Tag: M.W=200-300

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. 29289-13-2, name is 2-Iodo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Iodo-4-methylaniline

General procedure: A mixture of 2-halobenzenamine (1.0 mmol), isothiocyanate (1.2 mmol), Et3N (2.0 mmol) and MCM-41-2N-CuSO4 (0.0025 mmol) in DMSO (2 mL) was stirred under an air atmosphere at 80 C for 5-24 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature. The solution was diluted with ethyl acetate (30 mL ) and filtered. The catalyst was washed with ethyl acetate (2 ¡Á 5 mL) and Et2O (2 ¡Á 5 mL) and reused in the next run. The organic layer was washed with water (2 ¡Á 10 mL) and dried over anhydrous Na2SO4. After evaporating under vacuum, the residue was purified by flash chromatography on silica gel (petroleum/ethyl acetate = 10:1 to 4:1) to provide the corresponding pure product 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 29289-13-2.

Reference:
Article; Xiao, Ruian; Hao, Wenyan; Ai, Jinting; Cai, Ming-Zhong; Journal of Organometallic Chemistry; vol. 705; (2012); p. 44 – 50;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 2142-70-3, name is 1-(2-Iodophenyl)ethanone, 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 2142-70-3, Formula: C8H7IO

Example 4 -Cyclohexyl-3 -hydroxy- l-(2-iodophenyl)propan-l -one[0173] To a solution of diisopropylamine (1.6 mL, 1 1.1 mmol) in THF (38 mL) at 0 C was added w-BuLi (4.1 mL, 10.2 mmol) under an atmosphere of N2. After 30 min the solution was cooled to -30 C and a solution of l-(2-iodophenyl)ethanone (2.27 g, 9.23 mmol) in THF (6 mL) was added dropwise to the mixture and was stirred for 45 min at -30 C. The mixture was cooled to -78 C and cyclohexylcarboxaldehyde (1.2 mL, 9.69 mmol) was added dropwise and the mixture was allowed to warm to -40 C over 2 h. The reaction was quenched by the addition of saturated aqueous NH4C1. The aqueous layer was extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with brine, dried (Na2S04), filtered and concentrated. The residue was purified by flash column chromatography to afford the title compound as yellow oil (2.56 g, 78%). H NMR: 1.02-1.27 (m, 4H), 1.41-1.49 (m, 1H), 1.66-1.76 (m, 4H), 1.89 (d, 1H, J= 12.4 Hz), 2.88 (d, 1H, J = 3.2 Hz), 2.98 (dd, 1H, J = 9.2 Hz, 17.2 Hz), 3.13 (dd, 1H, J = 2.0 Hz, 17.2 Hz), 3.99-4.01 (m, 1H), 7.1 1-7.15 (m, 1H), 7.42 (d, 2H, J= 4.4 Hz), 7.93 (d, 1H, J= 8.0 Hz).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NEWLINK GENETICKS CORPORATION; MAUTINO, Mario; KUMAR, Sanjeev; WALDO, Jesse; JAIPURI, Firoz; KESHARWANI, Tanay; WO2012/142237; (2012); A1;,
Iodide – Wikipedia,
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Synthetic Route of 41860-64-4, These common heterocyclic compound, 41860-64-4, name is 4-Fluoro-2-iodo-1-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. 5-fluoro-4′-methylsulfinyl-2-nitrobiphenylamine 2-Iodo-4-fluoronitrobenzene (0.2 mole) and p-methylsulfinylaniline (0.2 mole) are refluxed in dry dimethylformamide (300 ml.) containing copper powder (5 gm.) and some powdered potassium carbonate (20 gm.) under nitrogen for 18 hours. The solution is filtered and the organics washed with water (6 * 100 ml.) in benzene (600 ml.). The benzene layer is extracted with 2.5 N HCl (7 * 200 ml.) and the acid layer poured onto powdered sodium bicarbonate. The basic solution is extracted with benzene (6 * 200 ml.), the benzene layer washed with water (3 * 100 ml.), separated, dried (MgSO4) and filtered. Evaporation of the solvent followed by chromatography on a 2 in. * 24 in. column of silica-gel (Baker) eluted with various proportions of benzene-hexane mixtures gives pure 5-fluoro-4′-methylsulfinyl-2-nitrobiphenylamine.

The synthetic route of 41860-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US3954852; (1976); A;,
Iodide – Wikipedia,
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Application of 696-41-3, The chemical industry reduces the impact on the environment during synthesis 696-41-3, name is 3-Iodobenzaldehyde, I believe this compound will play a more active role in future production and life.

General procedure: BiCl3-MK10 catalyst (0.1 g) was added to a mixture of indole (2 mmol) and aldehyde (1 mmol), and the mixture was ground in a mortar with a pestle at room temperature. After completion of the reaction (tested by thin-layer chromatography, TLC), ethyl acetate was added and the insoluble catalyst was removed by filtration. The filtrate was dried over anhydrous Na2SO4. The solvent was evaporated under vacuum to furnish the product. All the products were characterized by GC-MS, and selected compounds were characterized by 1H and 13C NMR. NMR data for three representative compounds are given below.

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, 3-Iodobenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ravi; Krishnakumar; Swaminathan; Research on Chemical Intermediates; vol. 41; 8; (2015); p. 5353 – 5364;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 214279-40-0, name is 2-Iodo-4-methoxy-1-nitrobenzene, molecular formula is C7H6INO3, 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. SDS of cas: 214279-40-0

Example 14 Preparation of 2-(5-methoxy-2-nitrophenylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine (Compound 17) A mixture of compound 0113 (150 mg, 0.646 mmol), 1-iodo-5-methoxy-2-nitrobenzene (199 mg, 0.713 mmol), neocuproine hydrate (13 mg, 0.065 mmol), CuI (12 mg, 0.065 mmol) and NaOt-Bu (62 mg, 0.646 mmol) in anhydrous DMF (6 mL) was stirred for 24 h at 110 C. (oil bath) under nitrogen atmosphere. The solvent was removed under high vacuum and the crude purified by column chromatography on silica gel (CH2Cl2/MeOH at 100/1) to obtain target compound 17 as a light yellow solid (60 mg, 24%): LCMS: 384 [M+1]+; 1H NMR (DMSO-d6) delta 1.77 (m, 2H), 2.14 (m, 2H), 2.73 (t, 1H, J=2.4 Hz), 3.69 (s, 3H), 4.24 (t, 2H, J=6.9 Hz), 6.04 (d, 1H, J=2.4 Hz), 6.63 (s, 2H), 6.88 (d 1H, J=6.0 Hz), 7.07 (dd, 1H, J1=2.4 Hz, J2=9.3 Hz), 7.78 (d, 1H, J=6.0 Hz), 8.37 (d, 1H, J=9.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 214279-40-0, its application will become more common.

Reference:
Patent; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2008/234314; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 51628-12-7, 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. 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 26 Preparation of 2-{4-[4-(1-Methyl-2-{[(methylethyl)sulfonyl]amino}ethoxy)phenyl]phenyl}ethanenitrile. Preparation of 4-(cyanomethyl-phenylboronic acid, pinacol ester. Using the method of Murata, M., et al., Y. J. Org. Chem, 62 6458-6459 (1997), 4-iodophenylacetonitrile (23.9 g, 0.100 mol), Et3N (42 ML, 0.30 mol), acetonitrile (400 ML) and Pd(dppf)2Cl2 catalyst ([1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with CH2Cl2) were combined in a 1 L flask and the resulting solution was evacuated and purged with nitrogen three times.The pinacolborane (22 ML, 0.15 mol) was added and the mixture was heated at reflux for 3 h. 1H NMR analysis of an aliquot indicated complete consumption of starting 4-iodophenylacetonitrile.The mixture was cooled to room temperature, concentrated to an oil and taken up in CH2Cl2.This solution was extracted with 0.1 N HCl (3*100 ML) and the organic phase was separated, concentrated and re-dissolved in methyl tert-butyl ether (MTBE).The MTBE solution was passed through a filter packed with silica gel (300 g).The eluant was concentrated to a dark red oil.This oil was extracted with hexanes (500 ML) and the soluble fraction was decanted away from a black oil (5 g). MTBE (5 ML) was added to this oil to give a suspension that was filtered through Celite.This filtrated was combined with the hexanes fraction and the solution was concentrated to an oil.Finally, the oil was re-dissolved in di-isopropyl ether (150 ML) and was diluted with hexanes (400 ML).This mixture was allowed to stand for 2 h, and then filtered to remove a dark precipitate.The resulting amber filtrate was concentrated to an oil, re-dissolved in hexanes (400 ML) and concentrated to 75 ML without added heat.This treatment resulted in the precipitation of the desired intermediate title compound as a golden waxy solid that was air-dried to afford 23.0 g (96.2%): 1H NMR (CDCl3, 300 MHz): delta7.8 (d, 2H); 7.35 (d, 2H); 3.8 (s, 2 H) 1.15 (s, 12H).

The synthetic route of 2-(4-Iodophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Davison, Joshua Zwick; Jones, Winton Dennis; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael; US2003/225266; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, molecular formula is C8H6IN, 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. Quality Control of 2-(2-Iodophenyl)acetonitrile

A mixture of 4-((benzyloxy)methyl)-2H-1,2,3-triazole I58 (1.7 g, 9.0 mmol), 2-(2- iodophenyl)acetonitrile (3.0 g, 12.0 mmol), Fe(acac)3 (1.1 g, 3.0 mmol), CuO (720 mg, 0.9 mmol) and Cs2C03 (6.0 g, 18.0 mmol) in DMF (60 mL) was heated at 90 C under N2 for 30 h. The mixture was diluted with water and extracted with EtOAc. The combined organic extracts were washed with brine, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give the title compound (1.4 g, 51 %) as a yellow oil. LCMS-D: Rt 2.87 min; m/z 305.1 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40400-15-5, its application will become more common.

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,
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460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 460-37-7

1,2-Dibromoethane (0.04 ml, 0.51 mmol) was added to a stirred suspension of zinc (0.45 g, 6.82 mmol) in DMF (3.5 ml). The mixture was stirred at 90 C for 30 min. under nitrogen and then chlorotrimethylsilane (0.013 ml, 0.102 mmol) was added. The mixture was stirred at RT for a further 30 min. and then a solution of 3-iodo-l,l,l- trifluoropropane in DMF (2 ml) was added dropwise . The mixture was stirred at 45 C for 2.5 h. and the resulting solution was transferred via syringe to a second flask charged with intermediate 34 (0.144 g, 0.34 mmol) andbis(triphenylphosphine)palladium (II) dichloride (0.024 g, 0.034 mmol) under nitrogen. The mixture was stirred at 40 C for 1 h. and then allowed to cool down to RT. A saturated solution of ammonium chloride was added and the mixture was extracted with EtOAc. The organic layer was separated, washed with a saturated solution of ammonium chloride and brine, dried (Na2S04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane 0/100 to 100/0). The desired fractions were collected and evaporated in vacuo to yield intermediate 38 (0.07 g, 52%) as a pale brown solid.

The synthetic route of 460-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; CONDE-CEIDE, Susana; MACDONALD, Gregor, James; PASTOR-FERNANDEZ, Joaquin; VAN GOOL, Michiel, Luc, Maria; MARTIN-MARTIN, Maria, Luz; VANHOOF, Greta, Constantia, Peter; WO2011/110545; (2011); A1;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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. Recommanded Product: 1,1,1-Trifluoro-3-iodopropane

Example 296A 3-(2-Methoxyethyl)-5-methyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-6-carbaldehyde 341 mg (2.47 mmol) of potassium carbonate were added to a solution of 285 mg (0.98 mmol) of the compound from Ex. 53A in 9 ml of DMF, and the mixture was stirred at RT for 15 min. Then 664 mg (2.96 mmol) of 1,1,1-trifluoro-3-iodopropane were added, and the mixture was stirred at 50 C. for 19 h. The DMF was then very substantially distilled off and the remaining residue was partitioned between semisaturated sodium chloride solution (200 ml) and ethyl acetate (100 ml). The aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated. The residue obtained was chromatographed using a silica gel cartridge (Biotage, 50 g of silica gel, eluent: hexane/ethyl acetate). 254 mg (69% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 10.11 (s, 1H), 4.18 (t, 2H), 4.06 (t, 2H), 3.53-3.48 (m, 2H), 3.24 (s, 3H), 2.84-2.75 (m, 5H). LC/MS (Method 3, ESIpos): Rt=1.10 min, m/z=365 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 460-37-7, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2401-21-0,Some common heterocyclic compound, 2401-21-0, name is 1,2-Dichloro-3-iodobenzene, molecular formula is C6H3Cl2I, 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.

PREPARATION 5 A mixture of p-aminopropiophenone (5 g), pyridine (2.7 g), and iodobenzene dichloride (7.5 g) in tetrahydrofuran (150 ml) was stirred for 3 hours at 0¡ã to 5¡ã C. The insoluble materials were filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in chloroform, washed with an aqueous solution of sodium hydrogen sulfite, dried over magnesium sulfate, and concentrated to give an oil (8.8 g). The oil was subjected to column chromatography on silica gel eluding with chloroform. The fractions containing the desired compound were combined and concentrated under reduced pressure. The residual oil was triturated with a mixture of hexane and ethyl acetate to give pale yellow crystals of 4′-amino-3′-chloropropiophenone (1.1 g). mp: 79¡ã to 80¡ã C. IR (Nujol): 3500, 3380, 1670, 1620, 1595 cm-1. NMR (CDCl3, delta): 1.20 (3H, t, J=7 Hz), 2.88 (2H, q, J=7 Hz), 4.50 (2H, broad s), 6.72 (1H, d, J=8 Hz), 7.68 (1H, dd, J=8 Hz, 2 Hz), 7.88 (1H, d, J=2 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Dichloro-3-iodobenzene, its application will become more common.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4866091; (1989); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com