Tag: M.W:200-300

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.

Example 1 – Preparation of ferrocene modified phospholipid (3)[0064] Ferrocene modified phospholipid (FC-DSP) was prepared in the following manner: triethylamine (0.077 mmol, 0.01 ml_, 1.4 eq) and N,N-dicyclohexylcarbodiimide (0.077 mmol, 15.9 mg, 1.4 eq) were added to a solution that contained 1 ,2-dimyristoyl-sn-glycero-3-phosphoethanolamine (0.055 mmol, 35 mg, 1.0 eq) and ferroceneacetic acid (0.077 mmol, 18.8 mg, 1.4 eq) in anhydrous DCM (1.5 ml_). The reaction was stirred overnight, until N MR indicated conversion to the coupling was completed. The solution was concentrated under vacuum and then was purified on iatrobeads gel chromatography ( 10% MeOH : DCM). A dark-brown oil (29.4 mg, 0.0341 mmol) was obtained (62% yield). H N MR (300 MHz, CDCI3) delta 7.04 (br, 1 H), 5.23 (br, 1 H), 4.37 (br, 1 H), 4.22 (br, 2H), 4.12 (br, 5H), 3.94 (br, 2H), 3.49 (br, 4H), 3.28 (br, 2H), 3.05 (br, 4H), 2.28 (br, 4H), 1.58 (br, 4H), 1.25 (br, 40H), 0.87 (t, J = 6.5 Hz, 6H).3P NMR (122 MHz, CDCI3) delta 0.15 (s).3C N MR (75 MHz, CDCI3) delta 173.60 (s), 173.21 (s), 70.56 (s), 69.26 (s), 68.92 (s), 68.14 (s), 62.82 (s), 45.87 (s), 34.44 (s), 34.25 (s), 32.05 (s), 29.80 (s), 29.65 (s), 29.49 (s), 29.29 (s), 25.02 (s), 22.81 (s), 14.24 (s), 8.73 (s). HRMS (ESI): Calc. for C45H76FeN09P (M+H)+: 862.4680; found : 862.4624.

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 Ferrocenylacetic acid, 1287-16-7

Reference：
Patent; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY; TRANSFERT PLUS SOCIETE EN COMMANDITE; MAUZEROLL, Janine; NOYHOUZER, Tomer Aharon; SNOWDEN, Michael Edward; DAUPHIN DUCHARME, Philippe; MAZURKIEWICZ, Stephani; L’HOMME, Chloe; DESJARDINS, Samuel; CANESI, Sylvain; (84 pag.)WO2016/115626; (2016); 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

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

1273-82-1, 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

It is a common heterocyclic compound, the iron-catalyst compound, Ferrocenylacetic acid, cas is 1287-16-7 its synthesis route is as follows.

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).

1287-16-7, 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.,1287-16-7 ,Ferrocenylacetic acid, other downstream synthetic routes, hurry up and to see

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

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

1273-82-1, 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

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.

Example 2: Synthesis of ferrocenyl chalcones 1 a-f General preparation of ferrocenyl chalcones: Ferrocene carboxaldehyde (1 eq) and the appropriate 2-hydroxyacetophenone (1 eq) were dissolved in absolute ethanol (40 mL) in a 100 mL two necked round bottom flask. After stirring the mixture 10 to 15 min. at room temperature, sodium hydroxide (3 eq) was added, and the solution was stirred overnight. The mixture was poured into water (100 mL) and hydrochloric acid (12 M, 15 mL), extracted with dichloromethane (3 x 50 mL), and washed with water. The organic phase was dried over magnesium sulfate, filtered, and the solvent removed by evaporation. The product was purified by silica gel chromatography, using a mixture of petroleum ether/dichloromethane 4:1 as an eluent, and again using HPLC in acetonitrile/water (90:10). After HPLC purification, the acetonitrile was removed under reduced pressure and the aqueous phase extracted with dichloromethane.

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：
Patent; Centre National de la Recherche Scientifique (CNRS); EP2368895; (2011); 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

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

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

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) Weigh 1.2mmol ferrocenyl acetic acid and3-H-4-amino-5-mercapto-1,2,4-triazole 1 mmol,Added to a dry 250mL single-necked flask,Then p-toluenesulfonic acid 0.13 mmol,Then 6 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,350W under irradiation once every 30s,The duration of irradiation is 3min.After irradiation,cool down.3)Pour it into a crushed beaker,With potassium carbonate and potassium hydroxide pH = 7,Placed overnight,filter,Washed,dry,The crude product of 3-hydro-6-ferrocenylmethylene-1,2,4-triazolo [3.4-b] -1,3,4-thiadiazole was obtained,With 80% aqueous ethanol recrystallization,A brown solid,The yield is 82%

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 Ferrocenylacetic acid, 1287-16-7

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