Tag: M.W:200-300

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

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 Ferrocenylacetic acid, 1287-16-7

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

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

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Ferrocenecarboxylic acid, and cas is 1271-42-7, its synthesis route is as follows.

a. Ferrocenecarboxylic acid (11.5 g, 0.05 mol) was mixed with 100 mL of dichloromethane (DCM) under ice bath and stirred well.N-hydroxysuccinimide (NHS) (7.0 g, 0.06 mol) was added to the above reaction system under vigorous stirring.1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC·HCl) (11.5 g, 0.06 mol).The reaction was carried out for 4 to 6 hours in an ice bath, the solution was gradually clarified, and the reaction was monitored by TLC.After completion of the reaction, suction filtration was performed to obtain a dichloromethane solution of the intermediate (1).

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Shandong University; Yan Bing; Pan Xiujiao; Jiang Cuijuan; Wang Shenqing; Kong Long; Zhai Shumei; Hu Chun; Zhou Li; (17 pag.)CN109288860; (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

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 (228 mg, 1mmol) in ethyl alcohol (15 ml) was added KOH (110 mg, 2 mmol) and stirred at room temperature for 15 min, then appropriate aromatic aldehyde (1 mmol) in ethyl alcohol (5 ml) was slowly added and the mixture was allowed to stirred at room temperature. After complete consumption of acetyl ferrocene (monitored by TLC, a red to purple colour solid was formed), 2-hydrazinobenzothiazole (165 mg, 1.0 mmol), KOH (110 mg, 2 mmol) and additional ethyl alcohol (5 ml) and was slowly added and the resulting mixture was refluxed for overnight. After completion of the reaction (monitored by TLC, an orange to red colour solid was formed), the reaction mixture was cooled, the solid formed was filtered, washed with cold ethanol-water mixture, water and air dried. The resulting solid was purified by column chromatography using n-hexane/ethyl acetate mixture (9:1 to 8:2) to obtain the ferrocene derivative.

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; Kiran Kumar, Chakka; Trivedi, Rajiv; Giribabu, Lingamallu; Niveditha, Surukonti; Bhanuprakash, Kotamarthi; Sridhar, Balasubramanian; Journal of Organometallic Chemistry; vol. 780; (2015); p. 20 – 29;,
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 Ferrocenecarboxylic acid, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-42-7, its synthesis route is as follows.

To a suspension of ferrocenylcarboxylic acid (60 mg, 0.26 mmol,3 equiv) in 1 mL of dry CH2Cl2 was added at room temperatureoxalyl chloride (225 mL, 2.65 mmol, 27 equiv). After 30 min at roomtemperature, the solution took a deep red color. The mixture wasconcentrated in vaccuo to remove excess oxalyl chloride. Podophyllotoxin(38 mg, 90 mmol, 1 equiv) was solubilizedequiv in1.5 mL of dry CH2Cl2 and Et3N (15 mL, 0.11 mmol, 1.2 equiv) wasadded. To this mixture was added at 0 C ferrocenoyl chloride in2 mL of CH2Cl2. Then a few crystals of DMAP were added and themixture was stirred at 0 C for 30 min and at room temperature for1 h. Reaction was quenched by addition of water, extracted withCH2Cl2 (3), washed with diluted HCl (~0.1 N), dried over MgSO4and concentrated under vacuum. The crude product was purifiedby preparative TLC on silica (AcOEt/Cyclohexane 2/3) to yield 35 mgof the desired compound as an orange powder (60%). 1H NMR(400 MHz, CDCl3): delta (ppm) 6.90 (s, 1H), 6.58 (s, 1H), 6.44 (s, 2H),6.04-5.97 (m, 3H), 4.85 (dt, J = 2.5, 1.3 Hz, 1H), 4.81 (dt, J= 2.5,1.3 Hz, 1H), 4.64 (d, J= 4.3 Hz, 1H) 4.50-4.44 (m, 3H), 4.30 (m, 1H),4.25 (s, 5H), 3.81 (s, 3H), 3.80 (s, 6H), 3.02e2.87 (m, 2H). 13C NMR(101 MHz, CDCl3): delta (ppm) 173.8, 172.6, 152.8, 148.3, 147,8, 137.4,135.1, 132.5, 129.0, 109.9, 108.4, 107.1, 101.8, 73.5, 72.1, 72.0, 71.8,70.4, 70.3, 70.0, 61.0, 56.3, 45.8, 43.9, 39.1. IR (neat, cm-1): 1780,1711, 1485, 1240, 1128. Exact mass (C33H30FeO9): calculated649.1132 (M +Na)+, measured 649.1121.

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

Reference：
Article; Beauperin, Matthieu; Polat, Dilan; Roudesly, Fares; Top, Siden; Vessieres, Anne; Oble, Julie; Jaouen, Gerard; Poli, Giovanni; Journal of Organometallic Chemistry; vol. 839; (2017); p. 83 – 90;,
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 Ferrocenylacetic acid, and cas is 1287-16-7, its synthesis route is as follows.

1)1 mmol of ferrocenyl acetic acid and 1 mmol of 3-methyl-4-amino-5-mercapto-1,2,4-triazole were weighed out,Added to a dry 250mL single-necked flask,Then, 0.15 mmol of p-toluenesulfonic acid,7 mL of DMF was further 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 5min.After irradiation,cool down.3)Pour it into a crushed beaker,With potassium carbonate and potassium hydroxide pH = 7,Placed overnight,filter,Washed,dry,A crude product of 3-methyl-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 was 86%

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：
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 Ferrocenecarboxylic acid, and cas is 1271-42-7, its synthesis route is as follows.

Ferrocenecarboxylicacid 46 (500 mg, 2.2 mmol) wasstirred with oxalyl chloride (634 mg, 5.0 mmol) for 1 h. The evaporationresidue, in dry THF (5.0 mL), was added dropwise to saturated NH3 inEt2O (25 mL). After 15 min, H2O (20 mL) was added andorganic layer was washed thrice (H2O). Drying and evaporationgave ferrocenecarboxamide (370 mg, 74%) as a pale orange solid: mp 168-169C(lit.10 mp 168-171C); 1H NMR ((CD3)2SO)d 4.15 (5 H, s, Fc?-H5), 4.32 (2 H, br, Fc3,4-H2), 4.74 (2 H, br, Fc 2,5-H2), 6.91 (1 H, br, NH),7.28 (1 H, br, NH); 13C NMR ((CD3)2SO)(HSQC / HMBC) d 68.49 (Fc 2,5-C2),69.31 (Fc?-C5), 69.91 (Fc 3,4-C2), 76.42 (Fc 1-C), 171.01(C=O). This material (352 mg, 1.5 mmol) was stirred with POCl3 (3.5mL) at 120C for 2 h, followed by cooling to 0C and quench with H2O(1.0 mL). The mixture was diluted with EtOAc and washed thrice with H2O.Drying and evaporation gave 47 (360mg, 99%) as a dark orange solid: mp 105-107C (lit.11 mp 106-106.5C); 1HNMR ((CD3)2SO) d 4.34(5 H, s, Fc?-H5), 4.50 (2 H, s, Fc 3,4-H2), 4.83 (2 H, s,Fc 2,5-H2); 13C NMR ((CD3)2SO)(HSQC / HMBC) d 51.05 (Fc 1-C),70.32 (Fc?-C5), 71.00 (Fc 3,4-C2), 71.61 (Fc 2,5-C2),120.21 (CN).

1271-42-7, 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.,1271-42-7 ,Ferrocenecarboxylic acid, other downstream synthetic routes, hurry up and to see

Reference：
Article; Paine, Helen A.; Nathubhai, Amit; Woon, Esther C.Y.; Sunderland, Peter T.; Wood, Pauline J.; Mahon, Mary F.; Lloyd, Matthew D.; Thompson, Andrew S.; Haikarainen, Teemu; Narwal, Mohit; Lehtioe, Lari; Threadgill, Michael D.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5891 – 5908;,
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

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.

General procedure: In an Schlenk tube under argon one of the following central coresC1, or C2 was mixed with 5percent palladium (II) acetate, Pd(OAc)2, 10percentTris(o-tolyl)phosphine, P(o-tol)3, and vinyl ferrocene, 1-Fc, in triethylamine/THF, 15 mL/15 mL. The resulting mixture was stirred and refluxedovernight. After removing the solvent under reduced pressure,the oil obtained was washed with distillated water and extracted inCH2Cl2 three times and dried over MgSO4. The extract was concentratedto dryness and purified by column chromatography (silica gel60) using hexane/CH2Cl2 2:1 (V/V) mixtures as eluent. The correspondingcompounds were isolated after removing the solvent in a rotaryevaporator.

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：
Article; Santos, Juan C.; Madrid-Moline, Franco; Cisternas, Carlos A.; Paul, Frederic; Escobar, Carlos A.; Jara-Ulloa, Paola; Trujillo, Alexander; Inorganica Chimica Acta; vol. 486; (2019); p. 95 – 100;,
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