Category: 74-88-4

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. 74-88-4, name is Iodomethane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Iodomethane

To a solution of compound 2 (1 mmol) and K2CO3(1 mmol) in DMF (10 mL) was added methyl iodide (1 mmol), the resulting mixture was stirred with heating atroom temperature for 6 h. The mixture was extracted withethyl acetate, then combined the organic phases, dried(MgSO4) and concentrated under pressure to give the crudeproduct. The crude product was purified by the silica gelcolumn chromatography (petroleum ether /ethyl acetate,5:1) to give the desired product 4a.

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 74-88-4.

Reference:
Article; Wu, Jie; Ma, Song; Zhang, Tian-Yi; Wei, Zhi-Yu; Wang, Hui-Min; Guo, Fang-Yan; Zheng, Chang-Ji; Piao, Hu-Ri; Medicinal Chemistry Research; vol. 28; 7; (2019); p. 959 – 973;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 74-88-4, 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. 74-88-4, name is Iodomethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of N-(tert-butoxycarbonyl)-L-isoleucine (1.24 g, 5.4 mmol, 1.0 equiv) in 35 mL THF was cooled to 0 C and slowly treated with NaH (60 % in mineral oil; 0.64 g, 16.1 mmol, 3.0 equiv). CH3I (6.1 g, 42 mmol, 8.0 equiv) was added and the reaction was stirred for 24 h at ambient temperature. Diethyl ether was added and the organic layer was washed with H2O twice. The combined aqueous layers were acidified with citric acid (pH 3) and extracted with EtOAc. The combined organic phases were washed with Na2S2O3 solution and brine and dried over Na2SO4. Removal of the volatiles left the title compound as a colourless oil (1.18 g, 90%). IR 2971 (w), 2934 (w), 2880 (w), 1741 (m), 1694 (s), 1478 (w), 1457 (m), 1436 (m), 1392 (m), 1366 (m), 1332 (m), 1312 (m), 1198 (m), 1143 (s), 1047 (w), 1033 (w), 999 (m), 937 (w), 913 (w), 868 (w), 772 (m), 727 (w). 1H NMR (500 MHz, CDCl3) delta 0.90 (t, J = 7.4 Hz, 3H, H-6), 0.99 (d, J = 6.6 Hz, 3H, H-4), 1.10 (ddd, J = 13.7, 8.9, 7.4 Hz, 1H, H-5a), 1.47 (br s, 10H, H-10/11/12 & H-5b, overlapped), 1.94-2.14 (m, 1H, H-3), 2.86 (s, 3H, H-7), 4.26 (m, 1H, H-2), 9.46 (br s, OH). 13C NMR (125 MHz, (CD3)2SO) delta 10.3 (C-6), 15.8 & 15.9 (C-4), 24.6 (C-5), 27.9 (C-10/11/12), 30.3 & 30.7 (C-7), 32.8 & 33.0 (C-3), 61.4 & 63.0 (C-2), 79.1 (C-9), 154.8 & 155.3 (C-8), 172.1 (C-1). HRMS (ESI) m/z [M-H]- calcd for C12H22NO4- 244.15433, found 244.15495. [alpha]20D +2.6 (c 1.8, CH3CO2H).

The synthetic route of Iodomethane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wunder, Anja; Rothemund, Matthias; Schobert, Rainer; Tetrahedron; vol. 74; 38; (2018); p. 5138 – 5142;,
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. 74-88-4, name is Iodomethane, A new synthetic method of this compound is introduced below., Safety of Iodomethane

3,4-Dimethoxy-5-iodo-benzaldehyde (compound 102, FIG. 1) A mixture of 5-iodovanillin (7 g, 25.18 mmole), potassium carbonate (8.78 g, 63.53 mmole) and iodomethane (6.43 g, 45.30 mmole) was suspended in 60 mL of DMF and stirred at room temperature for 14 hours. The reaction mixture was quenched with water and extracted with diethyl ether. The organic layer was dried over MgSO4, filtered and evaporated in vacuo to obtain a solid which was recrystallized from hexane/ethyl acetate (2:1) (6.28 g, 85.4%).

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:
Patent; CytoMed, Inc.; US5358938; (1994); A;,
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. 74-88-4, name is Iodomethane, A new synthetic method of this compound is introduced below., SDS of cas: 74-88-4

m-Iodophenol (5.5 g, 25 mmol) was dissolved in water containing KOH (1.4 g, 25 mmol). A cold solution of diazotized sulfanilic acid (5.1 g, 27.5 mmol) was added to the mixture with stirring at rt for 30 min followed by the addition of sodium hydrosulfite (12 g, 69 mmol). The colour of the solution was changed immediately upon the addition of sodium hydrosulfite and the solution was stirred at 45 C for 20 min. Diethyl ether was added to the mixture, the mixture was filtered and the filtrate was concentrated. The solid was recrystallized from hot water to yield needles. Methyl iodide was added (0.98 mL, 15.7 mmol) to 4-amino-3-iodophenol (3.71 g, 15.8 mmol) in DMF (70 mL) in the presence of Cs2CO3 (13.45 g, 41.3 mmol). The reaction was left at rt for 48 h. The mixture was then diluted with water, extracted with diethyl ether, the combined organic extracts were washed with water, dried over Na2SO4, filtered and concentrated. The product was purified by silica gel column chromatography (PE/EtOAc 9:1) and obtained 4-methoxy-2-iodoaniline (15) as a light brown oil (3.36 g, 54%) from m-iodophenol.To a solution of 4-methoxy-2-iodoaniline (3.0 g, 12.0 mmol) in THF (20 mL) was added di-tert-butyl dicarbonate (3.15 g, 14.5 mmol). The reaction mixture was refluxed for 2 days then quenched with water (15 mL). The solution was extracted with Et2O (3×20 mL) and the combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated. The crude mixture was purified by silica gel column chromatography (2% EtOAc in PE) to yield N-Boc-2-iodo-4-methoxy aniline as a light brown solid (3.72 g, 89%). 1H NMR (500 MHz, CDCl3, delta): 7.82 (s, 1H), 7.29 (d, J=3.0 Hz, 1H), 6.88 (dd, J=9.0, 3.0 Hz, 1H), 6.53 (s, 1H), 3.75 (s, 3H), 1.52 (s, 9H); 13C NMR (125 MHz, CDCl3, delta): 156.21, 153.21, 132.54, 123.89, 122.24, 115.05, 80.87, 55.85, 28.48; IR (KBr, cm-1): 3322, 2983, 1718; HRMS (ESI): (M+Na)+ calcd for +C12H163INNaO 372.0067, found 372.0071.

The synthetic route of 74-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jana, Goutam Kumar; Sinha, Surajit; Tetrahedron; vol. 68; 35; (2012); p. 7155 – 7165;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 74-88-4,Some common heterocyclic compound, 74-88-4, name is Iodomethane, molecular formula is CH3I, 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: Following an adaptation of the procedure of McKillop et al.7, anaqueous solution of 1.20 g of NaOH (30 mmol, 3.0 eq.) in 50 mL of deionized water was added to astirring solution of 2.31 g (10 mmol) of 2-bromo-isovanillin (2-bromo-3-hydroxy-4-methoxybenzaldehyde)in 50 mL of dichloromethane. Next, phase transfer catalyst was added, as 3.40 g of eithertetrabutylammonium hydrogen sulfate (TBAHS, 10.0 mmol, 1.0 eq.) or recycled catalyst (assuming thatthe recovered catalyst is tetrabutylammonium hydroxide, 2.6 g is 10 mmol, 1.0 eq). Once dissolved, 17g (120 mmol, 12 eq.) of methyl iodide was then added to the mixture and the reaction was allowed tostir at room temperature. Reaction progress was monitored by HPLC. As monitored by HPLC, reactionprogress generally showed complete turnover to product with no side products by 3 hours, however thesolution was typically allowed to stir overnight for convenience. The reaction mixture was extracted with3 x 50 mL portions of CH2Cl2. The combined organic extracts were washed with brine and deionizedwater, dried over MgSO4, filtered, and concentrated by evaporation under reduced pressure to yield aeither a white or yellow solid. To remove catalyst, the solid was first ground to a fine powder with amortar and pestle. This solid was poured on top of a 2 – 3 cm layer of dry silica gel in a 3 – 4 cm (I.D.)sintered glass fritted Buchner funnel. The solid was extracted with 1:5 ethyl acetate:hexanes in 75 mLportions by pouring the solvent mixture over the dry solids with vacuum suction to collect the solutionin a round bottom flask. Allow the solids to dry between solvent portions for best separation. The first1250 mL typically contained 85 – 95% of pure product. The combined eluent was evaporated to drynessunder reduced pressure to afford a dense, white, flakey solid (2.06 g, 90%). If the product was found tocontain non-halogenated contaminants from the previous step, pure halogenated product was easilyobtained by recrystallization from hexanes. The phase transfer catalyst, presumably a mixture oftetrabutylammonium salts, was recovered by either scooping it out of the filter or by eluting with ethylacetate.

The synthetic route of 74-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maresh, Justin J.; Ralko, Arthur A.; Speltz, Tom E.; Burke, James L.; Murphy, Casey M.; Gaskell, Zachary; Girel, Joann K.; Terranova, Erin; Richtscheidt, Conrad; Krzeszowiec, Mark; Synlett; vol. 25; 20; (2014); p. 2891 – 2894;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 74-88-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 74-88-4 as follows.

General procedure: Iodomethane (1.606mmol) was added to a stirred solution of 1a (0.143mmol) and anhydrous potassium carbonate (0.352mmol) in dry CH2Cl2(2 mL), in an N2atmosphere at 55 C. The mixture was stirred for 24h and iodomethane (1.606mmol) was added once again and stirred for another 24h. After 48h, the reaction mixture was diluted in water (50 mL) and the aqueous phase was extracted with dichloromethane (3 x 50 mL). The resulting organic phase was washed with brine, dried over Na2SO4, filtered and evaporated. In order to produce a white solid, the organic phase was purified by silica gel chromatography using a gradient elution of C6H12/CH2Cl2(Yield: 24%).

According to the analysis of related databases, 74-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cargnin, Simone Tasca; Staudt, Andressa Finkler; Medeiros, Patricia; de Medeiros Sol Sol, Daniel; de Azevedo dos Santos, Ana Paula; Zanchi, Fernando Berton; Gosmann, Grace; Puyet, Antonio; Garcia Teles, Carolina Bioni; Gnoatto, Simone Baggio; Bioorganic and Medicinal Chemistry Letters; vol. 28; 3; (2018); p. 265 – 272;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 74-88-4, The chemical industry reduces the impact on the environment during synthesis 74-88-4, name is Iodomethane, I believe this compound will play a more active role in future production and life.

In 10 ml of N,N-dimethylformamide was dissolved 1.8 g (10.6 mmol) of 2-chloro-6-methylbenzoic acid, and then, 1.49 g (10.8 mmol) of potassium carbonate and 2.7 ml of methyl iodide were added to the solution, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, water was added to the reaction mixture and the mixture was extracted with diethyl ether. The organic layer was successively washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was applied to silica gel column chromatography (eluent: hexane/ethyl acetate=9/1(volume ratio)) to obtain 1.69 g of the title compound as pale yellowish liquid. CI-MS (m/z); 171 (M++1).1H-NMR (delta, CDCl3); 2.32 (s, 3H), 3.95 (s, 3H), 7.10 (t, J=4.3Hz, 1H), 7.22-7.23 (m, 2H).

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, Iodomethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ube Industries, Ltd.; EP1408033; (2004); 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. 74-88-4, name is Iodomethane, A new synthetic method of this compound is introduced below., Application In Synthesis of Iodomethane

To a solution of 5-bromo-2-iodo-phenol (1.00 g, 3.35 mmol) in acetone (10.0 mL) was added iodomethane (951 mg, 6.70 mmol) and anhydrous potassium carbonate (926 mg, 6.70 mmol) at it. The reaction mixture was stirred at it for 12 hrs. On completion, the reaction mixture was filtered. The filtrate was concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ether) to give the title compound (1.00 g, 96% yield). MR (400MHz, CDC13) delta = 7.61 (d, J =8.4 Hz, 1H), 6.95 (d, J =1.8 Hz, 1H), 6.87 (dd, J =8.4 Hz, 1.8 Hz, 1H), 3.89 (s, 3H).

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:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (358 pag.)WO2017/156165; (2017); 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. 74-88-4, name is Iodomethane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: CH3I

To a solution of 3-iodo-4-hydroxy-5-methoxybenzaldehyde (1.05 g, 3.78 mmol) in CH2Cl2 (50.0 mL) was added aqueous NaOH solution (1.93 g in 30.0 mL of water) and tbutylammonium iodide (2.09 g, 5.66 mmol) and stirred until clear. Methyl iodide (2.80 mL, 45.8 mmol) was added to the reaction mixture and stirred for 12 h at room temperature. The reaction was quenched with 6N HCl, and the organic product was extracted with CH2Cl2, washed with brine, dried, and concentrated to give a solid. The solid was chromatographed (pentane:dichloromethane, 1:1) to give a white solid. (Yield: 957 mg, 3.28 mmol, 87%). 1H NMR (d1-CDCl3, 400 MHz, 20C): delta = 9.81 (s, 1H, C(O)H), 7.83 (d, J = 1.8 Hz, 1H, ArH), 7.39 (d, J = 1.8 Hz, 1H, ArH), 3.91 (m, 6H, 2x OCH3). 13C NMR (d1-CDCl3, 100 MHz, 20C): delta = 189.7, 154.1, 153.0, 134.6, 133.9, 111.1, 92.1, 60.6, 56.1. ESMS calcd for C9H10IO3 [M+H]+ : 292.9669, found 292.9675.

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 74-88-4.

Reference:
Article; Waghorn, Philip A.; Jackson, Mark R.; Gouverneur, Veronique; Vallis, Katherine A.; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 117 – 129;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 74-88-4, 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. 74-88-4 name is Iodomethane, 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.

l,5-Dichloro-2-iodo-3-methoxybenzene (10a)To the crude material from the preparation of 3,5-dichloro-2-iodophenol (9) in DMF (300ml) was added CS2CO3 (63.7g, 196mmol) and Mel (14.4ml, 231mmol). After 16 h, the reaction mixture was filtered over Celite, concentrated, and then partitioned between EtOAc and 2M HC1. Separation of the organic phase and concentration provided an oil, which was triturated from PE to provide the title compound as a pale yellow solid; (32g, 57%).NMR (CDCI3) delta 7.19 (1H, d, J2.2), 6.74 (1H, d, J2.2), 3.95 (3H, s);MS (m/e) No MI observed, Rt 1.15min (QC Method 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Iodomethane, and friends who are interested can also refer to it.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; ASTRAZENECA UK LIMITED; BARNES, Michael, Christopher, Stratton; FLACK, Stephen, Sean; FRASER, Ian; LUMLEY, James, Andrew; PANG, Pui Shan; SPENCER, Keith, Charles; TIBERGHIEN, Nathalie, Anne, Laure; TOMKINSON, Gary, Peter; WO2011/151651; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com