmol) in toluene (25 mL). The suspension obtained was refluxed for 1 h, cooled down to 22C and then mixed with solution of 4-(hydroxymethyl)phenylboronic acid pinacol ester (0.46 g, 1.98 mmol) in toluene (10 mL). The resulting solution was heated to 120C and stirred at these conditions for 6 h. Then, the solvent was removed in vacuum (0.01 mbar) and the crude product was purified by column chromatography on silica gel using hexane containing 5% of acetone as eluent. Yield 0.20 g (20%). Rf= 0.5 (silica, eluent – hexane / acetone, 5/1, v/v). 1H NMR (400 MHz, acetone-d6), delta in ppm: 1.27 (t, 3H), 1.33 (s, 12H), 3.77 (q, 2H), 4.00 (s, 2H), 4.13 (s, 5H), 4.53 (m, 2H), 5.22 (s, 2H), 7.46 (d, 1 H), 7.77 (d, 2H). 13C NMR (100.55 MHz, acetone-d6), delta in ppm: 14.4, 25.3, 45.8, 62.8, 65.1, 66.9, 67.5, 69.8, 84.6, 127.8, 128.1, 135.7 (two overlapping peaks), 139.1, 141.2. FAB MS: calculated for C26H32BNO4Fe 489.2, found 489.2 m/z. C, H, N analysis: calculated for C26H32BNO4Fe – C 63.8%; H 6.6%; N 2.9%; found – C 63.8%; H 6.8%; N 2.9%. IR spectra (in KBr), wave number in cm-1: 3101, 2973, 1696, 1623.

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:
Patent; Ruprecht-Karls-Universitaet Heidelberg; EP2497775; (2012); 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

 

Application of 2-Methylbenzo[d]oxazol-6-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

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

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.

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:
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

 

Application of 3-Aminorhodanine

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.

5) 402 mg (2.0 mmol) of FcNH2 was added to the above system and the reaction was continued for 16 hours; The solvent was evaporated under reduced pressure, The residue was extracted with CH2Cl2, Thin layer chromatography was carried out using methylene chloride / petroleum ether = 1: 2 (v / v) as a developing solvent, Collect the red main ribbon,To give a model 1 (325 mg) Yield 28%.

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:
Patent; Nankai University; Song, Licheng; Lu, Yu; Peng, Fei; Yang, Xiyue; (6 pag.)CN105601678; (2016); 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

 

New learning discoveries about 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:
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

 

New learning discoveries about 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.

Triphosgene (1.61 g, 5,44 mmol) and aminoferrocen (1.09 g, 5.44 mmol) were added to toluene (98 mL) and purged with argon. The mixture was heated up to 120 C and kept at this temperature until all starting materials were dissolved (~30 min). The solution obtained was cooled down to 22 C and 4-(hydroxymethyl)-2-methylphenylboronic acid pinacol ester (1.35 g, 5.44 mmol) dissolved in CH2Cl2 (132 mL) was added dropwise. The solution was left stirring at 22 C for 44 h. Then, the solvent was removed in vacuum (10 mbar) and the product was purified by column chromatography on silica gel using hexane / EtOAc (10/2, v/v) as eluent. Yield 0.83 g (32 %). Rf= 0.33 (silica, eluent – CH2Cl2 / EtOAc, 7/2, v/v). 1H NMR (200 MHz, acetone-d6), delta in ppm: 7.72 (d, 1 H), 7.21 (m, 2H), 5.12 (s, 2H), 4.56 (s, 2H), 4.11 (s, 5H), 3.93 (s, 2H), 2.52 (t, 3H),1.34 (s, 12H). 13C NMR (100.55 MHz, acetone-d6), delta in ppm: 145.8, 141.0, 137.0, 129.7, 124.7, 84.3, 69.8, 66.5, 64.7, 61.1, 25.3, 22.5. FAB MS: calculated for C25H30BFeNO4 475.2, found 475.2 m/z. C, H, N analysis: calculated for C25H30BFeNO4 – C 63.2 %; H 6.4 %; N 3.0 %; found – C 63.3 %; H 6.6 %; N2.9%.

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:
Patent; Ruprecht-Karls-Universitaet Heidelberg; EP2497775; (2012); 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.

(Aminoferrocenyl)(ferrocenyl)carbene(pentacarbonyl)tungsten(0) (W(CO)5(E-2)): 402 mg (2.0 mmol) of Fc-NH2 and 1132 mg (2.0 mmol) of W(CO)5(1Et) where dissolved in dryTHF (40 mL). 1595 mg (8.0 mmol) of potassium hexa methyldisilazide(KHMDS) in dry THF (40 mL) were added with in 5.5 h while stirring at room temperature. The reaction was monitored by TLC to check the reaction progress and to stopthe reaction before extensive imine formation occurs. After 8 h,the solvent was removed under reduced pressure and anaqueous saturated NaHCO3 solution (100 mL) was added.The aqueous phase was extracted with dichloromethane(3 × 100 mL) and the combined organic phases were washed with aqueous saturated NaHCO3 solution (2 × 100 mL) and brine (2 × 100 mL). The organic phase was dried over MgSO4. After evaporation of the solvent under reduced pressure, a crudered product was obtained (1.04 mg). Purification by columnchromatography (SiO2; 40 cm × 5.5 cm; petroleum ether (40/60):CH2Cl2 1:1; Rf (Fc-NH2) = 0.0, Rf (E-3) = 0.5,Rf (W(CO)5(E-2)) = 0.8) yielded 403 mg (0.56 mmol, 28%) of deep red crystalline needles. 1H NMR (CD2Cl2): delta 10.50 (s, 1H,H6), 4.73 (pt, 2H, H8), 4.71 (pt, 2H, H3), 4.62 (pt, 2H, H2),4.37 (s, 5H, H1/10), 4.33 (pt, 2H, H9), 4.32 (s, 5H, H1/10) ppm; 13C NMR (CD2Cl2) delta 259.6 (C5), 204.4 (C12), 199.3(C11,1JWC = 127 Hz), 99.7 (C7), 97.7 (C4), 72.1 (C2), 70.7(C3), 70.6 (C1/10), 70.2 (C1/10), 69.1 (C8), 67.8 (C9) ppm; MS(FD) m/z (int.): 721.0 (100, [M]+); IR (KBr) : 3335 (m, NH),3107 (s, CH), 2058 (vs, CO), 1977 (vs, CO), 1899 (br, CO),1508 (s), 1350 (m), 1238 (m), 1057 (m), 822 (m), 600 (s), 579(m), 480 (m) cm-1; IR (CH2Cl2) : 2060 (vs, CO A1), 1975 (s,CO B1), 1921 (br, CO E, A1), 1503 (m) cm-1; IR (CD2Cl2) :3439 (w, NH(W(CO)5(Z-2))), 3240 (m, NH(W(CO)5(E-2)))cm-1; UV-vis (CH2Cl2) lambdamax (epsilon): 290 sh (15370), 355 (11020),387 (11680), 468 sh (2570 M-1 cm-1) nm; CV (THF, vs FcH/FcH+): E1/2 = -2.38 V (qrev.), Ep,ox = 0.26, 0.48 V, Ep,red =0.17, -0.15, -0.76 V; Anal. calcd for C26H19Fe2NO5W (720.95): C, 43.31; H, 2.66; N, 1.94; found: C, 43.30; H, 2.69;N, 1.91.

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:
Article; Veit, Philipp; Foerster, Christoph; Heinze, Katja; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1322 – 1333;,
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 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

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

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.

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:
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

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.

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).

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
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