Day: June 9, 2021

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

General procedure: O-amino amides 1a-e (1 equiv.) and carbonyl compounds 2a-o (1.2 equiv.) were microwave irradiated (standard mode) in the presence of Phosphotungstic acid/HPW (50 % w/w) at 200 W for 3 min. After the completion of the reaction (Monitored by TLC), HPW was filtered off using celite bed/Silica bed. The crude product was purified on silica gel a column chromatography to afford the corresponding spiro and cyclic quinazolinones 3a-3n, 4a-4h, and 5a, 5b in very good yields except compounds 6a and 7a were obtained in poor yields (Eluent: n-Hexane /EtOAc). All the compounds 3a-3n, 4a-4h, 5a-b, 6a and 7a were thoroughly characterized by 1H NMR, 13CNMR, FTIR and HRMS.

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; Novanna, Motakatla; Kannadasan, Sathananthan; Shanmugam, Ponnusamy; Tetrahedron Letters; vol. 60; 2; (2019); p. 201 – 206;,
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- (4-nitrophenyl) -4-amino-5-mercapto-1,2,4-triazole were weighed out, Added to a dry 250mL single-necked flask, Then 0.11 mmol p-toluenesulfonic acid was added, To this was added 4 mL of DMF, The glass rod is stirred to dissolve it. 2)The round bottom flask was placed in a microwave reactor, 400W 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,The crude product of 3- (4-nitrophenyl) -6-ferrocenylmethylene-1,2,4-triazolo [3.4-b] -1,3,4-thiadiazole was obtained,Using a solvent of DMF and absolute ethanol in a volume ratio of 3: 1 mixed solvent,The crude product was recrystallized,That is, a brown solid,The yield was 84%

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

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.

(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

1273-82-1, 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.

(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 × 100 mL) and the combined organic phases were washed with aqueous saturated NaHCO3 solution (2 × 100 mL) and brine (2 × 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 × 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 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：
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

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: (i-Pr-Pybox)ZnCl2 (2b) (10.9 mg, 0.025 mM, 0.1 equiv) was added in H2O (0.5 mL), thenferrocenecarboxaldehyde (53.4 mg, 0.25 mM, 1.0 equiv) and activated methylene compound(0.5 mM, 2.0 equiv) were added. The mixture was stirred at room temperature forfew minutes, after which the crude reaction mixture was loaded directly onto a column ofsilica gel and purified by column chromatography to give the solid.

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; Jia, Wei-Guo; Li, Dan-Dan; Zhang, Hui; Dai, Yuan-Chen; Sheng, En-Hong; Journal of Coordination Chemistry; vol. 68; 2; (2015); p. 220 – 228;,
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.

In a three-necked flask, 4.6 g (0.02 mmol) of dry ferrocenecarboxylic acid and 80 mL of anhydrous benzene were added.Under nitrogen protection,6.24 g (0.03 mmol) of phosphorus pentachloride was slowly added in several portions, and stirred at room temperature for 3 h.The benzene is distilled off under reduced pressure, and petroleum ether (60-90 C) is extracted to obtain a deep red solution, distilled under reduced pressure, and cooled.Dark red needle crystals are precipitated, yield 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 Ferrocenecarboxylic acid, 1271-42-7

Reference：
Patent; Guilin Medical University; Huang Wanyun; Liao Ying; Peng Xiangyan; Yin Penglong; Liao Yueying; (13 pag.)CN104788503; (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

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.

0120] Ferrocene (6.0 g, 32 mmol) and potassium tert-butoxide (0.46 g, 4.08 mmol) were completely dissolved in dryTHF (300 mL). The orange solution was cooled to -78C when tert-butyllithium (34.0 mL, 64.5 mmol, 1.9 M in pentane)was added dropwise over a period of 15 min, with the temperature maintained below -70C. The reaction mixture wasstirred at -78C for 1 h and then poured on a slurry of dry ice (excess) and diethyl ether. The mixture was warmed toroom temperature overnight and extracted with an aqueous solution of sodium hydroxide (0.75 N, 4 x 250 mL). Thecombined aqueous layers were neutralized with hydrochloric acid (pH > 4) and the resulting orange solid was extractedwith Et2O (4 x 250 mL) until the organic layer remained colourless. The combined organic layers were filtered to removetraces of ferrocenedicarboxylic acid, dried over MgSO4, filtered and the solvent was evaporated under reduced pressureto give ferrocenecarboxylic acidas an orange solid in 35% yield. After suspending the ferrocenecarboxylic acid (462 mg,2.01 mmol) in dry CH2Cl2 (23 mL), oxalyl chloride (1100 mL, 13.64 mmol) in dry CH2Cl2 (10 mL) was added dropwiseto the reaction mixture whereby the orange suspension turned dark red. The reaction mixture was refluxed for 2 h andthen stirred overnight at room temperature. The solvent was then removed under vacuum. The product was not purifiedand used immediately for the next synthetic step.

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：
Patent; Universitaet Zuerich; The University of Melbourne; Gasser, Gilles; Gasser, Robin B.; Hess, Jeannine; Patra, Malay; Jabbar, Abdul; EP2821412; (2015); 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

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

General procedure: A solution of pure TsNHNH2 (15 mmol) in methanol (30 mL) was stirred and heated to 60 C until the TsNHNH2 dissolved. The mixture was cooled to room temperature. Then a solution of ferrocenylketone (10 mmol) in methanol was dropped into the mixture slowly. After approximately 0.5-2 h, the crude products could be obtained as solid precipitate. The precipitate was washed with petroleum ether then removed in vacuo to give the pure products. In general, the yields were 68-86 %. Because of the relatively low activity of some ketones, their reactions at room temperature may be incomplete. They should be reacted in refluxing methanol. The reaction could be monitored by TLC.

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; Ling, Li; Hu, Jianfeng; Huo, Yanhong; Zhang, Hao; Tetrahedron; vol. 73; 1; (2017); p. 86 – 97;,
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

1293-65-8, 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. 1,1′-Dibromoferrocene, cas is 1293-65-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Part (I)Preparation of 1-bromo-l’ -triphenylsilyl ferroceneTo 1, l’-dibromoferrocene (10.14g, 29.49mmol) in dry THF (200ml) cooled to -780C (dry ice/acetone bath) was added n-butyllithium(12.56ml, 28.02mmol, 0.95eq) and the reaction was stirred underN2 for 30 min. Chlorotriphenylsilane (8.26g, 28.02mmol, 0.95eq) dissolved in the minimum amount of dry THF was then added dropwise and the solution was then allowed to warm up to room temperature and further stirred for twelve hours resulting in a red solution.The reaction was then quenched with water, and stirred for a further fifteen minutes. The ethereal layer, containing product was separated and the aqueous layer was further extracted several times with diethyl ether. The combined ether fractions were dried over magnesium sulphate and filtered through celite. The ether solvent was removed by rotary evaporator (resulting in red oil) . The product was purified by column chromatography. Starting material was removed with petrol and the product was then obtained with petrol/10% Et2theta as an orange band. The resulting oil was finally dried under vacuum leaving pure product as orange crystals: (11.09g, 72 % yield).

The chemical industry reduces the impact on the environment during synthesis,1293-65-8,1,1′-Dibromoferrocene,I believe this compound will play a more active role in future production and life.

Reference：
Patent; LUCITE INTERNATIONAL UK LIMITED; WO2008/65448; (2008); 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