Category: iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 191348-14-8, name is 2-Iodo-4-methoxyaniline, 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 191348-14-8, Formula: C7H8INO

To a solution of 2-iodo-4-methoxyaniline (0.42 g, 1.68 mol) in 1,4-dioxane (8.0 ml) are added PD (PH3P) 4 (0.195 g, 0. 168 mmol) and 2- (tributylstannyl) furan (0.63 ml, 2.0 MMOL). The reaction mixture is purged with argon and refluxed at 95oC for 3hr. The mixture is concentrated, diluted with hexane, extracted with CH3CN, and concentrated under vacuum. The residue is purified by silica gel chromatography (CH2C12) to afford 2- (2-furyl)-4-methoxyaniline as brown semi-solid 0.227 g (71%). HRMS (EI) calcd for CNHION02189. 0790, found 189.0794.

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

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 21304-38-1,Some common heterocyclic compound, 21304-38-1, name is 4-Iodobenzene-1,2-diamine, molecular formula is C6H7IN2, 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.

To a solution of 4-iodo-l,2-phenylenediamine (0.47 g) in dichloromethane (2 ml) the solution of 3-(4-chloro-2-methylphenyl)glutaric anhydride (0.48 g) in dichloro- methane (2 ml) was added with stirring at rt. Almost instantaniously an resinous precipitate is formed. After 1 h the mixture was cooled in an ice bath and the solvent was removed by decantation. The residue is dissolved in acetic acid (3 ml). Cone. HCI (1 ml) is added and the resulting solution is heated to reflux for 1 h. All volatiles are removed at the water aspirator and the residue is triturated with acetic acid and acetone to leave 3-(4-chloro-2-methylphenyl)-4-(5-iodo-2- benzimidazolyl)butanoic acid HCI (0.62 g) as light brown solid.1H-NMR (500 MHz, DMSOd5)): delta (ppm) = 2.73 (m, 2H), 3.40 (dd, J = 14.6, 8.3 Hz, IH), 3.48 (dd, J = 14.6, 7.7 Hz, IH), 3.98 (m, IH), 7.15 (d, J = 2.1 Hz, IH),7.22 (dd, J = 8.4, 2.3 Hz, IH), 7.39 (d, J = 8.4 Hz, IH), 7.55 (d, J = 8.6 Hz, IH),7.75 (dd, J = 8.6, 1.5 Hz, IH), 8.09 (d, J = 1.2 Hz, IH).13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 18.85 (CH3), 31.92 (CH2),34.91 (CH), 39.47 (CH2), 89.41 (C), 115.72 (CH), 122.09 (CH), 126.03 (CH), 127.76 (CH), 129.64 (CH), 130.71 (C), 130.80 (C), 132.80 (C), 133.65 (CH),138.34 (C), 139.15 (C), 152.55 (C), 172.23 (CO).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodobenzene-1,2-diamine, its application will become more common.

Reference:
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, 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 2043-57-4, Computed Properties of C8H4F13I

1-Methylimidazole (4.32 g, 0.52 mol) was partially dissolved in reagent-grade toluene (50 ml) in a large round-bottomed flask and stirred vigorously. 1, 1, 1,2,2,3,3,4,4,5,5, 6, 6-Tridecafluoro-8-iodooctane (26 g, 0.053 mol) was added, and the mixture was heated under reflux at 110 degrees C for 24 hours. The solvent was removed under vacuum giving l-methyl-3- (3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 8 -tridecafluorooctyl) imidazolium iodide (30.5 g) as a waxy solid. Potassium 1,1,2,2- tetrafluoroethanesulfonate (TFES-K, 12 g) was added to reagent grade acetone (100 ml) in a separate round-bottomed flask, and this solution was carefully added to the 1- methyl-3- (3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8,8,8- tridecafluorooctyl) imidazolium iodide which had been dissolved in acetone (50 ml) . The reaction mixture was heated under reflux for approximately 16 hours. The reaction mixture was then filtered using a large frit glass funnel to remove the white KI precipitate formed, and the filtrate was placed on a rotary evaporator for 4 hours to remove the acetone. The oily liquid was then filtered a second time to yield the product, as shown by proton NMR.

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; E. I. DU PONT DE NEMOURS AND COMPANY; WO2009/32962; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6293-83-0, 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. 6293-83-0 name is 2-Iodo-4-nitroaniline, 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.

iV-Benzyl-5-bromo-2-iodobenzamide (805 mg, 1.93 mmol), 2-iodo-4-nitroaniline (425 mg, 1.61 mmol), copper(I) iodide (123 mg, 0.65 mmol), and potassium carbonate (1.11 g, 8.0 mmol) were taken up in anhydrous DMSO (11 mL). The resulting reaction mixture was first stirred at 80C for 2 hr, followed by heating to 135 C for another 16 hr. After cooling to room temperature, the mixture was diluted with an excess of Et20 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by Hash column chromatography (EtOAc : Hex ::: 0 : 100 to 100 : 0) to give 10- henzyl -2-bromo-8-mtro-5, 10-dihydro- 1 li ~dibenzo[b,e] [ 1 ,4] diazepin-11 -one (179 mg, 26 %).

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

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164947; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 29289-13-2, These common heterocyclic compound, 29289-13-2, name is 2-Iodo-4-methylaniline, 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 2-iodoaniline 1 (0.50 mmol) and Pd/C (10 wt% palladium on activated carbon paste and 50% moisture, 10 wt% wet Pd/C based on starting material 1) in 1,4-dioxane (3 mL) was added into a Schlenk flask (25 mL) and stirred at r.t. Ethyl acrylate (100 mg, 1.0 mmol, 2.0 equiv) and Et3N (101 mg, 1.0 mmol, 2.0 equiv) were added and the mixture was stirred at 100 C until the reaction was complete. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography.

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Xiao-Yu; Chen, Xia; Wang, Liang-Guang; Synthesis; vol. 49; 24; (2017); p. 5364 – 5370;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 20555-91-3,Some common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-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.

General procedure: To a mixture of CuI (95.2 mg, 0.50 mmol), CsF (91.1 mg, 0.60 mmol), 4-iodobenzonitrile (1a,114.0 mg, 0.50 mmol), and THF (1.0 mL) was added [(trimethylsilyl)difluoromethyl]phosphonate (2,156.2 mg, 0.60 mmol) at room temperature. The reaction mixture was stirred at 60 C in an atmosphere of nitrogen for 24 h and quenched with water. The aqueous layer was extracted with ethyl acetate.Then, the combined organic phase was washed with water, dried over anhydrous Na2SO4. The crude product was purified by column chromatography on silica gel (hexane/EtOAc = 2/1) to give 3a(121.4 mg, 0.42 mmol, 84%) as a pale-yellow oil.

The synthetic route of 20555-91-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Komoda, Kazuki; Iwamoto, Rei; Kasumi, Masakazu; Amii, Hideki; Molecules; vol. 23; 12; (2018);,
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. 69113-59-3, name is 3-Iodobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 69113-59-3

General procedure: The coupling reaction was conducted under the same condition used for 1c. After the reaction was completed, the reaction mixture was cooled down to room temperature. To this mixture was added 10.0 mL of saturated NaHCO3 (aq) and then extracted with EtOAc (10 mL ¡Á 3). The combined organic solution was washed with brine, dried over anhydrous MgSO4, and purified by column chromatography (90/10 hexanes/EtOAc) to afford 0.25g of yellow oily liquid (2c) in 84% isolated yield; 1HNMR (500 MHz,CDCl3): delta =7.52 (d, J =8.5 Hz, 2H), 7.42 (d, J = 8.5 Hz, 2H), 5.00 (s, 1H), 3.40 (q, J = 7.5 Hz, 2H), 3.80 (q, J = 7.5 Hz, 2H), 2.16 (s, 2H), 1.26 (t, J = 7.5 Hz, 3H), 1.18 (t, J = 7.5 Hz, 3H) ppm. 13CNMR(125 MHz, CDCl3): delta = 169.31, 157.26, 138.19, 131.80, 127.93, 123.58, 84.56, 42.24, 40.24, 14.40, 13.64 ppm. HRMS (EI+): m/z calcd. for C13H17BrN2O: 296.0524, found 296.0499. IR (KBr): = 3379, 3273, 2973, 1608, 1590, 1478 cm-1. GC-MS (70 eV, EI+): m/z (%) = 296 ([M-H]+, 16), 226 (87), 224 (86), 197 (27), 117 (34), 72 (100).

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:
Article; Shin, Ueon Sang; Joo, Seong-Ryu; Kim, Seung-Hoi; Bulletin of the Korean Chemical Society; vol. 36; 10; (2015); p. 2565 – 2568;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 69113-59-3, 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. 69113-59-3, name is 3-Iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Compound 116c (100 mg, 0.28 mmol) in DMF (1 mL), 3-iodobenzonitrile (B, 0.306 mmol, 70 mg) was added, followed by sodium acetate 3H20 (0.56 mmol, 75.6 mg), TBAF (0.28 mmol, 72.64 mg) and Pd Tetrakis (0.01 mmol, 12.84 mg) and the mixture was heated at 110C under microwave irradiation for 10 mm. After cooling at room temperature, water and EtAcO were added, the two phases were separated, the organic layer was washed with water and brine, dried over Na2SO4, filtered and evaporated. The crude residue was purified by means of a Isolera One Biotage, cartridge type SNAP 10, using a gradient from petroleum ether EtAcO 9:1 to Petroleum ether: EtAcO 6:4. 88 mg of the title compound as a light yellow powder were collected (81%).UPLC-MS [M+H]= 389.35

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

Reference:
Patent; RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA SPA; RIVA, Carlo; GRAZIANI, Davide; LONGHI, Matteo; CALLEGARI, Elisa; FRIGERIO, Fabio; ANGELICO, Patrizia; (197 pag.)WO2019/2571; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route 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 solution of methyl 4-amino-3-iodobenzoate (1.0 g, 3.61 mmol) and triethylamine (1.003 mL, 7.22 mmol) in dichloromethane (20 mL) was added dropwise to a cooled (0 0C) solution of trifiuoroacetic anhydride (1.275 mL, 9.02 mmol) in dichloromethane (5 mL). The cooling was removed, the mixture was stirred at room temperature for 3 hours, poured into ice-water and extracted with dichloromethane. The organic phase was dried over sodium sulfate and the solvent was evaporated. Purification by column chromatography, using heptane/ethyl acetate (4:1) as the eluent, gave 1.23 g (91% yield) of the title compound. 1H NMR (500 MHz, CD3OD) delta ppm 8.54 (d, 1 H) 8.07 (dd, 1 H) 7.57 (d, 1 H) 3.93 (s, 3 H); MS (ESI) m/z 372 [M-I]”.

The synthetic route of 19718-49-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2009/64251; (2009); 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. 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C9H9IO2

3-(4′-Iodophenyl)propanoic acid (10 mmol, 2.76 g, 1.0 eq.) and N-hydroxysuccinimide (15 mmol, 1.73 g, 1.5 eq) were dissolved in anhydrous CH2Cl2 (40 mL). The mixture was cooled to 0 C., and N,N’-dicyclohexylcarbodiimide (DCC, 15 mmol, 3.09 g, 1.5 eq) dissolved in 20 mL CH2Cl2 was added drop-wise slowly. The mixture was stirred overnight at room temperature. The N,N’-dicyclohexylurea was filtered out, the residue was washed with CH2Cl2, and the filtrate was evaporated to dryness purified by column chromatography and recrystallization with iso-propanol or toluene/hexane to afford succinimide as white solid (3.50 g, 94%). 1HNMR (400 MHz, CD3CN) delta 7.66 (d, J=8.4 Hz, 2H), 7.08 (d, J=8.4 Hz, 2H), 2.95 (A2B2, t, 4H), 2.75 (s, 4H). 13CNMR (100 MHz, CD3CN) delta 168.4, 166.7, 138.1, 135.9, 129.2, 89.5, 30.1, 27.8, 23.8; HRMS (ESI) Calcd for C13H12NO4INa (M+Na)+: 395.9709; Found: 395.9706.

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; Ikaria Inc.; DiMagno, Stephen; (28 pag.)US2018/66298; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com