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

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%.

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

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

 

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

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.

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

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

 

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

The reaction step and the conditions of the step (2) are the same as those of the above step (1)The difference is that,4′-bromo-N, N-diphenylbiphenyl-4-amine was increased to 7.90 g (19.7 mmol)And purified by column chromatography,Need to be sublimated twice,To obtain a red compound Fc02 solid (yield 40%). 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).

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

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

 

Application of 6-Methoxy-1,2,3,4-tetrahydroisoquinoline

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

A common heterocyclic compound, the iron-catalyst compound, name is Aminoferrocene,cas is 1273-82-1, mainly used in chemical industry, 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). 2-[(Ferrocenylimino)methyl]phenylboronic acid(3a, C17H16BFeNO2) 1H NMR (300.15 MHz, CD3OD): d = 4.30 (s, 5H Cp),4.44 (t, J = 2.0 Hz, 2H2[), 5.03 (t, J = 2.0 Hz, 2H3[),7.39 (d, J = 7.2 Hz, 1H5[), 7.51 (t, J = 6.5 Hz, 1H6[),7.56 (t, J = 7.0 Hz, 1H7[), 7.68 (d, J = 7.4 Hz, 1H8[),9.15 (s, 1H4[) ppm; 11B NMR (96.3 MHz, CD3OD):d = 13.55 ppm; 13C NMR (125.75 MHz, CD3OD):d = 63.26 (2C CpN), 67.55 (2C CpN), 69.88 (5C Cp),94.70 (Cipso CpN), 126.27 (Ar), 127.92 (Ar), 129.69 (Ar),131.84 (Ar), 138.92 (Ar), 162.50 (Cimino) ppm; ESI-MS2(40 eV): m/z (%) = 333.0574 (11) [M]?, 316.0553 (12),268.0197 (100), 250.0092 (21), 196.0906 (26), 133.0441(16); calcd. mass C17H16BFeNO2: m/z = 333.0624 [M]?; FT-IR (neat): m = 481, 758, 813, 999, 1104, 1246, 1336,1556, 1608, 2887, 2969, 3088, 3341 cm-1.

As 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

 

Application of Benzo[d]isoxazol-3-amine

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

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

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

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

 

Application of 3-Aminorhodanine

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.

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

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

 

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