Month: July 2021

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 54811-38-0 as follows. category: iodides-buliding-blocks

Under nitrogen protection,5-iodo-2-methylbenzoic acid (49.33 g, 0.188 mol) was added to anhydrous dichloromethane(300 mL), to which oxalyl chloride (26. 27 g, 0.207 mol) was added with stirring. N, N-dimethylformamide (1.64 g, 18. 8-01) was slowly added dropwise, and a large amount of gas was generated, and the dropping speed was slow.After the addition was complete, the mixture was stirred at room temperature overnight and the solution became clear. HPLC control reaction (take 0. lmL reaction solution dissolved in lmL methanol, shake at room temperature 5-lOmin, take a little by HPLC analysis.), The organic volatiles were evaporated in vacuo on a rotary evaporator to give 5-iodo-2-methylbenzoyl chloride

According to the analysis of related databases, 54811-38-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI TIANCI BIOLOG VALLEY BIOLOG ENGINEERING CO LTD; Li, XinJuanZi; Wang, Xun; Ma, Xilai; Li, Yonggang; Lu, Xinghong; Li, Jianzhi; (21 pag.)CN103570671; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 628-77-3, 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. 628-77-3 name is 1,5-Diiodopentane, 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.

Compound 259a:[332] In a smal] vial dissolved Compound 8 (0.100 g, 0.340 mmol) in DMF (5 ml) with stirring at room temperature. 1,5-diiodopentane (0.506 ml, 3.40 mmol) was added fol]owed by the addition of potassium carbonate (0.070 g, 0.510 mmol). The reaction was covered in foil and stirred at room temperature overnight. The reaction was diluted with dichloromethane and washed with aqueous ammonium chloride and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica ptlc using 50% ethyl acetate in hexane to give Compound 259a (0.045 g, 7.32 mumol, 27 % yield). 1H NMR (400 MHz, CDCl3): delta 1.64 (m, 2H), 1.94 (M, 4H), 3.24 (t, 2H, J = 6.5 MHz), 3.52 (dd, IH, J = 4.0, 16.6 MHz), 3.73 (dd, IH, J = 10.5, 16.6 MHz), 3.98 (s, 3H), 4.12 (m, 2H), 4.50 (dt, IH, J = 4.0, 11.2 MHz), 6.84 (s, IH), 7.13 (t, IH, J = 6.0 MHz), 7.29 (m, 2H), 7.57 (s, IH), 7.90 (d, IH, J = 4.4 MHz), 8.29 (d, IH, J = 8.0 MHz). MS (m/z), found 533.3 ([M]++K).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Diiodopentane, and friends who are interested can also refer to it.

Reference:
Patent; IMMUNOGEN, INC.; LI, Wei; FISHKIN, Nathan, Elliott; ZHAO, Robert, Yongxin; MILLER, Michael, Louis; CHARI, Ravi, V., J.; WO2010/91150; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, molecular formula is C9H9IO2, 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: 103440-52-4

STEP-7: To a stirred solution of compound-7 (1.0 eq) in 20 Vol of carbon tetrachloride and added N-bromosuccinimide (1.1 eq) followed by catalytic amount of benzoyl peroxide (0.1 eq). Reaction mixture was later refluxed for 24 h. The reaction mixture was filtered to remove succinmide and the filtrate was washed with brine, dried over anhydrous Na2SO4 and evaporated under reduced pressure. Crude residue was purified by silica gel chromatography Results: TABLE 7 1H NMR (CDCl3, 400 MHz) delta splitting pattern and J value Protons Group 7.63 d 1 H ArH 7.54 d 1 H ArH 7.04 d 1 H ArH 4.56 s 2 HCH2Br 3.88 s 3 HOCH3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103440-52-4, its application will become more common.

Reference:
Patent; KRISANI BIOSCIENCES (P) LTD; US2011/281893; (2011); 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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO2

3-Iodo-4-methylbenzoic acid (l. Og, 3. 8mmol) was heated at 80C in thionyl chloride (lOml) for 2hrs. The reaction was allowed to cool to room temperature and the excess thionyl chloride evaporated under vacuum. The residue was dissolved in DCM (lOml), cyclopropylamine (0. 32ml) and sodium carbonate (2. 0g) were added to the solution. The reaction was stirred at room temperature for 18hrs, filtered and the filtrate reduced to dryness under vacuum. The residue was triturated with ether to give N-cyclopropyl-3- iodo-4-methylbenzamide as a white solid (l. lg). NMR: 8H [2H6]-DMSO 8.46, (1H, d), 8.24, (1H, d), 7.74, (1H, dd), 7.38, (1H, d), 2.82, (1H, m), 2.38, (3H, s), 0.67, (2H, m), 0.55, (2H, m).

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; SMITHKLINE BEECHAM CORPORATION; WO2003/93248; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19718-49-1, A common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, 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 methyl 4-amino-3-iodobenzoate (5. OG, 18.0 mmol), di-tert-butyl dicarbonate (4.7g, 21.7 mmol), triethylamine (7.6 mL, 54.2 mmol), 4- (dimethylamino) pyridine (22mg, 0.18 mmol), and dichloromethane (150 mL) was heated overnight at 40 C, cooled to room temperature, concentrated under vacuum, diluted with ethyl acetate, washed with water and brine, dried (MGS04), filtered and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the 3.4g (50%) of the desired product. MS (ESI) m/e 395 (M+NH4) + ; IH NMR (300 MHz, DMSO-D6) 8 8.51 (s, 1H), 8.33 (d, J=2.0 Hz, 1H), 7.92 (dd, J=2.0, 8.5 Hz, 1H), 7.67 (d, J=8.5 Hz, 1H), 3.84 (s, 3H), 1.48 (s, 9H).

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; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, molecular formula is C6F13I, 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 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane

22.3 g (50 mmol) of perfluoroalkyl iodide compound B-a, 17.4 g (100 mmol) of insurance powder, 8.4 g (100 mmol) of sodium hydrogencarbonate, 40 mL of acetonitrile, 60 mL of water were added to the reaction flask.Stir at room temperature overnight.After completion of the reaction, the system was extracted with ethyl acetate three times, and then washed three times with brine, dried, filtered and evaporated to dryness. The obtained crude product was recrystallized from isopropyl alcohol to give 12.4 g of product B2, yield 61%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 355-43-1, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Zhang Wei; Zhang Lijun; Xu Yongchang; Hu Jinbo; (12 pag.)CN109761953; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 31827-94-8, 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. 31827-94-8 name is 2-Bromo-1-(4-iodophenyl)ethanone, 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.

Example 32B 2-[2-(4-Iodo-phenyl)-2-oxo-ethyl]-malonic Acid Diethyl Ester Under N2, diethyl malonate (Aldrich, 8.0 g, 50 mmol) was treated with sodium hydride (1.2 g, 50 mmol) in dry THF (120 mL) at 0′ C. for 30 minute. The solution of the product of Example 32A (15.8 g, 48.6 mmol) in THF (30 mL) was then slowly added at 0′ C. and the reaction mixture stirred additional 30 minutes at room temperature. It was quenched with water (10 mL) carefully and diluted with ethyl acetate (200 mL). The mixture was then washed with brine (3*20 mL). The organic solution was concentrated to give the title compound as oil (15 g, 74%). 1H NMR (300 MHz, CDCl3) delta 1.25-1.32 (m, J=7.1, 7.1 Hz, 7H), 3.57 (d, J=7.1 Hz, 2H), 4.16-4.29 (m, 4H), 7.69 (d, J=8.5 Hz, 2H), 7.84 (d, J=8.8 Hz, 2H) ppm; MS (DCl/NH3) m/z 405 (M+H)+, 422 (M+NH4)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-(4-iodophenyl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; Abbott Laboratories; US2005/159597; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 69113-59-3, name is 3-Iodobenzonitrile, 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 69113-59-3, category: iodides-buliding-blocks

(1) 3-[Hydroxy(1-nitronaphthalen-2-yl)methyl]benzonitrile To a solution of bis(2-dimethylaminoethyl)ether (5.62 mL, 29.8 mmol) in THF (125 mL) was added a solution of 2M isopropylmagnesium chloride in THF (14.9 mL, 29.8 mmol) dropwise under N2 atmosphere at room temperature, and stirred for 20 min. To the mixture was added 3-iodobenzonitrile (5.69 g, 24.9 mmol), and stirred for 30 min. To an ice-cold solution of the resultant mixture was added 1-nitro-2-naphthaldehyde, and stirred at room temperature for 1 hour. To the reaction mixture was poured 1M hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1), to give the titled compound as a green orange oil (7.37 g, yield 97%). 1H-NMR (CDCl3, 400 MHz) delta: 2.75 (1H, d, J=4 Hz), 6.12 (1H, d, J=4 Hz), 7.4-7.5 (2H, m), 7.59 (1H, d, J=8 Hz), 7.6-7.7 (3H, m), 7.7-7.8 (2H, m), 7.92 (1H, d, J=9 Hz), 8.02 (1H, d, J=12 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; NIPPON CHEMIPHAR CO., LTD.; Ushioda, Masatoshi; Sakuma, Shogo; Imai, Toshiyasu; Inoue, Kazuhide; US2013/184459; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1450754-38-7, A common heterocyclic compound, 1450754-38-7, name is 3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine, molecular formula is C7H9IN2, 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.

Into a 500-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 3-(but-3-yn-l-yl)-3-(2-iodoethyl)-3H-diazirine (5.0 g, 20.2 mmol) in DMF (250 mL), KCN (2.62 g, 40.3mmol). The resulting solution was stirred for 16 h at 60 C in an oil bath. The reaction was then quenched by the addition of 20 mL of FeS04solution. The resulting solution was extracted with 3×50 ml of ethyl acetate dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated. This resulted in 2.0 g (crude) of the title compound as a solid. MS-ESI: 148 (M+l).

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; IFM TRE, INC.; GLICK, Gary; ROUSH, William R.; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; KATZ, Jason; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI JR., Anthony William; (783 pag.)WO2019/23147; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3, 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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A aqueous solution (15mL) containing 4mmol of corresponding sulfonyl chloride, 4mmol of sodium sulfite, 4mmol of sodium hydrogenocarbonate and 2mmol corresponding 2-chloromethylated imidazo[1,2-a]pyridines was heated under microwave irradiation (120C, 5bars) in a sealed vial. After disappearance of the starting materials (about 1h), monitored by TLC, the solid was collected by filtration and dried under reduced pressure to give, after purification by column chromatography on silica gel and/or recrystallization, the expected product in 25-100% yield.

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

Reference:
Article; Castera-Ducros, Caroline; Paloque, Lucie; Verhaeghe, Pierre; Casanova, Magali; Cantelli, Christophe; Hutter, Sebastien; Tanguy, Floriane; Laget, Michele; Remusat, Vincent; Cohen, Anita; Crozet, Maxime D.; Rathelot, Pascal; Azas, Nadine; Vanelle, Patrice; Bioorganic and Medicinal Chemistry; vol. 21; 22; (2013); p. 7155 – 7164;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com