Author: Jessica.F

Application of 19718-49-1, 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. 19718-49-1 name is Methyl 4-amino-3-iodobenzoate, 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.

j00292J A round-bottom flask was charged with methyl 4-amino-3-iodobenzoate (7.50 g, 27.1 mmol, 1.00 equiv), DCM (50 mL), triethylamine (7.20 g, 71.3 mmol, 2.63 equiv) and trifluoroacetic anhydride (8.90 g, 42.4 mmol, 1.57 equiv). The resulting solution was stirred overnight at room temperature and washed with water (3 x 50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, as described in Example 1, Step 1. The residue was chromatographed on a silica gel column to provide 8.00 g (79% yield) of methyl 3 -iodo-4-(2,2,2-trifluoroacetamido)benzoate as a yell ow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-amino-3-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); 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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H6I2

1,3-dibromopropane (1.0 g, 5 mmol) and NaI (3.0 g, 20 mmol) are added into acetonitrile (35 mL), the reaction is heated to 80 C. under stirring for 3 hours to obtain the crude product of 1,3-diiodopropane. This crude product can be used directly for the next step reaction without any purification. 3,4-pyridine-dicarboximide (740 mg, 5 mmol) and K2CO3 (828 mg, 6 mmol) are added into acetonitrile (20 mL), followed by 1,3-diiodopropane (5 mmol) After heated to 80 C., the reaction proceeds for 16 hours. After completion of the reaction, the reaction solution is filtered, then the filtrate is dried by rotary evaporation to obtain a crude product which is purified by column chromatography to get a yellow solid product, N-(3-iodopropyl)-3,4-pyridine-dicarboximide (200 mg, 13%).

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 627-31-6.

Reference:
Patent; HANGZHOU BENSHENG PHARMACEUTICAL CO., LTD.; Xu, Rongzhen; Rong, Frank; Xie, Fuwen; Lai, Hongxi; US2013/158068; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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: 4-Iodobenzenesulfonyl chloride

4-iodobenzenesulfonyl chloride (5.00 g, 16.5 mmol) was added to 250 mL dry three-necked flask and fluorobenzene (7.30 g, 76.0 mmol) was added and stirred.Add anhydrous aluminum chloride (3.31g, 24.8mmol), raise the temperature to 40 ~ 50 C, react 5 ~ 6h, after the reaction is over,Dichloromethane (50 mL) was added to a three-necked flask, dilute hydrochloric acid was slowly added, and stirring was continued until no precipitation was observed.Then, the reaction solution was poured into a separatory funnel, extracted three times with dichloromethane, and then washed with dilute hydrochloric acid for 2 to 3 times until the water layer became colorless.Dry the organic layer over anhydrous sodium sulfate.After filtration, the filtrate was spin-dried in a rotary evaporator to give 4.80 g of a yellow-white solid with a yield of 80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 98-61-3, its application will become more common.

Reference:
Patent; Shenzhen Huaxing Optoelectric Co., Ltd.; Sun Yat-sen University; Li Xianjie; Wu Yuanjun; Lv Boyan; Yu Tao; Huang Qiuyi; Xie Zongliang; Ou Depei; Wang Leyu; Chi Zhenguo; Zhang Yi; Liu Siwei; Xu Jiarui; (15 pag.)CN108101941; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 42861-71-2, The chemical industry reduces the impact on the environment during synthesis 42861-71-2, name is 3-Iodophenyl acetate, I believe this compound will play a more active role in future production and life.

Example 68; 3 -(2- {6-[(3»S)-3 -(2-Fluorophenoxy)azolan- 1 -yl] -3 -pyridazinyl } – 1 -ethynyl)phenyl acetate; Prepared by Sonagashira coupling reaction of Intermediate 20 with 3-iodophenyl acetate in a mixture of DMSO and triethylamine to give the product as a white solid; IR (PCBr) 2938, 2208, 1762, 1578, 1504, 1371, 1240, 1109, 758 cm”1; 1H NMR (300 MHz, CDCl3) delta 2.26 (br s, IH), 2.30 (s, 3H), 2.48 (br s, IH), 3.76-4.02 (m, 4H), 5.11 (br s, IH), 6.61 (d, J= 9.3 Hz, IH), 6.94-7.10 (m, 4H), 7.29-7.36 (m, 4H), 7.42 (d, J = 9.3 Hz, IH); ESI-MS (m/z) 418.12 (M+H)+.

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

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; WO2008/62276; (2008); A2;,
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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., name: 2-Iodo-1,3-dimethylbenzene

One 250ml flask was charged with 4-phenyl imidazole (7.08g, 49.12mmole), 2-iodo-m- xylene(9.5g, 40.93mmole), copper (5.721g, 90.046mmole); 18-crown-6 (1.081g, 4.09 mmole), K2CO3 (21.49g, 155.53 mmole) and tetrahydronaphthalene (90ml). Reaction was heated to 180 C for 68hrs. Reaction mixture was then filtered through Celite and the filtrate was concentrated to dryness. The residue was subjected to kugelrohr distillation and 4g of ligand was obtained.(39%).

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; UNIVERSAL DISPLAY CORPORATION; WO2008/54584; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 160938-18-1, 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. 160938-18-1, name is 4-Chloro-2-iodo-1-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows.

The obtained from step-1 5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -1H-indole 22 g (90.5 mmol) and 4-chloro-2-iodo -1-nitrobenzene 28.2 g of purified water was added to 250 mL and dioxane 500 mL (100 mmol).Pd (PPh3) 45.2 g (4.5 mmol), K2CO338 g (271 mmol) was added and the mixture was heated under reflux for 12 hours at 120 .Allowed to cool to room temperature and quench the reaction with 500 mL aqueous solution of ammonium chloride to the reaction mixture.Extract the mixture with EA 500 mL, and washed with distilled water.The resulting organic layer was dried over anhydrous MgSO4,and evaporated under reduced pressure to obtain the desired compound 19.7 g (80% yield) was purified by silica gel column chromatography.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-2-iodo-1-nitrobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DoosanCorporation; Sim, Jae Uii; Lee, In Hyuk; Baek, Young Mi; Sin, Jin Yong; Park, Ho Chul; Lee, Chang Jun; Lee, Uhn Jung; Kim, Tae Hyung; Lee, Jae Hun; (35 pag.)KR101571592; (2015); B1;,
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. 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 90347-66-3

A mixture of 4 (7.26 g, 26.3 mmol), 11(3.0 g, 17.5 mmol), K2C03 (4.84 g, 35.0 mmol), DMEDA (386 mg, 4.38 mmol) and Cul (834 mg, 0.871 mmol) in 90 ml of dioxanewas stirred at 100 C under N2 for 18h. The mixture was filtered, concentrated and purified by column chromatography to give 12 (2.2 g, 39%) as a slightly yellow solid. LCMS (m/z: m+1): 320.2.

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; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); 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. 624-76-0, name is 2-Iodoethanol belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Iodoethanol

Production Example 235-1 Synthesis of 2-iodoethyl acetate 2-Iodoethanol (1.541 g, 8.96 mmol) was dissolved in dichloromethane (30 ml). To the solution, pyridine (1.54 ml, 17.92 mmol), N,N-dimethyl-4-aminopyridine (109 mg, 0.896 mmol), and acetic anhydride (2.54 ml, 26.88 mmol) were added, and the mixture was stirred at room temperature for 3 hours. After reaction, the organic layer was washed with 0.1M hydrochloric acid and a saturated aqueous solution of sodium bicarbonate. The organic layer was dried over magnesium sulfate, and the solvent was distilled off to obtain the title compound (1.108 g, yield: 57.8%) as a yellow oil. 1H-NMR (400 MHz, DMSO-d6) delta: 2.10 (3H, s), 3.30 (2H, t, J=6.8 Hz), 4.33 (2H, t, J=6.8 Hz).

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kabushiki Kaisha Yakult Honsha; Ikeda, Takashi; Ono, Masahiro; Ueno, Satoshi; Yamazaki, Ryuta; Yaegashi, Takashi; Matsuzaki, Takeshi; US2014/343017; (2014); 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. 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-2-iodo-4-methoxybenzene

GP-1 carried out, to an oven dried Schlenk tube under nitrogen atmosphere, were added allyl alcohol 6a (100 mg, 0.61 mmol), arylhalide 5b (228 mg, 0.73 mmol), Pd(OAc)2 (4.1 mg, 3 mol%), triethylamine (123 mg, 1.22 mmol) followed by dry acetonitrile (1 mL). The resulted reaction mixture was stirred for 24 h at 80 C. The reaction mixture was quenched with the aqueous NH4Cl solution and extracted with ethyl acetate (3 × 20 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification of the residue on a silica gel column chromatography (petroleum ether/ethyl acetate 92:8 to 85:15) eluent furnished the ketone 7ba (153 mg, 72%) as product. [TLC control Rf(6a)=0.50, Rf(7ba)=0.6, Rf(5b)=0.9 (petroleum ether/ethyl acetate 8:2, UV detection)]. IR (MIR-ATR, 4000-600 cm-1): nmax=3001, 2924, 2852, 1683, 1581, 1467, 1429, 1358, 1243, 1164, 1126, 1042, 1018, 872, 800, 772 cm-1. 1H NMR (CDCl3, 400 MHz): delta=7.55 (d, 1H, J=8.0 Hz, ArH), 7.50 (d, 1H, J=2.6 Hz, Ar-H), 7.42 (d, 1H, J=8.7 Hz, Ar-H), 7.35 (dd, 1H, J=8.0 and 8.0 Hz, ArH), 7.09 (dd, 1H, J=8.0 and 2.6 Hz, ArH), 6.85 (d, 1H, J=3.0 Hz, ArH), 6.64 (dd, 1H, J=8.7 and 3.0 Hz, ArH), 3.28 (t, 2H, J=8.0 Hz, ArCOCH2), 3.12 (t, 2H, J=8.0 Hz, ArCOCH2CH2) ppm. 13C NMR (CDCl3, 100 MHz): delta=198.8 (s, ArCO), 159.8 (s, ArC), 159.1 (s, ArC), 141.5 (s, ArC), 138.1 (s, ArC), 133.4 (d, ArCH), 129.6 (d, ArCH), 120.7 (d, ArCH), 119.7 (d, ArCH), 116.3 (d, ArCH), 114.7 (s, ArC), 113.7 (d, ArCH), 112.3 (d, ArCH), 55.5 (s, 2C, 2 × ArOCH3), 38.7 (t, ArCOCH2), 31.4 (t, ArCOCH2) ppm. HR-MS (APCI+) m/z calculated for [C17H18BrO3]+=[M+H]+: 349.0434; found: 349.0418.

The synthetic route of 4897-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suchand; Krishna; Venkat Ramulu; Dibyendu; Gopi Krishna Reddy; Mahendar; Satyanarayana; Tetrahedron Letters; vol. 53; 30; (2012); p. 3861 – 3864;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2974-94-9, 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. 2974-94-9 name is 1-Iodo-4-phenoxybenzene, 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 4: 25 mL reaction flask was charged with 4-phenoxyiodobenzene (0.5 mmol), 3-ethoxyphenylboronic acid (0.75 mmol), sodium carbonate (1.0 mmol), and cesium hydroxide monohydrate (2.5 mmol), sodium iodide (0.25 mmol), pivalic acid (0.75 mmol), chloroform (1.5 mmol) and ethylene glycol (2.0 g). Reacted at 120 C for 24 h. Cool to room temperature, extract, the solvent was evaporated under reduced pressure and then purified by column chromatography to yield a yield of 92%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-4-phenoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Normal University; Han Wei; Xu Fangning; (15 pag.)CN108774122; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com