Tag: M.W=200-300

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3058-39-7, name is 4-Iodobenzonitrile, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

General procedure: An oven-dried sealed tube equipped with a magneticstirring bar was charged with aryl iodide (0.65 mmol),Co(OAc)24H2O (15 mol%), l-valine (30 mol%), cesiumcarbonate (2 equiv.), and phenol (0.78 mmol). Acetonitrilesolvent (2.5 cm3) was added and the sealed tube wasevacuated using a vacuum pump, filled with nitrogen,and tightly sealed. It was then stirred in a pre-heated oil bath for 24-48 h. After the completion of the reaction, thereaction mixture was extracted with 15 cm3 of EtOAc andthe EtOAc layer was separated and washed with water.The aqueous layer was collected and further extractedtwo more times with EtOAc (2 ¡Á 15 cm3). The combinedorganic layers were dried over anhydrous Na2SO4andevaporated using a rotatory evaporator. The residue waslater purified by column chromatography (silica 100-200mesh) using hexane-EtOAc mixture as the eluent.

The synthetic route of 3058-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ujwaldev, Sankuviruthiyil M.; Saranya, Salim; Harry, Nissy Ann; Anilkumar, Gopinathan; Monatshefte fur Chemie; vol. 150; 2; (2019); p. 339 – 346;,
Iodide – Wikipedia,
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Reference of 460-37-7, 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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen protection,Magnesium 13.4g (0.55mol) and magnesium were placed in the reaction flask.3-iodo-1,1,1-trifluoropropane7g is dissolved in 90g of tetrahydrofuran,Slowly raise the temperature to 35-40 C,After the reaction was initiated, 3-iodo-1,1,1-trifluoropropane 105g andA 220 g mixture of tetrahydrofuran was slowly added dropwise to the reaction flask to maintain the temperature at 60-65 C.After the completion of the dropwise addition, the reaction was kept for 2 hours, allowed to stand and cooled to room temperature, and the concentration was measured to be 1.64 mol/L, and the yield was 95%.Under nitrogen protection,2,5 g (0.39 mol) of N,N-dimethylformamide was placed in the reaction flask.2-methyltetrahydrofuran 70g,Cool down to -25 C to -20 C,1.64 mol/L of 1,1,1-trifluoropropyl magnesium iodide was added dropwise in this temperature range.183mL of 2-methyltetrahydrofuran solution, drip, heat for 1 hour, slowly rise to room temperature, add a small amount of water to quench and dissociate, then add 4NHydrochloric acid is adjusted to pH=3-4, and the layer is allowed to stand. The aqueous layer is extracted with a small amount of 2-methyltetrahydrofuran, and the organic phase is enriched and added.And sodium bisulfite was raised to 30-35 C for 1 hour, a large amount of solids were precipitated after cooling, filtered, and the filter cake was rinsed and dried to obtain a solid.The 4,4,4-trifluorobutanal obtained by dissociating the layer and the diluted hydrochloric acid at 35-40 C was dried over anhydrous sodium sulfate to obtain 29.5 g.Yield 78%, GC: 98.6%.

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, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pulasi Science And Technology (Shanghai) Co., Ltd.; Cai Weibing; Xu Gengdu; (8 pag.)CN109369354; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C7H6BrI

Preparation 49 (4-Bromo-2-methyl-phenyl)-(2-methyl-5-nitro-phenyl)-methanone (compound 449) The reaction was run under an argon atmosphere using dry glassware. 4-Bromo-2-methyliodobenzene (2.40 mL, 16.8 mmol) was dissolved in dry THF (15 mL) and cooled to -60 C. Isopropylmagnesium chloride (2 M in THF, 8.4 mL, 16.8 mmol) was added under stirring during 30 minutes. The reaction mixture was allowed to warm up to -40 C. and the mixture was stirred at -40 C. for 4 h. Compound 401 (4.62 g, 16.8 mmol) was added and the mixture was stirred at -40 C. for 3 h after which it was allowed to warm to room temperature and stirred for 17 h. A saturated aqueous solution of NH4Cl (100 mL) was added and the mixture was stirred for 1 h. The phases were separated and the aqueous phase was extracted with EtOAc (2*100 mL). The combined organic phases were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography using CH2Cl2/petroleum ether (40-60) 1:6, 1:4, 1:2 as the eluent to afford the title compound as yellow compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 116632-39-4, its application will become more common.

Reference:
Patent; Leo Pharma A/S; US2006/128766; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 364-75-0, name is 1-Fluoro-4-iodo-2-nitrobenzene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 364-75-0, Computed Properties of C6H3FINO2

Example 3-4-3 Preparation of 4-iodo-N-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-2-nitroaniline To a stirred solution of (3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)phenyl)methanamine (5.00 g, 18.23 mmol) in acetonitrile (75 mL) was added 1-fluoro-4-iodo-2-nitrobenzene (4.55 g, 17.04 mmol) and diisopropylethylamine (3.30 g, 25.56 mmol). The yellow solution was heated to reflux and stirred. After 4 h, the orange-brown mixture was allowed to cool to room temperature and was diluted with water (150 mL). The resulting bright orange precipitate was isolated by filtration and washed with water. The moist solids were dissolved in dichloromethane, and a small amount of water separated and was removed. The organic phase was dried over magnesium sulfate, filtered, and concentrated to provide 7.10 g (80%) of 4-iodo-N-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-2-nitroaniline as a bright orange solid.

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, 1-Fluoro-4-iodo-2-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KANE, JR., John L.; MATTHEWS, Gloria; METZ, Markus; KOTHE, Michael; LIU, Jinyu; SCHOLTE, Andrew; US2015/158847; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 40400-15-5, A common heterocyclic compound, 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, molecular formula is C8H6IN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of 2-(2-iodophenyl)acetonitrile (1.00 g, 4.1 1 mmol) in anhydrous THF (5 mL) under an atmosphere of nitrogen was treated with borane tetrahydrofuran complex solution (1.0 M in THF, 12.3 mL, 12.3 mmol). The mixture was stirred at reflux for 16 h, cooled to room temperature and excess borane reagent was quenched by the dropwise addition of water (until evolution of hydrogen ceased). MeOH (2.5 mL) and cone. H2S04 (0.5 mL) was added and the mixture was stirred for 1 h at r.t.. The mixture was concentrated in vacuo, water (-10 mL) was added and the aqueous was adjusted to pH -12 with aq. NaOH (2 M). The aqueous layer was extracted with EtOAc (3 * 30 mL), the organics were combined, washed with brine, dried (Na2S04) and the solvent removed in vacuo to give a colourless oil. Water (-20 mL) was added and the aqueous phase was adjusted to pH ~2 with aq. HCI (2 M). The aqueous layer was washed with DCM (3 chi 30 mL) and then adjusted to pH -12 with aq. NaOH (2 M). The aqueous layer was extracted with DCM (3 x 50 mL), the organics were combined, washed with brine, dried (Na2S04) and the solvent removed in vacuo to give the product as a colourless oil (0.869 g, 85% yield): 1H NMR (400 MHz, DMSO-d6) delta 7.81 (dd, J = 7.8, 1.2 Hz, 1H), 7.35 – 7.27 (m, 2H), 6.97 – 6.91 (m, 1H), 2.75 – 2.71 (m, 4H) exchangeable NH not observed; LCMS-B RT 2.77 min; m/z 248.0 [M+H]+.

The synthetic route of 40400-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CTXT PTY LIMITED; MORROW, Benjamin Joseph; FOITZIK, Richard Charles; CAMERINO, Michelle Ang; LAGIAKOS, Helen Rachel; WALKER, Scott Raymond; BOZIKIS, Ylva Elisabet Bergman; STEVENSON, Graeme Irvine; CUZZUPE, Anthony Nicholas; STUPPLE, Paul Anthony; (313 pag.)WO2019/43139; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

A mixture of7-chloro-2-(trimethylstannyl)furo[2,3-c]pyridine (63 mg, 0.23 mmol), 1,3-dichloro-2-iodobenzene (73 mg, 0.27 mmol), Pd2(dba)3(10 mg, 0.011 mmol), tris(2-furyl)phosphine (5 mg, 0.022 mmol) and NMP (2 mL)was degassed with N2for 10 min. The resulting mixture was irradiated in a microwave reactor at 130 C for 0.5 h. The mixture was allowed to cool to room temperature, poured into water (25 mL) and extracted with diethyl ether (2 x 50 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and evaporated. The residue was purified by silica gel column chromatography eluting with a 0-100% gradient of diethyl ether in heptane. Appropriate fractions were combined and evaporated to afford the title compound (49 mg, 83% yield) as a white solid. H NMR (400 MHz, DMSO-d6): delta 8.31 (1H, d,J= 5.3 Hz), 7.87 (1H, d,J= 5.1 Hz), 7.76 – 7.72 (2H, m), 7.69 – 7.65 (1H, m), 7.50 (1H, s); LCMS (ESI) m/z: 298.2 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 5458-84-4, These common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 1-iodo-2-methoxy-4-nitrobenzene (2.0 g, 7.16 mmol), methyl acrylate (2.0 mL, 22.2 mmol), Pd(OAc)2 (100 mg) and PPh3 (200 mg) in DMF (20 mL) was purged with argon and heated to 70 C overnight. TLC showed that the starting material was consumed completely and a new spot had formed. The reaction mixture was diluted with ethyl acetate and the catalyst was removed by filtration. The organic layer was washed with brine, dried over Na2504 and concentrated under reduced pressure. The residue was purified by silica gel column (petroleum ether 100%) to give methyl (E)-3-(2-methoxy-4-nitrophenyl)acrylate as a yellow solid (500 mg, 31%).?H NMR (400 MHz, CDC13): 7.96 (d, J = 16.0 Hz, 1H), 7.84 (dd, J = 8.4 Hz, 2.0 Hz, 1H), 7.77 (d, J = 2.0 Hz, 1H), 7.63 (d, J = 8.4 Hz, 1H), 6.63 (d, J = 16.4 Hz,1H), 4.00 (s, 3H), 3.83 (s, 3H).

The synthetic route of 5458-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVOGEN LIMITED; EIFFE, Eleanor; HEATON, Andrew; GUNNING, Peter; TREUTLEIN, Herbert; ZENG, Jun; JAMES, Ian; DIXON, Ian; (172 pag.)WO2016/187667; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 886762-68-1, name is 1,3-Difluoro-5-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1,3-Difluoro-5-iodo-2-methoxybenzene

Example 12i 5-(3-Bromo-4-fluorophenyl)-5-(3,5-difluoro-4-methoxyphenyl)-5H-pyrrolo[3,4-b]pyridin-7-amine tert-Butyllithium (0.995 mL, 1.59 mmol) was added dropwise to THF (4 mL) at -100 C. under an argon atmosphere. A solution of 1,3-difluoro-5-iodo-2-methoxybenzene (215 mg, 0.80 mmol) in THF (1 mL) was added dropwise followed by the addition of N-((3-bromo-4-fluorophenyl)(2-cyanopyridin-3-yl)methylene)-2-methylpropane-2-sulfinamide (250 mg, 0.61 mmol) in THF (2 mL). The resulting reaction mixture was left on the thawing cooling bath for 30 min then the cooling bath was removed and the mixture was stirred at r.t. for 1 h. Hydrogen chloride in methanol (3 mL, 3.7 mmol) was added and the resulting mixture was stirred at r.t. for 1 h. The mixture was concentrated and purified on a silica gel column eluted with 0-10% NH3 (0.1 M in MeOH) in DCM. This gave 52 mg (19% yield) of the title product: MS (ES) m/z 448, 450 [M+1]+.

According to the analysis of related databases, 886762-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2010/125081; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 153898-63-6,Some common heterocyclic compound, 153898-63-6, name is 2-Iodo-5-methoxyaniline, molecular formula is C7H8INO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

NaBH(OAc)3 (5.10 g, 24.1 mmol) was added to a solution of p-anisaldehyde (0.41 mL, 6.63 mmol), 2-iodo-5-methoxyaniline5 (1.5 g, 6.02 mmol) and AcOH (0.11 mL, 0.11 mmol) in 1,2-DCE (30 mL). The mixture was stirred 24 h, then saturated aq. KHCO3 (15 mL) was slowly added while stirring vigorously. The aqueous layer was extracted with EtOAc, the combined organic layer was washed with brine, dried over MgSO4, and volatile compounds were removed under vacuum. The residue was subjected to flash chromatography (20% EtOAc in hexanes) to give the title compound (1.80 g, 81%). 1H NMR (400 MHz, CDCl3) delta 7.50 (d, J = 8.6 Hz, 1H), 7.26 (d, J= 8.6 Hz, 2H), 6.87 (d, J= 8.6 Hz, 2H), 6.14 (d, J = 2.8 Hz, 1H), 6.07 (dd, J = 8.6 Hz, 2.8 Hz, 1H), 4.49 (s, 1H), 4.27 (s, 1H), 4.26 (s, 1H), 3.78 (s, 3H), 3.69 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 161.2, 158.8, 147.9, 138.9, 130.3, 128.5, 114.0, 104.0, 97.9, 74.5, 55.2, 47.8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-5-methoxyaniline, its application will become more common.

Reference:
Article; Zhang, Hanmo; Hay, E. Ben; Geib, Stephen J.; Curran, Dennis P.; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 1649 – 1655;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C6H3Cl2I

General procedure: Amide derivatives (0.2 mmol), 4-methoxy iodobenzene (3 equiv.), Pd(OAc)2 (10 mmolpercent), C6H13COOAg (2 equiv.) were combined in o-xylene (1 mL) in a 10mL vial. The vial was sealed with a Teflon lined cap, and the reaction was stirred in 120 ¡ãC oil bath for 24 hours without an inert gas atmosphere. After cooled to room temperature, the mixture was extracted with ethyl acetate (3 x 10mL). The residue was purified by silica-gel column chromatography to afford the corresponding product.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Yan, Xufei; Long, Rongrong; Luo, Feihua; Yang, Li; Zhou, Xiangge; Tetrahedron Letters; vol. 58; 1; (2017); p. 54 – 58;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com