Category: iodides-buliding-blocks

Synthetic Route of 608-28-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 608-28-6 name is 2-Iodo-1,3-dimethylbenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Under nitrogen atmosphere, Cu2O (10 mol %), DABCO (25 mol %), and a stirring bar were added into a 10 mL oven-dried sealed glass tube (as shown in Figure S1). Then NMP (0.5 mL), aryl iodides (0.125 mmol, 1.0 equiv.) and PhSiH3 (0.75 mmol, 6 equiv.) were injected by syringe. The tube was then sealed and CO2 (0.67 mmol, 5.4 equiv., 15 mL) as well as NH3 (0.67 mmol, 5.4 equiv., 15 mL) were injected by syringe after N2 was removed under vacuum. Finally, the mixture was stirred for 24 hr in a pre-heated-to-130 C alloyed block. After the reaction was finished, the tube was cooled to room temperature and the pressure was carefully released. The yield of were measured by GC analysis using dodecane as the internal standard or by flash chromatography on silica gel (petroleumether/ethyl acetate).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-1,3-dimethylbenzene, and friends who are interested can also refer to it.

Reference:
Article; Wang, Hua; Dong, Yanan; Zheng, Chaonan; Sandoval, Christian A.; Wang, Xue; Makha, Mohamed; Li, Yuehui; Chem; vol. 4; 12; (2018); p. 2883 – 2893;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 628-77-3, 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. 628-77-3, name is 1,5-Diiodopentane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1 ,5-diiodopentane (1 .54 mL, 3.35 g, 10.4 mmol) was added to a stirred solution of the phenol 12 (8.74 g, 20.7 mmol), TBAI (750 mg, 2.05 mmol) and K2003 (3.15 g, 22.8 mmol) in dry DMF (60 mL). The reaction mixture was heated to 70 00 and stirred under an argon atmosphere for 16 hours at which point analysis by LC/MS revealed substantial productformation at retention time 2.21 minutes, ES+ mlz 935 [M+ Na], 913 [M+ H]. The reaction mixture was allowed to cool to room temperature and the DMF was removed by evaporation in vacuo. The resulting residue was red issolved in EtOAc (200 mL) and the aqueous phase was washed with water (3 x 40 mL), brine (50 mL), dried (MgSO4), filtered and evaporated in vacuo to provide the crude product. Purification by lsoleraTM(Hexane/EtOAc, SNAP Ultra 100 g, 100 mL per minute) gave the bis-ether 13 (eluting at60% Hexane/EtOAc) as a yellow foam (6.75 g, 71% yield).

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, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIMMUNE LIMITED; HOWARD, Philip Wilson; GREGSON, Stephen John; (228 pag.)WO2018/69490; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, 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 16932-44-8, category: iodides-buliding-blocks

General procedure: For a typical reaction, a Vapourtec 2R+ Series was used as the platform with a Vapourtec Gas/Liquid Membrane Reactor to load the carbon monoxide. The HPLC pump were both set at 0.125 mL/min, temperature of the reactor at 110 C, pressure of CO at 15 bar with a back pressure regulator of 250 psi (17.24 bar). The system was left running for 2 h to reach steady state after which time the flow streams were switched to pass from the loops where the substrates and catalysts were loaded. The first loop (5 mL) was filled with a solution of palladium acetate (20 mg, 0.08 mmol), triphenylphosphine (48 mg, 0.168 mmol) in 6 mL of 1,4-dioxane while the second loop (5 mL) was filled with a solution made from the ortho-substituted iodoarene substrate (1.68 mmol), triethylamine (0.272 g, 0.374 mL, 2.69 mmol) and water (0.505 g, 28 mmol) in 5.8 mL of 1,4-dioxane. An Omnifit column filled with 1.71 cm3 (r = 0.33 cm, h = 5.00 cm) of cotton was positioned just before the back pressure regulator to trap any particulate matter formed to avoid blocking of the back pressure regulator. After the substrates were passed through the system, the outlet of the flow stream was directed into a receptacle where the excess carbon monoxide gas was vented off in the fume cupboard. The reaction mixture was then evaporated to dryness, ethyl acetate (25 mL) and sodium carbonate solution (2 M, 10 mL) were added and transferred to a separating funnel. After collecting the aqueous layer, the organic layer was extracted with sodium carbonate solution (2 M, 2 × 10 mL). The combined aqueous layers were acidified by the addition of 2 M HCl solution which was then extracted with ethyl acetate (3 x 25 mL). The organic layer was dried over sodium sulfate, and the solvent evaporated under vacuum to give the crude product as a solid. The crude product was then recrystallised from the appropriate solvent.

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:
Article; Mallia, Carl J.; Walter, Gary C.; Baxendale, Ian R.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1503 – 1511;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 13194-68-8, A common heterocyclic compound, 13194-68-8, name is 4-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

General procedure: A mixture of CuCl (5 g, 50.5 mmol) and pyridine (50 mL) was stirred at r.t. for 30 min. The suspension was filtered and the halogenated aniline (1.5 equiv) was added to the green solution. Air was bubbled through the solution for 18 h. The residue was diluted with CH2Cl2 (200 mL) and aq 1 M HCl (100 mL). The aqueous layer was extracted with CH2Cl2 (3 × 100 mL). The combined organic layers were washed with H2O (100 mL), dried (MgSO4), and concentrated.The crude product was recrystallized from EtOH.

The synthetic route of 13194-68-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Koehl, Isabel; Luening, Ulrich; Synthesis; vol. 46; 17; (2014); p. 2376 – 2382;,
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. 214279-40-0, name is 2-Iodo-4-methoxy-1-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4-methoxy-1-nitrobenzene

To a solution of 3-iodo-4-nitroanisole (2.79 g, 10.0 mmol) in anhydrous THF (10 mL) at minus 40C under a nitrogen atmosphere, phenylmagnesium chloride (2 M in THF, 4.2 mL, 8.3 mmol) was added dropwise at a rate such that the temperature would not exceed minus 35C. Upon completion of the addition, the mixture was stirred at minus 40C for two hours, followed by addition of trimethylacetaldehyde (1.1 mL, 10 mmol). The mixture was stirred at minus 40C for two hours and then at room temperature for another one hour. The reaction was then quenched with brine (100 mL), and the mixture was extracted with CH2CI2 (40 mL) three times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel column chromatography to yield racemic (R/S)-l -(5-methoxy-2-nitrophenyl)-2,2-dimethyl- l-propanol (1.76 g, 88%). 1H NMR (400 MHz, CDCk): delta 7.89 (d, 1 H, J = 9.2 Hz, Ph-H), 7.27 (d, 1 H, J = 2.8 Hz, Ph-H), 6.84 (dd, 1 H, J= 8.8 and 2.8 Hz, Ph-H), 5.62 (d, 1 H, J= 4.0 Hz, PhCH), 3.89 (s, 3 H, OCH3), 2.08 (d, 1 H, J= 4.0 Hz, OH), 0.89 (s, 9 H, C(CH3)3).

According to the analysis of related databases, 214279-40-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); 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. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Iodo-2-(trifluoromethyl)benzonitrile

A suspension of frans-1-(4-methoxybenzyl)hexahydropyrano [3,4-cfl imidazol-2(3/-/)-one [racemic (±)] (0.25 g, 0.95 mmol), 4-iodo-2-(trifluoromethyl)benzonitrile (0.28 g, 0.95 mmol), frans-A/,A/’-dimethylcyclohexane-1 ,2-diamine (0.032 g, 0.29 mmol) and potassium carbonate (0.395 g, 2.86 mmol) in toluene (15 ml_) was degassed for 30 min in a microwave vial. Cul (0.009 g, 0.05 mmol) was added and the vial was sealed with an aluminum cap. The sealed vial was kept in a preheated oil bath at 1 10 C and stirred for 12 h. The reaction mixture was cooled to RT, filtered through a pad of celite, and filtrates were concentrated under reduced pressure to give a black residue. The residue was purified by column chromatography on silica gel (dichloromethane/methanol = 100:0 to 99: 1 ) to give the title compound (0.17 g, 41.0%) as an off white solid. LCMS: m/z 432.1 [M+H]+; H NMR (400 MHz, CDCI3) delta 7.80-7.74 (m, 2H), 7.54 (d, 1 H), 7.20 (d, 2H), 6.84 (d, 2H), 4.50 (d, 1 H), 4.40-4.30 (m, 2H), 4.15-4.05 (m, 1 H), 3.80 (s, 3H), 3.65 (ddd, 1 H), 3.50-3.20 (m, 2H), 3.10 (ddd, 1 H), 1.90 (d, 1 H), 1 .72-1.68 (m, 1 H).

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 101066-87-9.

Reference:
Patent; NOVARTIS AG; BOCK, Mark; CHIKKANNA, Dinesh; GERSPACHER, Marc; KHAIRNAR, Vinayak; LAGU, Bharat; PANDIT, Chetan; WO2013/84138; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 35944-64-0, The chemical industry reduces the impact on the environment during synthesis 35944-64-0, name is 3-Iodo-4-methylaniline, I believe this compound will play a more active role in future production and life.

4-(5-Amino-2-methyl-phenyl)-2-methyl-but-3-yn-2-ol 3-Iodo-4-methylaniline (100 g), bis(triphenylphosphine)palladium (II) chloride (6.0 g), triphenylphosphine (112 g) and 2-methyl-but-3-yn-2-ol (83 mL) were added to piperidine (600 mL) and stirred at reflux under an inert atmosphere for 4 hours. The piperidine was removed in vacuo to afford a viscous black sludge. The slurry was stirred in diethyl ether (300 mL) before being acidified with aqueous citric acid (500 mL). The aqueous was washed with another portion of diethyl ether (150 mL), the ether layers were combined and re-extracted with aqueous citric acid (500 mL), the combined aqueous layer was then basified with potassium carbonate, extracted with diethyl ether (3*500 mL), dried (MgSO4) and the solvent removed in vacuo to yield a black viscous oil. The oil was dissolved in 80% diethyl ether/iso-hexane and passed down a 4 inch plug of silica eluding with 80% diethyl ether/iso-hexane. On removal of the solvent an orange oil was obtained which solidified overnight (87 g); MS m/e MH+190.

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-Iodo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2008/194552; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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. Safety of 5-Iodo-2-methylaniline

General procedure: The aromatic azides are prepared (Scheme 2) by addition of 6 NHCl solution to stirring dichloromethane solution of the appropriate amine at 0 C followed by drop wise saturated aqueous solution of NaNO2 and the contents stirred for 30 min. To the reaction mixture, added NaN3 stirred the contents for further 30 min.The contents were allowed to attain room temperature, the two phases were separated, and the aqueous phase extracted with DCM. The combined organic layers were washed with aqueous solution of NaHCO3, followed by then brine solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the aryl azides which were used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 83863-33-6, its application will become more common.

Reference:
Article; Majeed, Rabiya; Sangwan, Payare L.; Chinthakindi, Praveen K.; Khan, Imran; Dangroo, Nisar A.; Thota, Niranjan; Hamid, Abid; Sharma, Parduman R.; Saxena, Ajit K.; Koul, Surrinder; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 782 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25245-29-8,Some common heterocyclic compound, 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, molecular formula is C9H11IO3, 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.

General procedure: A mixture of a (hetero)aryl iodide 3 (2.00 mmol), PdCl2(PPh3)2 (28.1 mg, 0.04 mmol,2 mol %), and CuCl (7.92 mg, 0.08 mmol, 4 mol %) was dissolved in DMSO (2.00mL) in a 80 mL microwave vessel equipped with a stirring bar and a septum and was degassed with N2 for 5 min. After addition of trimethylsilylacetylene (0.42 mL,3.00 mmol) and dry triethylamine (0.55 mL, 4.00 mmol) the solution was stirred atroom temperature for 1 h.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodo-1,2,3-trimethoxybenzene, its application will become more common.

Reference:
Article; Klukas, Fabian; Grunwald, Alexander; Menschel, Franziska; Mueller, Thomas J. J.; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 672 – 679;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 58313-23-8, The chemical industry reduces the impact on the environment during synthesis 58313-23-8, name is Ethyl-3-iodobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of an appropriate unnatural amino acid carboxamide 6 (0.15-0.2 mmol, 1 equiv), an appropriate aryl iodide (5 equiv), Pd(OAc)2 (10 mol%) and AgOAc (2.5 equiv) in anhydrous toluene (2-3 mL) was heated at 110 C for 15-24 h under a nitrogen atm or in a sealed tube. After the reaction period, the reaction mixture was concentrated under reduced pressure to afford a crude reaction mixture, which was purified by column chromatography on neutral alumina or silica gel (eluent EtOAc:hexane) to give the corresponding arylated amino acid (see the respective Schemes/Tables for the specific entries). 3.4.18. Ethyl 3-(1-(1,3-dioxoisoindolin-2-yl)-4-oxo-4-(quinolin-8-ylamino)butan-2-yl)benzoate (8u). The compound 8u was obtained after purification by column chromatography on silica gel (EtOAc:hexane 40:60) as a colourless solid (59 mg, 77%); Rf (40% EtOAc/hexane) 0.3; mp: 142-144 C; IR (DCM): 3054, 2986, 1713, 1266, 743 cm-1; 1H NMR (400 MHz, CDCl3): dH 9.72 (1H, br. s), 8.80-8.79 (1H, m), 8.45 (1H, d, J 7.5 Hz), 8.12-8.10 (2H, m), 7.92 (2H, d, J 7.6 Hz), 7.67-7.62 (3H, m), 7.56 (2H, dd, J1 5.6, J2 3.0 Hz), 7.46-7.33 (4H, m), 4.37 (2H, q, J 7.1 Hz), 4.10-3.97 (3H, m), 3.08-2.97 (2H, m), 1.39 (3H, t, J 7.1 Hz); 13C NMR (CDCl3, 101 MHz): dC 168.9, 168.3, 166.4, 148.1, 141.3, 138.1, 136.2, 134.1, 133.8, 132.6, 131.8, 131.0, 128.8, 128.6, 127.7, 127.2, 123.1, 121.6, 121.4, 116.2, 61.0, 43.1, 41.8, 40.8, 14.4; HRMS (ESI) calcd for C30H26N3O5 [MH] 508.1872 found 508.1847.

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

Reference:
Article; Tomar, Radha; Bhattacharya, Debabrata; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 75; 17; (2019); p. 2447 – 2465;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com