Category: 69113-59-3

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

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

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. 69113-59-3, name is 3-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Iodobenzonitrile

General procedure: General procedure: An oven-dried Schlenk tube containing a magnetic stirring bar was charged with methyl 4-iodobenzoate 2a (52.40 mg, 0.2 mmol), Pd(OAc)2 (2.24 mg, 0.01 mmol) and Ag2CO3 (55.15 mg, 0.2 mmol) under nitrogen. To this mixture was added trimethyl(2-phenylallyl)silane 1a (57.11 mg, 0.3 mmol) and DCE (4 ml) by a syringe. After the reaction completed, it was quenched by saturated NaHCO3 aqueous solution. The mixture was extracted by DCM. Then the combined organic extracts were washed with brine, dried over Na 2 SO 4 and filtered. After concentration, the residue was submitted to flash chromatography on a silica gel column with petroleum ether/dichloromethane (5:1) as the eluent to give the product 3aa as a white solid.

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 69113-59-3.

Reference:
Article; Hou, Zhen-Lin; Yang, Fan; Zhou, Zhibing; Ao, Yu-Fei; Yao, Bo; Tetrahedron Letters; vol. 59; 52; (2018); p. 4557 – 4561;,
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, Recommanded Product: 3-Iodobenzonitrile

One equivalent of a substituted aromatic or heteroaromatic nitrile (here a compound of formula II, wherein R1 is phenyl, R7 is I1 X is (CH2)P and p = 0) is dissolved in 1 ,4-dioxane. After addition of 1 ,3 equivalents of a straight or branched chain alcohol of formula III (wherein R9 is (CH2)q and q is 1 – 10), HCI-gas is introduced at 1O0C for 6h. The resulting pellet (compound of formula IV) is filtered, washed with dioxane and dried in vacuum. EPO IVa) 3-lodo-benzimidic acid ethyl ester hydrochloride: 6.05 g (81%), colourless powder; HPLC: 2.11 min; LC-MS: 262.0 m/z.

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; MERCK PATENT GMBH; WO2006/131186; (2006); 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. 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. Application In Synthesis of 3-Iodobenzonitrile

General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiCl2.glyme (4.4mg, 0.02 mmol, 10 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrer bar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA(60 muL, 2 equiv.), N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) and H2O (7.2 muL, 2 equiv.) were subsequently added in this order. The mixture was then irradiated with blue LED (2 meter strip, 18 W)with ethylene balloon for 24 hours at 80oC (Figure S1). The reaction was added water (30 mL) and extracted with ethyl acetate (10 mL) three times. Combined organic layer was successively washed with brine three times and dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography (hexane or hexane/ethyl acetate) to yield theproduct

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 69113-59-3, A common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, molecular formula is C7H4IN, 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.

Add trimethylsilylacetylene (3. 4 mL, 24. 0 mmol) to a mixture of bis (triphenylphosphine) palladium (II) dichloride (766 mg, 1. 1 mmol), copper (I) iodide (418 mg, 2. 2 mmol) and 3-iodobenzonitrile (5 g, 21. 8 mmol) in triethylamine (20 mL). Upon addition of the trimethylsilylacetylene an exothermic reaction occurs and after about 4 min the reaction mixture solidifies. Cool the reaction mixture for about 15 min, dilute with ethyl acetate (100 mL), filter through fluted filter paper using ethyl acetate and concentrate. Dissolve the residue in ethyl acetate (200 mL) and wash sequentially with an aqueous solution of 0. 1 N hydrochloric acid and a saturated aqueous solution of sodium chloride. Dry (sodium sulfate), filter and concentrate. Purify the residue by silica gel chromatography, eluting with 0 : 100 to 5 : 95 ethyl acetate : hexanes, to give the title compound as a tan solid (3. 6 g, 83%). 1H NMR (400 MHz, CDC13) 8 0. 29 (s, 9H), 7. 45 (t, J = 8. 0 Hz, 1H), 7. 60-7. 63 (m, 1H), 7. 68-7. 71 (m, 1H), 7. 77-7. 78 (m, 1H). LC-MS (ES) : m/z = 200. 0 [M+H+.

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; ELI LILLY AND COMPANY; WO2005/94822; (2005); 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 69113-59-3 as follows. COA of Formula: C7H4IN

Example 14; 3-Trimethylsilanylethynyl-benzonitrile; 3-Iodo-benzonitrile (10.0 g, 43.7 mmol), trimethylsilane acetylene (5.57 g, 56.8 mmol), palladium tetrakis triphenylphosphine (2.02 g, 1.75 mmol), and copper iodide (1.0 g, 5.24 mmol) in triethylamine (120 mL) was stirred for 12 h. The reaction was concentrated and purified by column chromatography to afford the title product (9.35 g, quantitative yield) as a brown oil.1H NMR (300 MHz, CDCl3): delta (ppm) 7.76 (t, 1H), 7.71 (dd, 1H), 7.63 (dd, 1H), 7.28 (t, 1H), 0.26 (s, 9H).

According to the analysis of related databases, 69113-59-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/259916; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 69113-59-3, These common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, 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: Step 1: 3-{[1-(6,7-dimethoxyquinazolin-4-yl)piperidin-4-yl]methyl}-3,4-dihydroquinazolin-2(1H)-one (50 mg, 0.12 mmol) obtained by the method described in Chemical & Pharmaceutical Bulletin 1990, 38(6), 1591, copper(I) iodide (22 mg, 0.12 mmol), trans-1,2-cyclohexanediamine (13 mg, 0.12 mmol), 3-iodobenzonitrile (53 mg, 0.23 mmol) and tripotassium phosphate (49 mg, 0.23 mmol) were stirred in 1,4-dioxane (1.0 mL) at 100 C. for 5 hours. To the reaction mixture, a saturated aqueous sodium bicarbonate solution was added, and the resulting mixture was extracted with ethyl acetate. The organic layer was treated with diatomaceous earth and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (a chloroform/methanol mixed solvent), whereby the title Compound 6 (51 mg, yield: 82%) was obtained. ESI-MS m/z: 535 (M+H)+, 1H-NMR (300 MHz, CDCl3, delta): 8.66 (s, 1H), 7.73-7.59 (m, 4H), 7.24 (s, 1H), 7.16-7.00 (m, 4H), 6.17 (d, J=8.4 Hz, 1H), 4.62 (s, 2H), 4.24-4.14 (br m, 2H), 4.02 (s, 3H), 3.98 (s, 3H), 3.47 (d, J=7.3 Hz, 2H), 3.10-3.06 (br m, 2H), 2.18-2.10 (m, 1H), 1.93-1.90 (m, 2H), 1.62-1.54 (m, 2H)

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOWA HAKKO KIRIN CO., LTD.; ISHIDA, Hiroshi; MOTOSAWA, Keiichi; MIURA, Yusuke; NAKAI, Ryuichiro; OKADA, Ryoko; TAKAHASHI, Yuichi; (45 pag.)US2016/168125; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com