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

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

The iron-catalyst compound, cas is 1273-82-1 name is Aminoferrocene, mainly used in chemical industry, 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.

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

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

 

Introduction of a new synthetic route about Aminoferrocene

With 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: 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).

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

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.

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.

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.

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

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

 

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

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.

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

Reference£º
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

 

Brief introduction of 1273-82-1

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

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

(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 ¡Á 100 mL) and the combined organic phases were washed with aqueous saturated NaHCO3 solution (2 ¡Á 100 mL) and brine (2 ¡Á 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 ¡Á 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 synthetic route of 1273-82-1 has been constantly updated, and we look forward to future research findings.

Reference£º
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

 

Some tips on 1273-82-1

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

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.

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.

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

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

New learning discoveries about 1273-82-1

As the paragraph descriping shows that 1273-82-1 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.1273-82-1,Aminoferrocene,as a common compound, the synthetic route is as follows.

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%.

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

Reference£º
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

As the paragraph descriping shows that 1273-82-1 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.1273-82-1,Aminoferrocene,as a common compound, the synthetic 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.

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

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

Simple exploration of 1273-82-1

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

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

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

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