Month: February 2021

Related Products of 25245-27-6, 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. 25245-27-6 name is 1-Iodo-3,5-dimethoxybenzene, 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: To a solution of tetrabutylammonium bromide (1.100 g, 3.33mmol), potassium acetate (0.586 g, 3.57 mmol), and palladium acetate (0.025 g, 0.11mmol) in DMF (20 mL) were added substituted iodobenzene (2.21mmol) and substituted styrene (2.44 mmol). The reaction mixture was recharged with argon and stirred at 80C for 5 h in a sealed tube. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 10:3) to afford pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-3,5-dimethoxybenzene, and friends who are interested can also refer to it.

Reference:
Article; Liang, Jian-Hua; Yang, Liang; Wu, Si; Liu, Si-Si; Cushman, Mark; Tian, Jing; Li, Nuo-Min; Yang, Qing-Hu; Zhang, He-Ao; Qiu, Yun-Jie; Xiang, Lin; Ma, Cong-Xuan; Li, Xue-Meng; Qing, Hong; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 382 – 392;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, 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 204257-72-7, Recommanded Product: Methyl 2-fluoro-4-iodobenzoate

4-bromo-2-fluorobenzeneboronic acid (0.50 g, 2.28 mmol) was added to a single-mouth bottle.Methyl 2-fluoro-4-iodobenzoate (0.57 g, 2.06 mmol),Potassium carbonate (0.95 g, 6.87 mmol) and[1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (84 mg, 0.11 mmol).The reaction was stirred at 100 C for 1 h and then concentrated under reduced pressure.The residue obtained was subjected to silica gel column chromatography(PE/EA(V/V)=100/1)Purified to give the title compound as a colorless oil(0.39 g, 52%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-fluoro-4-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Liu Xinchang; Huang Jianzhou; Zhang Yingjun; S ¡¤geerdeman; (267 pag.)CN109111451; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 98-61-3, A common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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: In a typical experiment, the alkene derivative (1.5 mmol), halobenzenesulfonyl chloride derivative (1 mmol), Li2CO3 (0.222 g, 3 mmol), and PdCl2(CH3CN)2 (12.9 mg, 0.05 mmol) were dissolved in 1,4-dioxane (2 mL) under an argon atmosphere. The reaction mixture was stirred at 100 C for 24 h. After evaporation of the solvent, the product was purified by silica gel column chromatography.

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Skhiri, Aymen; Salem, Ridha Ben; Soule, Jean-Francois; Doucet, Henri; Synthesis; vol. 48; 18; (2016); p. 3097 – 3106;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 29289-13-2, 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. 29289-13-2, name is 2-Iodo-4-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of 1-bromo-2-iodo-4-methylbenzene To a mixture of 2-iodo-4-methylaniline (50 g, 214.55 mmol) in HOAc (250 mL), H2SO4 (10 mL), and H2O (40 mL) was added a solution of NaNO2 (14.5 g) in H2O (80 mL) at 0 C. The solution was stirred for 1.5 h. This was defined as mixture A. In another round bottom flask, a mixture of NaBr (107 g), CuSO4 (32.2 g), Cu (38.9 g), H2SO4 (39 mL), and H2O (25 mL) was refluxed for 1.5 h. To this mixture was added mixture A, and the solution was then refluxed for 3 h. The solution was treated with water and extracted with EA (500 mL*3). The combined organic layers were washed with brine, dried over Na2SO4, and then concentrated in vacuo. Purification by column chromatography over silica gel eluted with PE afforded the product as colorless oil (43 g, yield 68%). 1H NMR (300 MHz, CDCl3): delta 7.69 (m, 1H), 7.47 (d, J=8.1 Hz, 1H), 7.00 (m, 1H), 2.26 (s, 3H) ppm.

The synthetic route of 2-Iodo-4-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131016; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 3268-21-1 as follows. Product Details of 3268-21-1

(Step 3) Synthesis of Compound 169; [0096] After 250 mg of 1,4-diiodo-2,3,5,6-tetramethylbenzene (d) (0.648 mmol) was dissolved in 3 ml of 1,2-dimethoxyethane, 0.5 ml of ethanol and 0.5 ml of water were added to the solution. To the solution, 537 mg of potassium carbonate (3.89 mmol) and 350 mg of Boric acid compound (c) (1.943 mmol) were added and 37.4 mg of tetrakis(triphenylphosphine)palladium (0) (0.324 mmol) was added under argon atmosphere. The suspension was refluxed overnight under argon atmosphere. After cooling, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, successively, dried and concentrated. The residue was recrystallized from methanol to obtain Compound 169 (213 mg; 82% yield).

According to the analysis of related databases, 3268-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1354877; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 96606-95-0, name is 3-(2-Iodophenyl)propanoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-(2-Iodophenyl)propanoic acid

1.50 g 3-(2-Iodophenyl)propanoic acid (5.43 mmol, 1 eq) were dissolved in 125 mL dry methanol, 1 mL 98% sulfuric acid (5.42 mmol, 1 eq) was added and the reaction mixture was stirred at rt for 21 h. The solvent was reduced in vacuo, ice water added to the residue and extracted thrice with diethyl ether. The combined organic phases were subsequently washed thrice with sat. sodium bicarbonate solution, twice with water and once with sat.sodium chloride solution, dried over MgSO4 and the solvent was removed in vacuo. Thereaction yielded 1.54 g of 2 (5.31 mmol, 98 %) as a colorless oil.

The synthetic route of 96606-95-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wessig, Pablo; Pick, Charlotte; Schilde, Uwe; Tetrahedron Letters; vol. 52; 32; (2011); p. 4221 – 4223;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 135050-44-1, name is 3-Chloro-4-iodoaniline, 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 135050-44-1, HPLC of Formula: C6H5ClIN

A solution of sodium nitrite (3.27g) in water was added dropwise over 1H to a stirred solution OF 3-CHLORO-4-IODOANILINE (LO. OG) in a mixture of THF (120ML) and concentrated hydrochloric acid (50ml) at-5 TO-1C. Magnesium chloride (6.39g) was then added and the resulting mixture poured into a stirred solution of acetic acid (50ml) saturated with sulfur dioxide and containing cuprous chloride (2.14g). After heating at 34C for 30MIN, the mixture was poured into brine, extracted with EtOAc, washed with aqueous sodium bicarbonate and brine, dried (MGS04) and evaporated. The residue was dissolved in THF (100ml), 0.880 ammonia (100ml) added and stirred for 2h. The mixture was diluted with brine, extracted with EtOAc, washed with brine, dried (MGS04) and evaporated. The residue was treated with isohexane/ether (4: 1) and filtered to give the subtitle compound. Yield 5.67g. 1H NMR DMSO-d6: No. 8.18 (d, 1H), 7.92 (d, 1H), 7.56 (s, 1H), 7.47 (dd, 1H)

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-Chloro-4-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2004/89885; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 460-37-7,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.

1.0 g (3.40 mmol) of the compound from Ex. 289A and 1.17 g (8.49 mmol) of potassium carbonate were stirred in 25 ml of anhydrous DMF at RT for 15 min, before 2.28 g (10.2 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Then the reaction mixture was stirred at 50 C. for about 16 h. After cooling to RT, water was added thereto and it was stirred at RT for 30 min. The product which precipitated out was filtered off with suction, washed with a little water and dried under high vacuum. 1.23 g (91% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 4.29 (q, 2H), 4.12 (t, 2H), 2.87-2.68 (m, 2H), 2.76 (s, 3H), 2.65-2.58 (m, 1H), 1.30 (t, 3H), 1.08-0.98 (m, 2H), 0.73-0.64 (m, 2H). LC/MS (Method 1, ESIpos): Rt=2.06 min, m/z=391.09 [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 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; HAERTER, Michael; KOSEMUND, Dirk; CANCHO GRANDE, Yolanda; DELBECK, Martina; KALTHOF, Bernd; LUSTIG, Klemens; SUESSMEIER, Frank; US2020/16159; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 5460-32-2, 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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The appropriate 2-amino-5H-benzothiopyrano[4,3-d]pyrimidine 22a-c (0.417mmol) was added, at room temperature, under nitrogen atmosphere, to 0.079g of CuI (0.417mmol) and 0.115g of anhydrous K2CO3 (0.833mmol). Then, the appropriate substituted aryl iodide (0.694mmol), 0.04mL of DMEDA (0.417mmol) and 2.5mL of dioxane were added. The reaction mixture was heated at 100¡ãC and allowed to stir for 24h. After cooling, the reaction mixture was added with 2.5mL of concentrated NH3 and with a saturated solution of NaCl (10-15mL). The mixture was extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated under reduced pressure giving a residue which was purified by flash chromatography using petroleum ether 60-80¡ãC/ethyl acetate 5:5 as the eluting system, to give compounds 1-21. 4.1.1.18 8-Methoxy-2-(3,4-dimethoxyanilino)-5H-benzothiopyrano[4,3-d]pyrimidine (18) Yield: 35percent; m. p. 204-205?¡ãC; 1H NMR (400?MHz, DMSO-d6): delta 3.69 (s, 3H), 3.76 (s, 3H), 3.78 (s, 3H), 3.97 (s, 2H), 6.77 (dd, Jmin?=?2.2?Hz, Jmax?=?8.6?Hz, 1H), 6.85 (dd, Jmin?=?2.4?Hz, Jmax?=?8.8?Hz, 1H), 6.91-6.93 (m, 2H), 7.02 (d, J?=?2.4?Hz, 1H), 7.79 (d, J?=?8.8?Hz, 1H), 8.23 (s, 1H), 9.52 (s, 1H) ppm; 13C NMR (100?MHz, DMSO-d6): delta 25.92, 55.52, 55.57, 60.01, 111.73, 112.00, 114.87, 119.56, 126.04, 127.84, 132.12, 133.00, 137.99, 138.03, 146.54, 148.68, 151.64, 156.61, 157.48, 159.08?ppm; HRMS (ESI) m/z calculated for C20H20N3O3S ([M+H]+) 382.12254, found 382.12178. Anal. C20H19N3O3S (C, H, N).

The synthetic route of 4-Iodo-1,2-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Salerno, Silvia; Garcia-Argaez, Aida Nelly; Barresi, Elisabetta; Taliani, Sabrina; Simorini, Francesca; La Motta, Concettina; Amendola, Giorgio; Tomassi, Stefano; Cosconati, Sandro; Novellino, Ettore; Da Settimo, Federico; Marini, Anna Maria; Via, Lisa Dalla; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 446 – 456;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 13194-68-8, name is 4-Iodo-2-methylaniline, 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 13194-68-8, Recommanded Product: 13194-68-8

First, N-(4-(2,5-bicyclo[2.2.1]heptenyl)-2-methylphenyl)maleimide was synthesized in two stages. 4-Iodo-2-methylaniline (5.33 g, 22.9 mmol) was dissolved in diethyl ether (20 mL), and slowly added dropwise at 0 C. to a diethyl ether solution (20 mL) of maleic anhydride (1.87 g, 19.1 mmol) in a nitrogen atmosphere. After stirring for two hours thereafter at room temperature, the precipitated solid was filtered out and washed with diethyl ether. The solid filtered out and sodium acetate (302 mg) were dissolved in acetic anhydride (30 mL) and stirred for three hours at 140 C. The solvent was distilled off under reduced pressure, water was added, and the solution was extracted by methylene chloride. The organic layer was dried using anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography using chloroform-hexane mixed solvent (mixture ratio 1:1) as the developing solvent, and N-(4-iodo-2-methylphenyl)maleimide (4.20 g, 13.4 mmol, 74%) was obtained as a white solid. The spectral data of N-(4-iodo-2-methylphenyl)maleimide were as follows. (0129) 1H NMR (400 MHz, CDCl3): delta 7.70 (s, 1H), 7.62 (d, J=8.4 Hz, 1H), 6.87 (s, 1H), 6.84 (d, J=8.4 Hz, 1H), 2.11 (s, 3H); 13C NMR (100 MHz, CDCl3): delta 169.0, 140.0, 138.8, 136.0, 134.4, 130.3, 129.8, 95.1, 17.6; HRMS (APCI, positive): [M+] calcd. for C11H8INO2, 312.9600; found 312.9606.

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; Japan Science and Technology Agency; Yabu, Hiroshi; Saito, Yuta; Saito, Shohei; Yamaguchi, Shigehiro; Nobusue, Shunpei; (47 pag.)US10442886; (2019); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com