Category: 5876-51-7

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. 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Product Details of 5876-51-7

The 248 mg (1mmol) 4 – bromophenylacetic methyl ether, 186 mg (2mmol) aniline, 9.5 mg (0.05mmol) CuI, 10.8 mg (0.05mmol) ligand L2, 424mg (4mmol) potassium phosphate, 1 ml ethanol,, adding 10 ml reaction tube, sealing, 25 C reaction under the condition 12h. After the stop of the reaction, water, extracted with ethyl acetate, washing, saturated salt water washing, after drying with anhydrous sodium sulfate, filtered, the filtrate is distilled under reduced pressure, purification by silica gel chromatography separation column column, shall be 3, 4 – methylenedioxy phenylaniline 192 mg, yield 90%.

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; Sun Yat-sen University; Wan Yiqian; Ding Xiaomei; Huang Manna; Zhu Xinhai; Yi Zhou; CN106883132; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 5876-51-7, 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. 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows.

5.5 Example 5: Synthesis of Compound 1009 (c); Compound 1009 (c) was prepared according to the following scheme. A mixture of Compound 40 (Aldrich Chemical, 2.3 g, 32 mmol), Compound 41 (Aldrich Chemical, 5 g, 26 mmol), HOBT (4 g, 30 mmol), and DCM (200 mL) under argon in a 500 mL-flask was cooled with water and to the mixture was added DIC (4 g, 33 mmol) over about 1 hour. The resulting mixture was stirred at about 25C for about 10 hours. The resultant, filtered solid was removed through filtration and the filtrate was washed with water (100 mL) and aqueous 2N NaOH (40 mL). The organic layer was collected and concentrated under reduced pressure to provide crude Compound 42 (6 g) as brown solid. A mixture of crude Compound 42 (1.5 g, 6 mmol), Compound 43 (available from Oakwood Products Inc., West Columbia, SC; 2 g, 8 mmol), EtOAc (100 mL), TEA (2 mL), (Ph3P) 2PdCl2 (0.2 g, 0.25 mmol), and Cul (200 mg, 1 mmol) in a 250 mL-flask was flushed with argon three times. The reaction mixture was heated to about 50C under argon for about 6 hours. The reaction mixture was concentrated and purified using flash chromatography on a silica gel column of the type described previously in Example 1 eluting with a mixed solvent of 3: 7 EtOAc: hexane to provide 2 g of Compound 44 as a yellow solid (83% yield). The structure of Compound 44 was confirmed by 1H NMR. Compound44 : lHNMR (CDCl3) : o (ppm): 7.11 (dd, J = 1. 5,8. 1Hz, 1H), 6.97 (d, J = 1. 3Hz, 1H), 6.8 (d, J = 8. 1Hz =, 1H), 6.02 (s, 2H), 3.76-3. 79 (m, 2H), 3.64-3. 67 (m, 2H), 3.51-3. 53 (m, 2H), 3.44-3. 46 (m, 2H), 1.47 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 5-Iodobenzo[d][1,3]dioxole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EURO-CELTIQUE S.A.; WO2005/56524; (2005); 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. 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Iodobenzo[d][1,3]dioxole

General procedure: 4.2. Experimental procedure for the synthesis of 3: A solution of the indole 1 (1 mmol), aryl halide 2 (1.5 mmol), CuI (0.1 mmol, 10 mol %), metformin hydrochloride (0.2 mmol, 20 mol %), Cs2CO3 (2 mmol, 2 equiv), and DMF (2 mL) was heated to 130 C under N2. The reaction mixture was stirred for the appropriate time (Table 4), and the progress of the reaction was followed by TLC. After completion of the reaction, the mixture was cooled to room temperature, and diluted with EtOAc (10 mL). The solid was removed by filter, and the filtrate was washed with water and brine.The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography to afford the product 3.

The synthetic route of 5876-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Hu; Lei, Min; Hu, Lihong; Tetrahedron; vol. 70; 35; (2014); p. 5626 – 5631;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5876-51-7,Some common heterocyclic compound, 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, molecular formula is C7H5IO2, 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 100mL flask was charged with Pd(PPh3)Cl2 (70 mg, 0.1 mmol) and CuI (38 mg, 0.2 mmol). After the flask was evacuated and refilled with argon, NEt3 (20 mL) was added and the suspension was stirred at room temperature. A solution of iodobenzene (10a, 2.04 g, 10 mmol) and propargyl alcohol (616 mg, 11 mmol) in NEt3 (10 mL) was added to the suspension. After the reaction was complete (monitored by TLC), the mixture was filtered through a plug of Celite and washed with EtOAc (20 mL x 3). The combined solution was concentrated and purified by column chromatography on silica gel (Hexane/EtOAc 3:1, v/v) to afford 3-phenylprop-2-yn-1-ol (11a, 1.24 g, 94% yield) as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Xu, Bin; Gartman, Jackson A.; Tambar, Uttam K.; Tetrahedron; vol. 73; 29; (2017); p. 4150 – 4159;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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 5876-51-7, SDS of cas: 5876-51-7

[00341] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (22 mg; 0.027 mmol) and triethylamine (0.36 ml; 2.58 mmol) in dioxane (4 ml; dried over 4 ? sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.18 ml; 1.24 mmol), 1-iodo-3,4-methylenedioxybenzene (216 mg; 0.871 mmol) and N-methylacetamide (39 mg; 0.56 mmol) were added and the reaction mixture was stirred at 80 C. GC analysis after 30 minutes showed a new peak at 11.1 minutes (51%) which was identified by GC/MS as the desired arylborate compound.

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, 5-Iodobenzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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 5876-51-7, category: iodides-buliding-blocks

[00228] To 26.1 mg PdCl2(dppf).CH2Cl2 in a reaction tube under nitrogen were added 4 ml dioxane, 0.12 ml (1.0 mmol) of N-methypiperidine, 0.16 ml (1.1 mmol) pinacolborane and 253 mg (1.02 mmol) 1-iodo-3,4-methylenedioxybenzene. The red reaction solution was warmed to 80 C. with stirring for 17 h in an oil bath. Analysis of the dark green reaction solution by gc as described above gave the reaction product distribution: 1,3-benzodioxole (16% of gc peak area); the pinacol ester of phenylboronic acid (7%) and the desired arylboronic acid pinacol ester (peak area 76%). Increasing the N-methypiperidine concentration to 3 mmol had little effect on product distribution. Found: 1,3-benzodioxole (17% of gc peak area); the pinacol ester of phenylboronic acid (8%) and the pinacol ester of 3,4-methylenedioxyphenylboronic acid (peak area 75%).

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, 5-Iodobenzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 5876-51-7,Some common heterocyclic compound, 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, molecular formula is C7H5IO2, 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 Pd(PPh3)2Cl2(0.086g, 0.12 mmol), CuI (0.047 g, 0.24 mmol), Et3N (0.51 mL, 3.66 mmol) in MeCN (20 mL) were added substituted thienylacetylene (2.44 mmol) and3,4-methylenedioxy-iodobenzene(2.21 mmol). The reaction mixture was recharged with Argon and stirred at 80C for 3 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, 10:1) to afford pure product.5-(Thiophen-3-ylethynyl)benzo[d][1,3]dioxole (72).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodobenzo[d][1,3]dioxole, its application will become more common.

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

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. 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 5-Iodobenzo[d][1,3]dioxole

General procedure: CuI (10mol%) and EDA (10mol%) were added to a mixtureof O-alkyl carbamate (1mmol), NaOtBu (1.5mmol) and aryl halide (1mmol) in 2mL toluene and the mixture wasstirred for the appropriate time, which was determined byTLC monitoring, at 100C. After completion of the reaction,the catalyst was removed by filtration and 20mL H2Owas added to the filtrate. The resultant mixture was extractedwith CHCl3.Then the organic phase was washed with water(2 × 10mL) and dried over anhydrous Na2SO4.After evaporationof CHCl3under reduced pressure, the correspondingcrude product was purified by flash chromatography to givethe desired pure cross-coupling product in good to excellentyield. In the case of using arylboronic acids as couplingpartners, Cu(OAc)2 was employed instead of CuI.

The synthetic route of 5876-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sardarian, Ali Reza; DindarlooInaloo, Iman; Zangiabadi, Milad; Catalysis Letters; vol. 148; 2; (2018); p. 642 – 652;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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 5876-51-7, Recommanded Product: 5876-51-7

[00444] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (22 mg; 0.027 mmol) and triethylamine (0.36 ml; 2.58 mmol) in distilled dimethoxyethane (4 ml) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) and 1-iodo-3,4-methylenedioxybenzene (216 mg; 0.870 mmol) were added and the reaction mixture was stirred at 40 C. [00445] GC analysis after 1.25 h showed a peak at 9.61 mins (57.8%) which was identified by GC/MS as the desired compound.

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

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
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 5876-51-7 as follows. Product Details of 5876-51-7

A suspension of 5-iodobenzo[d][1,3]dioxole (3.00 g, 12.10 mmol), ethynyltrimethylsilane (2.01 mL, 14.52 mmol), copper (_) iodide (115 mg, 0.61 mmol), bis(triphenylphosphine)palladium(II) dichloride (424 mg, 0.61 mmol), TEA (5.06 ml, 36.29 mmol) were stirred in THF (20 mL) at ambient temperature for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with hexane/ethyl acetate (10/1, v/v) to obtain the compound 40 (2.64 g, quant. yield): 1H NMR (400 MHz, CDCl3) _ 6.98 (dd, J = 8.1, 1.6 Hz, 1H), 6.89 (d, J =1.6 Hz, 1H), 6.70 (d, J = 8.0 Hz, 1H), 5.92 (s, 2H), 0.23 (s, 9H); 13C NMR (100 MHz, CDCl3) _ 148.1, 147.4, 126.8, 116.5, 111.9, 108.4, 105.1, 101.4, 92.3, 0.1.

According to the analysis of related databases, 5876-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com