Tag: M.W:200-300

Name is Ferrocenecarboxaldehyde, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 12093-10-6, its synthesis route is as follows.

General procedure: The substituted ketone (3 mmol) and KOH(0.2 g) were dissolved in ethanol (5 mL) in a round bottomedflask and stirred at room temperature (25 C) for 10 min. Anethanolic solution of the substituted aromatic aldehyde (3 mmol,5 mL) was added drop wise and the mixture was stirred at roomtemperature. The progress of the reaction was monitored by TLCon silica gel sheets. The reaction was stopped by neutralizingthe stirred solution with 2 M HCl. In most of the cases the productwas obtained as a dark red precipitate after neutralization. It wasthen removed by filtration, washed with water. In the absence ofa precipitate on neutralization, the solution was extracted withethyl acetate (20 mL × 3). The organic layer was dried overanhydrous sodium sulphate and removed by evaporation underreduced pressure to give a liquid residue. The latter was passedthrough a column of silica gel (230-400 mesh) and eluted withTHF-hexane (1:4) to yield pure compound. All the synthesizedcompounds were well characterized by spectroscopic methodssuch as IR, NMR, Mass and elemental analysis and their spectralcharacteristics were found to be in good general agreement withthose found in literature30.

12093-10-6, 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.,12093-10-6 ,Ferrocenecarboxaldehyde, other downstream synthetic routes, hurry up and to see

Reference：
Article; Mukhtar, Sayeed; Manasreh, Waleed Atef; Parveen, Humaira; Azam, Amir; Asian Journal of Chemistry; vol. 26; 24; (2014); p. 8407 – 8412;,
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

1271-42-7, 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. Ferrocenecarboxylic acid, cas is 1271-42-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

A solution of ferrocenecarboxylic acid (232.1 mg, 1 mmol), DIPEA (680 muL, 4 mmol), TBTU (321.1 mg, 1 mmol) and HOBt (135.1 mg, 1 mmol) in dichloromethane (20 ml) was stirred at room temperature for 1 hour. N-Boc-ethylenediamine (158 muL, 1 mmol) was added and the stirring continued for 2 days. The reaction mixture was washed with NaHCO3, brine and citric acid, the organic layer dried over anhydrous sodium sulfate, filtered and evaporated in a vacuum. The crude product was purified by automated flash chromatography (20 % to 80 % ethyl-acetate in n-hexane), Rf = 0.13, EtOAc : hexane = 1 : 1. Yield: 276.7 mg (0.74 mmol, 74 %) of orange powder, Mr (C18H24FeN2O3) = 372.24. ESI-MS (m/z): 395.0 (M+Na+, 66%), 767.1 (2M+Na+, 67%). 1H NMR (300 MHz, CDCl3) delta/ppm: 6.56 (s, 1H), 5.03 (s, 1H), 4.76-4.62 (m, 2H), 4.41-4.28 (m, 2H), 4.21 (s, 5H), 3.56 – 3.43 (m, 2H), 3.37 (t, J = 5.6 Hz, 2H), 1.46 (s, 9H) 13C NMR (150 MHz, CDCl3) delta/ppm: 171.20, 157.40, 79.95, 76.09, 70.55, 69.90, 68.30, 41.22, 40.82, 28.57. IR (KBr) max/cm-1: 3374, 3245, 3002, 2976, 2928, 2880, 1687, 1640, 1536, 1453, 1364, 1267, 1170, 1018, 819, 718, 504, 486. IR (CHCl3, 40 mmol/L) max/cm-1: 3449, 3364, 3008, 2982, 2930, 1700, 1643, 1517, 1368, 1285, 1250, 1167, 998, 826, 483. UV-Vis (CHCl3) lambdamax (epsilon): 443 (219), 350 (431), 306 (1000).

The chemical industry reduces the impact on the environment during synthesis,1271-42-7,Ferrocenecarboxylic acid,I believe this compound will play a more active role in future production and life.

Reference：
Article; Juraj, Natalija P.; Le Pennec, Jeremy; Peri?, Berislav; Kirin, Sre?ko I.; Croatica Chemica Acta; vol. 90; 4; (2017); p. 613 – 623;,
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

1271-55-2, 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. Acetylferrocene, cas is 1271-55-2,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of acetyl ferrocene (0.34 g, 2.5 mmol) and correspondingactive aldehyde (2.5 mmol) in dry ethanol (20 ml) takenin a beaker (100 ml), a catalytic quantity of potassium hydroxide(0.05 g, 1.25 mmol)was added and the reaction mixturewas heatedinside a microwave oven for 54e68 s (at 210W, i.e. ~30% microwavepower) [25]. After complete the reaction mixture was cooled in anice bath and the product thus formed were filtered, washed withethanol followed by washing with water till the washings wereneutral and recrystallized from distilled ethanol and chloroform(Scheme 1 and Table 1).

The chemical industry reduces the impact on the environment during synthesis,1271-55-2,Acetylferrocene,I believe this compound will play a more active role in future production and life.

Reference：
Article; Khan, Salman A.; Asiri, Abdullah M.; Al-Ghamdi, Najat Saeed M.; Zayed, Mohie E.M.; Sharma, Kamlesh; Parveen, Humaira; Journal of Molecular Structure; vol. 1139; (2017); p. 137 – 148;,
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

1271-55-2, 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. Acetylferrocene, cas is 1271-55-2,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 172 mg KOH (3.07 mmol) in 10 cm3 of EtOH/H2O (1:1) at r.t., 1 g of acetylferrocene(4.38 mmol) was added, followed by dropwise addition of 0.45 cm3 benzaldehyde (4.38 mmol). The thus prepared darkviolet solution was stirred at r.t. for 3 days. Then the reaction mixture was extracted with CH2Cl2(3 × 10 cm3). The collected organic layers were dried over Na2SO4 and filtered,and the resulting solution was evaporated under reduced pressure to afford the crude product. Isolated enone 9 was characterized and used in the subsequent reaction without further purification. Dark-red crystalline solid (1.28 g, yield:93%); m.p.: 112-118 C; 1H NMR (600 MHz, CDCl3):delta = 7.81 (d, J = 15.7 Hz, 1H), 7.68-7.63 (m, 2H), 7.45-7.39(m, 3H), 7.14 (d, J = 15.6 Hz, 1H), 4.92-4.91 (m, 2H),4.61-4.57 (m, 2H), 4.21 (s, 5H) ppm; 13C NMR (150 MHz,CDCl3):delta = 192.8, 140.8, 135.1, 130.1, 128.9, 122.9, 80.6,72.7, 70.1, 69.7, 69.7 ppm; IR (neat): = 1648 (s, C=O),1595 (m, C=C), 1456 (m, C-H), 1376 (m, C-H), 1280 (w,C-H), 1079 (m, C-H), 993 (w, C-H), 821 (m, C-H), 757(m, C-H), 687 (m, C-H), 544 (w, C-H), 499 (s, C-H), 480 (s, C-H) cm-1; HRMS (ESI): m/z found 317.0621, calcd forC19H17FeO+([M + H+]) 317.0629.

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 Acetylferrocene, 1271-55-2

Reference：
Article; Mravec, Bernard; Plevova, Kristina; ?ebesta, Radovan; Monatshefte fur Chemie; vol. 150; 2; (2019); p. 295 – 302;,
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

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

1287-16-7, 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. Ferrocenylacetic acid, cas is 1287-16-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

1) 1.1 mmol of ferrocenyl acetic acid and 1 mmol of 3- (2,4-dichlorophenoxymethylene) -4-amino-5-mercapto-1,2,4-triazole were weighed out,Added to a dry 250mL single-necked flask,Then p-toluenesulfonic acid 0.12 mmol,Then 5 mL of DMF was added thereto,The glass rod is stirred to dissolve it.2)The round bottom flask was placed in a microwave reactor,360W under irradiation once every 30s,Irradiation duration of 4min.After irradiation,cool down.3)Pour it into a crushed beaker,With potassium carbonate and potassium hydroxide pH = 7,Placed overnight,filter,Washed,dry,3- (2,4-dichlorophenoxymethylene) -6-ferrocenylmethylene-1,2,4-triazolo [3.4-b] -1,3,4-thiadiazine Azole crude product,The crude product was recrystallized using 80% aqueous ethanol,That is, a brown solid,The yield is 81%

The chemical industry reduces the impact on the environment during synthesis,1287-16-7,Ferrocenylacetic acid,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Shaanxi University of Science and Technology; Liu, Yuting; Song, Simeng; Yin, Dawei; Jiang, Shanshan; Liu, Beibei; Yang, Aning; Wang, Jinyu; Lyu, Bo; (13 pag.)CN104231004; (2017); B;,
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

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Vinylferrocene, and cas is 1271-51-8, its synthesis route is as follows.

A deoxygenated mixture of vinylferrocene (170mg, 0.80mmol), K2CO3 (1.50g, 11mmol), tetrabutylammonium bromide (1.19g, 3.70mmol), 6-bromochromone-3-propionic acid (196.8mg, 0.66mmol) and Pd(OAc)2 (20mg, 0.09mmol) in DMF (23ml) was heated at 95°C for 19h. After cooling to r. t. the reaction mixture was evaporated to dryness. Solid residue was dissolved in chloroform and extracted six times with water followed by extraction with 3.5percent HClaq. The organic phase was dried with MgSO4, filtered and the solvent was removed from the filtrate in vacuo. The residue was subjected to chromatography on SiO2 (eluent: CHCl3/methanol, 50:5). Finally the analytically pure products were obtained after recrystallization from DMSO/water.

1271-51-8, 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.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

Reference：
Article; Kowalski, Konrad; Koceva-Chy, Aneta; Szczupak, Lukasz; Hikisz, Pawel; Bernasin?ska, Joanna; Rajnisz, Aleksandra; Solecka, Jolanta; Therrien, Bruno; Journal of Organometallic Chemistry; vol. 741-742; 1; (2013); p. 153 – 161;,
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

12093-10-6, 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. Ferrocenecarboxaldehyde, cas is 12093-10-6,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a magnetic stirred solution of acylferrocene (10 mmol) in methanol (30 mL) tosylhydrazine (10 mmol) was added. Then the mixture was stirred vigorously at 70 C. TLC analysis was performed until the spot of acylferrocene disappeared. Then the solution was cooled to room temperature, and N-tosylhydrazone precipitated. The precipitate was filtered and washed with petroleum ether (10 mL * 2) to get the pure product.

The chemical industry reduces the impact on the environment during synthesis,12093-10-6,Ferrocenecarboxaldehyde,I believe this compound will play a more active role in future production and life.

Reference：
Article; Liu, Yueqiang; Ma, Xiaowei; Liu, Yan; Liu, Ping; Dai, Bin; Synthetic Communications; vol. 48; 8; (2018); p. 921 – 928;,
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

1287-16-7, 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. Ferrocenylacetic acid, cas is 1287-16-7,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of ferrocene acetic acid (1 mmol), the required 3-substituted-4-amino-5-mercapto-1,2,4-triazole(1 mmol), and p-toluenesulfonic acid (0.1 mmol) in DMF(10 mL) was stirred until a homogeneous solution was obtained. The mixture was exposed to microwave irradiation for about 3 min at 350 W and then cooled and poured into crushed ice. The mixture was adjusted to pH 7 with potassium carbonate and potassium hydroxide and then kept overnight at room temperature. The crude product was filtered off, dried and recrystallized from 80% ethanol to afford the pure product (Scheme 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 1287-16-7, Ferrocenylacetic acid

Reference：
Article; Liu, Yuting; Xin, Hong; Yin, Jingyi; Yin, Dawei; Transition Metal Chemistry; vol. 43; 5; (2018); p. 381 – 385;,
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

1271-51-8, 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. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Add 1t (0.2 mmol, 42mg) of vinyl ferrocene, 2a (0.2 mmol, 29 muL), toluene (1 mL), and Cp to the reaction tube in this order.2ZrH2(0.01 mmol, 2.3 mg). Stir the reaction at room temperature under a nitrogen (1 atm) atmosphere.GC detection until the reaction is complete.Filter through celite, spin dry the solvent under reduced pressure, and purify the residue by silica gel column chromatography. Use petroleum ether: ethyl acetate (40 mL: 1 mL) as the eluent to obtain ferrocene vinyl boric acid as a yellow oil Pinacol ester 3t (63mg, 80%).

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 Vinylferrocene, 1271-51-8

Reference：
Patent; Chinese Academy Of Sciences Lanzhou Chemical Physics Institute; Wu Lipeng; Shi Xiaonan; (17 pag.)CN110483561; (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