Category: 618-91-7

Adding a certain compound to certain chemical reactions, such as: 618-91-7, name is Methyl 3-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 618-91-7, Safety of Methyl 3-iodobenzoate

Dissolve methyl 3-iodobenzoate (2.0g, 7.63mmol) in THF (50mL), then add cuprous iodide (85mg, 0.44mmol) and bistriphenylphosphine palladium dichloride (150mg, 0.22mmol) ).Nitrogen was replaced three times. Under the protection of nitrogen, diethylamine (8.3 mL, 80 mmol) and trimethylsilylacetylene (1.7 mL, 12 mmol) were slowly added.Protected by nitrogen and reacted at room temperature for 24 hours.After the reaction was completed, it was filtered, and the filtrate was concentrated. Saturated brine (60 mL) was added and extracted with ethyl acetate (60 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated.Separation and purification by silica gel column chromatography (PE / EtOAc (v / v) = 60/1) to obtain 1 g of oily yellow liquid, yield: 78%.

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Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Yang Tiping; Zhou Youbo; Zhang Yingjun; Zheng Changchun; Luo Ming; Li Shixi; Peng Dahua; Wu Shuang; Xiong Jinfeng; (203 pag.)CN107344940; (2020); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 618-91-7, 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 618-91-7 as follows.

General procedure: A mixture of substituted iodobenzene (2 mmol), (5-formylfuran-2-yl)boronic acid (420 mg, 3mmol, 1.5 equiv), Pd(Ph3P)2Cl2 (0.1 mmol, 0.05 equiv, 70 mg) and potassium carbonate (6 mmol,3 equiv, 828 mg) in dioxone/H2O (6 mL/2 mL) was stirred at 100 C under argon atmosphereuntil the starting material was consumed (typically 20 h). The reaction mixture was then diluted with 25 mL of saturated brine. The mixture was then extracted with EtOAc (25 mL × 2), and the organic layers were combined, dried over Na2SO4. The concentrated crude product was purifie dby column chromatography to afford c2a-e. The second step is the same as procedure A.

According to the analysis of related databases, 618-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liang, Dongdong; Robinson, Elizabeth; Hom, Kellie; Yu, Wenbo; Nguyen, Nam; Li, Yue; Zong, Qianshou; Wilks, Angela; Xue, Fengtian; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1024 – 1029;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 618-91-7, 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. 618-91-7, name is Methyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Cu [(I)] iodide (10 mg, 0.05 mmol), potassium carbonate (276 mg, 2.0 mmol) and Methyl 3-iodobenzoate (276 mg, 1.0 mmol) were charged into a screw-capped test tube with Teflon-lining. The tube was evacuated and backfilled with argon (3 cycles). Anhydrous DME (1.0 mL) and 3-methoxythiophenol (124 muL, 1.0 mmol) were added by syringes at room temperature. The tube was heated to [80 C] and stirred for 22 hours. The reaction mixture was then allowed to reach room temperature. Ethyl acetate (approx. 5 mL) and dodecane (227 [AL,] GC standard) were added. The aliquot was analyzed GC. The reaction mixture was then filtered and concentrated. The crude product was purified by column chromatography on silica gel using hexane/ethyl acetate = 20/1 to afford colorless liquid as the titled product (220 mg, 81% yield). Rf= 0.5 (hexane/ethyl acetate = [10/1). IN] NMR [(CDC13,] 300 MHz) 8 8.02-8. 03 (m, [1] H), 7.89 (dt, 1 H, J=1. 2 Hz, 8.1 Hz), 7.45-7. 49 (m, 1 H), 7.34 (t, 1 H, [J=] 7.5 Hz), 7.21 (t, 1 H, [J=] 8.1 Hz), 6.86-6. 92 (m, 2 H), 6.79 (ddd, [1] H, J = 0. 6 Hz, 2.4 Hz, 8.1 Hz), 4.34 (q, 2 H, J= 7. 2 Hz), 3.76 (s, 3 H), 1.37 (t, 3 H, J = 7.2 Hz). 13C NMR (CDC13, 75 MHz) 8 166.0, 160.2, 136.5, 136.3, 135.2, 132.0, 131.7, 130.3, 129.3, 128. 4,123. 7,116. 6,113. 5,61. 5,55. 7,14. 7. IR (neat, [CM~L)] 3064,2981, 2960,2937, 2360,2342, 1717. MS (EI) m/z (relative intensity) [288] (100), 243 (30). Anal. Cald. for [C16H1603S,] Cald. C: 66.64, H: 5.59 ; Found C: 66.87, H: 5.66.

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

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; WO2004/13094; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 618-91-7, The chemical industry reduces the impact on the environment during synthesis 618-91-7, name is Methyl 3-iodobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To an eggplant flask was added H-phosphinate 2a (86.5 mg,0.509 mmol), NiCl2 (7.7 mg, 0.0509 mmol), 2,2`-bipyridine (17.1 mg,0.109 mmol), triethylamine (142 mL, 1.02 mmol), zinc dust (43.2 mg, 0.610 mmol), iodobenzene 1a (68.0 mL, 0.610 mmol) and dry DMF (1.0 mL) under Ar. Then the mixture was stirred at 50 C for 24 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/EtOAc 1:1) to give 3a (118 mg, 94%).

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, Methyl 3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kinbara, Atsushi; Ito, Momoko; Abe, Tohru; Yamagishi, Takehiro; Tetrahedron; vol. 71; 40; (2015); p. 7614 – 7619;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 618-91-7,Some common heterocyclic compound, 618-91-7, name is Methyl 3-iodobenzoate, molecular formula is C8H7IO2, 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 solution of esters (2a~2t, 1.0 equiv.), furan-2-carbonyl chloride (7a, 1.0 equiv.) orthiophene-2-carbonyl chloride (7b, 1.0 equiv.) in MeOH (2 mL/1 mmol) was added hydrazine hydrate(1 mL/1 mmol), then the mixture was allowed to reach 65 C and stirred for 4 h. After completion(monitored by TLC), the organic solvent was removed and extracted three times with ethyl acetate,the combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure to givethe corresponding hydrazides (3a~3t, 8a, or 8b) in high yields, which were taken up for the next stepwithout any purification.

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

Reference:
Article; Yuan, Chen; Yan, Jie; Song, Chen; Yang, Fan; Li, Chao; Wang, Cheng; Su, Huiling; Chen, Wei; Wang, Lijiao; Wang, Zhouyu; Qian, Shan; Yang, Lingling; Molecules; vol. 25; 1; (2020);,
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. 618-91-7, name is Methyl 3-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: An oven-dried Schlenk tuble equipped with a magnetic stirring bar was charged with MCM-41-N,N-Pd(OAc)2 (49 mg, 0.02 mmol Pd), aryl iodide (3.2 mmol), triarylbismuth (1.0 mmol), and K2CO3 (4.0 mmol) followed by anhydrous NMP (3 mL) under Ar. The reaction mixture was stirred in an oil bath at 110 C for 5-24 h. The reaction mixture was cooled to room temperature and filtered. The MCM-41-N,N-Pd(OAc)2 complex was washed with distilled water (2¡Á5 mL), NMP (2¡Á5 mL) and Et2O (2¡Á5 mL) and reused in the next run. The filtrate was quenched with water, and extracted with ethyl acetate (2¡Á30 mL). The combined ethyl acetate extract was washed with dilute hydrochloric acid (10 mL), saturated sodium bicarbonate solution (10 mL), brine (2¡Á10 mL), and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica gel.

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 618-91-7.

Reference:
Article; Xu, Caifeng; Yin, Lin; Huang, Bin; Liu, Haiyi; Cai, Mingzhong; Tetrahedron; vol. 72; 17; (2016); p. 2065 – 2071;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 618-91-7, A common heterocyclic compound, 618-91-7, name is Methyl 3-iodobenzoate, molecular formula is C8H7IO2, 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.

To the mixture of methyl 3-iodobenzoate (157 mg, 0.60 mmol), potassium carbonate (166mg, 1.20 mmol), cupper(I) iodide (14 mg, 0.07 mmol) and PdC12(Ph3P)2 (21 mg, 0.03 mmol) in tetrahydroffiran (2 mE) was added tert-butyl propiolate (330 pL, 2.40 mmol) at room temperature. Afier stirred for 20 h at 60 C., the mixture was evaporated to dryness. Theresidue was chromatographed on a silica gel (EtOAc:hex- anes=0: 1 -1 :10) to give the title compound 9-1(155 mg, 99%yield) as a light brown oil.?H NMR (300 MHz, CDC13) oe 8.25 (t, J=1.4, 1H), 8.16- 8.05 (m, 1H), 7.80-7.68 (m, 1H), 7.46 (t, J=7.8, 1H), 3.93 (s,3H), 1.55 (s, 9H).

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Broad Institute, Inc.; Massachusetts General Hospital; Hung, Deborah; Stanley, Sarah; Kawate, Tomohiko; Iwase, Noriakie; Shimizu, Motohisa; (32 pag.)US9416121; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 618-91-7, 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. 618-91-7, name is Methyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Obtained in Step 1 3-iodobenzoic acid methylester (104) and (3.04 g) was dissolved in THF (24 mL), PdCl2 (PPh3) 2 (244 mg), CuI (133 mg), triethylamine (. 6 mL ), was added trimethylsilylacetylene (1.37 g), under an argon atmosphere and stirred at room temperature for 26 hours. Thereaction mixture was filtered, the filtrate was concentrated, the residue was purified by silica gel flash column chromatography(developing solvent n-hexane:ethyl acetate = 50: 1) to give the title compound (2.42 g, 90% yield) white It was obtained as asolid.

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, Methyl 3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nagoya City University; Miyata, Naoki; Suzuki, Takayoshi; Ota, Yosuke; Ueda, Ryuzo; Ida, Shinsuke; Rie, Masaki; (47 pag.)JP5725475; (2015); B2;,
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. 618-91-7, name is Methyl 3-iodobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 3-iodobenzoate

3-iodo-benzoic acid methyl ester (1g, 3.82mmol), piperidine (0.76 ml, 7 . 63mmol), potassium carbonate (2.11g, 15 . 26mmol), cuprous iodide (0.15g, 0 . 76mmol), L-proline (0.18g, 1 . 53mmol)-miscible in 20mlDMSO in, under the protection of nitrogen heating 60 C reaction 8h, water 200 ml dilution, using ethyl acetate (30 ml ¡Á 3) extraction, combined with the phase, to saturated salt water (15 ml ¡Á 2) washing, dry anhydrous sodium sulfate, filtered, the filtrate may be amber oily evaporating solvent under reduced pressure, column chromatography (petroleum ether/ethyl acetate, 95:5, v/v) purified VI-10.61g colorless oily, yield 84%.

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; CHINA PHARMACEUTICAL UNIVERSITY; HUANG, WENLONG; QIAN, HAI; LI, ZHENG; YANG, JIANYONG; SU, XIN; PAN, MIAOBO; (18 pag.)CN105566263; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

618-91-7, name is Methyl 3-iodobenzoate, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: Methyl 3-iodobenzoate

To Methyl 3-iodobenzoate (25.0 g, 95.41 mmol) in ethanol (120.0 ml) was added hydrazine hydrate (50.0 ml). The reaction mixture was reflux for 18 hours. Heating was stopped and then water (300.0 ml) was added. After cooling down to room temperature, white solid was appeared. The white product solid was collected by filtration. The product was washed with water and dried under vacuum. Final white pure product was obtained in 23.0 g (92.0%). 1H NMR (400 MHz, DMSO-de, delta): 9.85 (s, br, 1 H, NH), 8.14 (t, J = 1.6 Hz, 1 H), 7.85 (m, 1 H), 7.82 (m, 1 H), 7.25 (t, J = 8.0 Hz, 1 H), 4.50 (s, 2 H, NH2). 13C NMR (100 MHz, CDCl3) delta: 168.54, 155.38, 129.54, 126.72, 125.57, 34.90, 31.07.

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; ZHANG, Yadong; ZUNIGA, Carlos; DESHAYES, Gaelle; LEROY, Julie; BARLOW, Stephen; MARDER, Seth, R.; KIM, Sung-Jin; KIPPELEN, Bernard; WO2010/149620; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com