Category: 1273-86-5

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 1.1 mmol of triethylamine was added to a stirred mixture of 1.0 mmol of metallocene alcohol (7, 8, 12) or 0.45 mmol of ferrocene diol (10, 11) and 1.0 mmol of 4,5-dichloroisothiazole- or 5-arylisoxazole-3-carbonyl chloride in 50 mL of diethyl ether at 20-23C. The reaction mixture was stirred at that temperature during 24 h. The precipitated triethylamine hydrochloride was filtered off and washed with diethyl ether (5 × 10 mL). The filtrate was washed with 10 % aqueous NaCl and 5 % aqueous NaHCO3. The solvent was removed, and the residue was recrystallized from a benzene-hexane (2 : 1) mixture (14, 15, 19, and 20) or from hexane (16,17, 21, and 22). 3,4,4-Trichloro-1-cymantrenylbut-3-en-1-yl 4,5-dichloroisothiazole-3-carboxylate 18 was obtained as a viscous oil and was used without further purification.

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

Reference：
Article; Potkin; Dikusar; Kletskov; Petkevich; Semenova; Kolesnik; Zvereva; Zhukovskaya; Rosentsveig; Levkovskaya; Zolotar; Russian Journal of General Chemistry; vol. 86; 2; (2016); p. 338 – 343; Zh. Obshch. Khim.; vol. 86; 2; (2016); p. 338 – 343,6;,
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 Ferrocenemethanol, and cas is 1273-86-5, its synthesis route is as follows.

General procedure: To a solution of ferrocenylcarbinol, FcCHR(OH), (1.0 mmol) and 2-thiobenzimidazole (1.0 mmol) in acetone (5.0 ml) two drops of trifluoroacetic acid were added. The reaction mixture was stirred overnight until the residue was formed. Then the residue was filtered, washed with cold ether (2 x 20 ml) and dried in vacuo over CaCl2. N-ferrocenylmethyl-2-thio-benzoimidazole (3a) Yield 74%. Yellow powder, m.p. 198-200?. Anal.: ? 60.81; ? 4.77; N 7.81; S 8.76%. Calc. for ?18?16FeN2S: ? 60.52; ? 4.80; N 7.84; S 8.98%. EI-MS, m/z (RI, %): 348 [M]+ (83). 1? NMR (CDCl3, delta, ppm): 4.11 (s, 2H, Fc); 4.25 (s, 5H, Fc); 4.49 (s, 2H, Fc); 5.28 (s, 2H, CH2); 7.15-7.22 (m, 4H, Het); 10.43 (s, 1H, SH). 13C NMR (CDCl3, delta, ppm): 51.7 (CH2), 66.3 (C5H4), 66.9 (C5H4), 69.3 (C5H4), 69.7 (C5H5), 86.9 (ipso-C5H4), 109.9 (Het, C-5), 111.7 (Het, C-6), 122.8 (Het, C-4), 123.2 (Het, C-7), 128.9 (Het, C-9), 131.0 (Het, C-8), 166.7 (C-S).

1273-86-5, 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.,1273-86-5 ,Ferrocenemethanol, other downstream synthetic routes, hurry up and to see

Reference：
Article; Rodionov, Alexey N.; Zherebker, Kira Ya.; Snegur, Lubov V.; Korlyukov, Alexander A.; Arhipov, Dmitry E.; Peregudov, Alexander S.; Ilyin, Mikhail M.; Nikitin, Oleg M.; Morozova, Nataliya B.; Simenel, Alexander A.; Journal of Organometallic Chemistry; vol. 783; (2015); p. 83 – 91;,
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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of ferrocenyl alcohol 1 or 2 (2.0 mmol) and 3-amino-o-carborane hydrochloride (2.0 mmol) in dry MeNO2 (5mL) CAN (87 mg, 0.16 mmol, 0.8 mol%) was added. The resultingmixture was stirred at room temperature until TLC analysisrevealed complete disappearance of starting alcohol 1 or 2 (usually3-4 h). Then EtOAc (10 mL) was added to a reaction mixture andresulting solution was washed repeatedly with water, dried withanhydrous Na2SO4, filtered and the solvents were evaporated invacuo. The remained product was treated with CH2Cl2 (50 ml),passed through a silica gel layer (2.0 cm) on the filter to give correspondingproducts 15, 17 after the evaporation of volatiles atreduced pressure.

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

Reference：
Article; Ol’shevskaya, Valentina A.; Makarenkov, Anton V.; Borisov, Yury A.; Ananyev, Ivan V.; Kononova, Elena G.; Kalinin, Valery N.; Ponomaryov, Andrey B.; Polyhedron; vol. 141; (2018); p. 181 – 190;,
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

Name is Ferrocenemethanol, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1273-86-5, its synthesis route is as follows.

Acetophenone (120mg, 1mmol), cat.1 (5.4mg, 0.01mmol, 1.0mol%), cesium carbonate (33mg, 0.1mmol,0.1equiv.), Ferrocene methanol (238mg, 1.1mmol) and tert-amyl alcohol (1ml) were sequentially added to 5mL round bottom flask.After the reaction mixture was refluxed in air for six hours, cooled to room temperature. The solvent is removed by rotary evaporation, then purified by column chromatography (developingOpen solvent: petroleum ether / ethyl acetate) to give pure target compound, yield: 82%

1273-86-5, 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.,1273-86-5 ,Ferrocenemethanol, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Nanjing University of Science and Technology; Ma, Juan; Li, Lei; Li, Feng; (17 pag.)CN105439787; (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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of ferrocenyl alcohol 1 or 2 (2.0 mmol) and correspondingmercapto derivative in dry MeNO2 (5 mL) CAN (22 mg,0.04 mmol, 0.2 mol%) was added. The resulting mixture was stirredat room temperature until TLC analysis revealed complete disappearanceof starting alcohol 1 or 2 (usually 3-4 h). Then reactionmixture was poured onto a water (40 mL), organic layer was separated,the aqueous phase was extracted with EtOAc (2 10 mL),and the combined organic solution was dried over Na2SO4, filteredand the solvents were evaporated in vacuo. The remained productwas treated with CH2Cl2 (50 ml) and passed through a silica gellayer (2.5 cm) on the filter to give corresponding products 5-9,11 after the evaporation of volatiles at reduced pressure.

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

Reference：
Article; Ol’shevskaya, Valentina A.; Makarenkov, Anton V.; Borisov, Yury A.; Ananyev, Ivan V.; Kononova, Elena G.; Kalinin, Valery N.; Ponomaryov, Andrey B.; Polyhedron; vol. 141; (2018); p. 181 – 190;,
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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 48% aqueous solution of tetrafluoroboric acid (0.21 mL, 1.2 mmol) was added to a suspension of ferrocenyl carbinol (1 mmol) and 2mercaptobenzoxazole (1 mmol) in dichloromethane (1 mL) under vigorous stirring. The stirring was continued for 5-15 mL. Then water (10 mL) and diethyl ether (10 mL) were added to the reaction mixture. The resulting mixture was washed with water (2×20 mL), the organic layer was separated and dried with Na2SO4. The solvent was removed under water pump vacuum. 3(Ferrocenylmethyl)benz[d]oxazole-2-thione (1a). Yield 72%. Yellow powder. M.p. 166.8-167.2 C. Found (%): C, 61.97; H, 4.32; N, 4.04; Fe, 15.96. Calculated (%): C, 61.91; H, 4.33; N, N, 4.01; Fe, 15.99. Rf 0.6 (petroleum ether-ethyl acetate, 3 : 1). MS, m/z (Irel(%)): 349 [M]+ (100). 1H NMR, delta: 4.18 (s, 2 H, C5H4); 4.27 (s, 5 H, C5H5); 4.48 (s, 2 H, C5H4); 5.21 (s, 2 H, CH2); 7.15 (d, 1 H, Het, J = 7.6 Hz); 7.22-7.31 (m, 2 H, Het); 7.32 (d, 1 H, Het, J = 7.6 Hz). 13C NMR, delta: 45.66 (CH2), 68.74 (C5H4), 68.96 (C5H5), 69.69 (C5H4), 80.29 (ipsoC5H4), 109.81 (Het), 110.34 (Het), 124.17 (Het), 124.75 (Het), 131.51 (Het), 147.05 (Het), 180.06 (C=S).

The chemical industry reduces the impact on the environment during synthesis,1273-86-5,Ferrocenemethanol,I believe this compound will play a more active role in future production and life.

Reference：
Article; Osipova, E. Yu.; Ivanova; Rodionov; Korlyukov; Arkhipov; Simenel; Russian Chemical Bulletin; vol. 65; 12; (2016); p. 2868 – 2872; Izv. Akad. Nauk, Ser. Khim.; vol. 65; 12; (2016); p. 2868 – 2872,5;,
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 Ferrocenemethanol, and cas is 1273-86-5, its synthesis route is as follows.

In a Schlenk tube, 1.00 g (4.63 mmol) of ferrocenyl methanol and 0.47 mL(4.7 mmol) of 2,4 pentanedione were dissolved in 8 mL of acetonitrile at room temperature (rt). After 5 min of stirring, 0.125 g (0.23 mmol) of cerium(IV)ammonium nitrate (5% molar) were added. The reaction mixture was stirred for 30 min at rt and then evaporated under reduced pressure. The solid residue was mixed with 5 mL of water and extracted with 10 mL of dichloromethane.The organic phase was dried over MgSO4, filtered off and evaporated under reduced pressure to afford 1.25 g (4.29 mmol, 90% yield) of 1 as an orange oil.

1273-86-5, 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.,1273-86-5 ,Ferrocenemethanol, other downstream synthetic routes, hurry up and to see

Reference：
Article; Ahumada, Guillermo; Roisnel, Thierry; Hamon, Jean-Rene; Carrillo, David; Manzur, Carolina; Journal of the Chilean Chemical Society; vol. 58; 4; (2013); p. 1963 – 1966;,
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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

(3) Chlorinated ferrocene methane synthesis: under the protection of the helium, the ferrocene methanol (250 mg, 1 . 16 mmol) dissolved into dichloromethane (20 ml) in, then the oxalyl (6 drops, excess) into the wherein after then completing, in helium under the protection of the stirring 4 h, after the reaction, the solvent is removed by reduced pressure distillation, for fixing the residue water (10 ml) flushing.(4) Containing ferrocene group of the carbamate compound synthesis: amount taking 0. 6 Ml (1.0 mmol) is dissolved in carbon disulfide and 5 ml of ethanol, measuring the 2.4 g (1.0 mmol) di-n-octyl amine and 1.4 ml (i. the 0 1.0 mmol) triethylamine are added 1 a 50 ml three flasks; under the condition of the ice slowly dripping into carbon bisulfide ethanol solution, stirring 1 h; the removal of the ice bath, in the continuing stirring at room temperature 2 h; then adding 0.25 g (1.0 mmol) chloro ferrocene methane ethanol solution of 10 ml, to control the temperature 5 C following reaction 1 h, then raising the stirring to reflux 2 h; TLC monitoring the reaction, solvent system as developing solvent (benzene and acetone of volume ratio of 1:1); boil off ethanol, adding anhydrous ethyl ether 20 ml, filtering out the deposit, the filtrate water washing 3 times, then the molecular sieve drying, filtering, the steamed ethyl ether to obtain yellow solid, yield 82. 8%, Melting point 100 – 102 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 Ferrocenemethanol, 1273-86-5

Reference：
Patent; Shandong Yuangen Petrochemical Co., Ltd.; Qiao Liang; Yuan Junzhou; Song Laigong; He Jingsong; Liu Shanshan; (7 pag.)CN104710482; (2018); 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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a mixture of 1.0 mmol of ferrocenylcarbinol and 1.0 mmol of the corresponding heterocycle in 1.0 ml of methylene dichloride, 0.18 ml of 45 % aqueous solution of fluoroboric acid was added under vigorous stirring. The agitation was continued for 5 min then Et2O (15 ml), the same amount of cold water, and 5-10 mg of ascorbic acid were added to the reaction flask. After vigorous shaking of the mixture the organic solution was separated, washed with cold water (3×15 ml), the solvent was removed and the residue was dried over CaCl2. All types of products (pyrrolidine as well as imidazolidine and thiazolidine derivatives) were equally purified, namely by column chromatography (silica, eluent hexane EtOAc 3:1), and solids obtained after chromatography were crystalized from ethanol.1-(1-Ferrocenylmethyl)pyrrolidine-2-thione (5). (85%); orange powder; mp 104.8 – 105.6o. 1H NMR (400 MHz, CDCl3) delta (ppm): 2.02 (m, 2, 2), 2.61 (m, 2, 2), 3.90 (m, 2, 2), 4.12 (s, 2H, Fc), 4.14 (s, 2, 2), 4.13 (s, 5H, Fc), 4.25 (s, 2H, Fc). 13C NMR (100 MHz, CDCl3) delta (ppm): 19.8 (CH2), 45.2 (CH2), 49.3 (CH2), 52.1 (CH), 66.0 (C5H4), 67.6 (C5H4), 68.8 (C5H4), 68.9 (C5H4), 69.1 (C5H5), 86.9 (ipso-C5H4), 200.1 (C=S) Calc. for C15H17FeNS: 61.22; H, 5.74; N, 4.69; Fe, 18.67; S, 10.72. Found: C, 60.21; H, 5.73; Fe, 18.66; N, 4.68; S, 10.72. EI/MS, m/z (RI%): 299 [M]+ (46).

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 Ferrocenemethanol, 1273-86-5

Reference：
Article; Rogatkina, Elena Yu.; Ivanova, Anna S.; Rodionov, Alexey N.; Peregudov, Alexander S.; Korlyukov, Alexander A.; Volodin, Alexander D.; Belousov, Yury A.; Simenel, Alexander A.; Arkivoc; vol. 2018; 5; (2018); p. 272 – 282;,
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

1273-86-5, 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. Ferrocenemethanol, cas is 1273-86-5,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: ferrocenemethanol was added to the substrates 1a-l in a round bottom flask and the mixture was heated under stirring at 50-90C (as reported in Table 1), the reaction was monitored by TLC and capillary electrophoresis, after completion of reaction. The reaction mixture was flash chromatographed by silica gel column to give the pure compounds 3a-l as reported in Table 1. Typical eluent: hexane/ethyl acetate= 7/3.

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 1273-86-5, Ferrocenemethanol

Reference：
Article; Shisodia, Suresh Udhavrao; Auricchio, Sergio; Citterio, Attilio; Grassi, Marco; Sebastiano, Roberto; Tetrahedron Letters; vol. 55; 4; (2015); p. 869 – 872;,
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