Month: January 2021

Synthetic Route of 351003-36-6, 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. 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of Tributyl-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-2,5-dihydro-furan- 3-yl]-stannane (300 mg) in N,N-dimethylformamide (12 mL) under argon was successively added 2-Fluoro-5-iodo-benzonitrile (630 mg), copper iodide (20 mg) and thentetrakis(triphenylphosphine) palladium (42 mg). The reaction was heated at lOOC under argon for 20 hours. The reaction was allowed to cool down to room temperature then water was added and the mixture was extracted with ethyl acetate. The organic extract was washed with water, dried over sodium sulfate and concentrated in vacuo to give a residue which was purified by chromatography on silica gel (eluent: heptanesdichloromethane, 2: 1) to give 5- [5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-2,5-dihydro-furan-3-yl]-2-fluoro-benzonitrile (182 mg) as a brown solid.1H-NMR (CDC13, 400 MHz): 7.65-7.63 (m, 2H), 7.47 (m, 2H), 7.40 (m, IH), 7.29 (m, IH), 6.40 (bs, IH), 5.30 (dd, J= 2.2 and 12.8 Hz, IH), 5.17 (m, IH) ppm. 19F-NMR (CDC13, 376 MHz): -78.11 and -104.17 ppm.

The chemical industry reduces the impact on the environment during synthesis 2-Fluoro-5-iodobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EL QACEMI, Myriem; CASSAYRE, Jerome Yves; TOUEG, Julie Clementine; RENOLD, Peter; PITTERNA, Thomas; WO2011/101229; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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 19099-54-8, Computed Properties of C9H11I

A solution of 2-iodoisopropylbenzene (4.0 g, 16.3 mmol), concentrated sulfuric acid (4.6 rnL), and 60% nitric acid (1.5 g, 24.5 mmol) in chloroform (12 mL) was stirred at room temperature for 16 h. The reaction mixture was concentrated and purified using flash chromatography (SiO2, hexanes-ethyl acetate) to afford the title compound as a yellow liquid (1.7 g, 36%).[0241] 1H NMR (500 MHz, DMSO-J6): delta 1.24 (d, J = 6.8 Hz, 6H), 3.17-3.23 (m, IH), 7.76 (dd, J = 6.6, 2.5 Hz, IH), 8.04 (d, J= 2.8 Hz, IH), 8.15 (d, J= 8.5 Hz, IH)

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; TARGEGEN INC.; WO2009/55674; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 23399-70-4, name is 5-Chloro-2-iodotoluene, 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. Recommanded Product: 5-Chloro-2-iodotoluene

Adding 0.02 equivalents of anhydrous copper sulfate and 4.0 equivalents of potassium t-butoxide to a 25 mL Schlenk reaction tube, drying in vacuum for 15 minutes, and adding 1.5 mL of n-octane and 1 mL of t-butanol, 5.0 equivalents of benzonitrile in an argon atmosphere.2 mmol of 2-iodo-5-chloro-toluene, in the reaction tube after adding polytetrafluoroethylene stopper was placed into an oil bath of the reaction 90 C at 12h. After the reaction is completed, the solvent is removed by filtration and the residue is purified by column chromatography eluting with petroleum ether / methylene chloride / ethyl acetate (v: v: v = 20:10:1). 5-chloro-2-phenylindole was obtained as a white solid; yield: 84%

The synthetic route of 5-Chloro-2-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Science and Technology of China; Kang Yanbiao; Shan Xianghuan; (12 pag.)CN108863894; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 216393-67-8,Some common heterocyclic compound, 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, molecular formula is C6H4ClFIN, 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 solution of the substituted 2-iodoaniline or 2-bromoaniline (1.0 equiv), DMAP (0.05 equiv) and NEt3 (2.0 equiv) was prepared in CH2Cl2 (2mL) and cooled to 0 C. The acyl chloride solution was added dropwise into the solution. After 5 minutes, the reaction was allowed to warm to room temperature and was stirred overnight. The reaction was quenched with a saturated NaHCO3 solution and extracted with CH2Cl2 twice. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The resulting crude amide was used in next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-2-fluoro-6-iodoaniline, its application will become more common.

Reference:
Article; Xiao, Genhua; Chen, Liang; Deng, Guobo; Liu, Jianbing; Liang, Yun; Tetrahedron Letters; vol. 59; 19; (2018); p. 1836 – 1840;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 2401-21-0,Some common heterocyclic compound, 2401-21-0, name is 1,2-Dichloro-3-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.

Method C 2,3-Dichloroiodobenzene (350 g, 1.282 mol) dissolved in dry ether (1250 ml) was added slowly, with stirring, to magnesium turnings (30.77 g, 1.282 mol) in dry diethyl ether (300 ml), in order to form 2,3-dichlorophenylmagnesium iodide under nitrogen.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Dichloro-3-iodobenzene, its application will become more common.

Reference:
Patent; Glaxo Wellcome Inc.; US5925755; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 33994-44-4,Some common heterocyclic compound, 33994-44-4, name is Methyl 3-(4-Iodophenyl)propanoate, molecular formula is C10H11IO2, 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 500 ml three-neck flask is charged with 20.5 g of 4-(2-thienyl)-iodobenzene, 15.0 g of 4-[2-(5-chloro)-thienyl]-acetoanilide, 12.4 g of potassium carbonate, 0.8 g of copper sulfate pentahydrate and 60 ml of o-dichlorobenzene, and the mixture is stirred under heating at 180 C. for 15 hours in a nitrogen stream. After this reaction, 100 ml of ethylene glycol and 5.1 g of potassium hydroxide are added to the reaction mixture, which is then refluxed under heating for 3 hours in a nitrogen stream, then cooled to ambient temperature, poured into 300 ml of distilled water and neutralized by hydrochloric acid to thereby precipitate crystals. The crystals are filtered, sufficiently washed with water and then transferred to a 1 L flask. To the crystals are added 500 ml of toluene, followed by refluxing under heating to remove water by azeotropic distillation. Then, 100 ml of methanol and 1 ml of concentrated sulfuric acid are added and the resulting mixture is refluxed under heating for 2 hours in a nitrogen stream. After the reaction, the reaction solution is dissolved in distilled water and extracted with toluene. The organic phase is sufficiently washed with distilled water. Next, the organic phase is dried by sodium sulfate anhydride, a solvent is evaporated off under reduced pressure and the residue is recrystallized from an ethyl acetate-hexane mixed solution to obtain 14.2 g of diarylamine. A 100 ml flask is charged with 6.0 g of the thus obtained diarylamine, 5.7 g of methyl 4-iodophenylpropionate, 3.4 g of potassium carbonate, 0.2 g of copper sulfate pentahydrate and 15 ml of o-dichlorobenzene, and the mixture is refluxed under heating for 9.5 hours in a nitrogen stream. After the reaction is completed, the reaction mixture is cooled to ambient temperature and dissolved in 100 ml of toluene, and unnecessary substances are removed by filtration. An obtained filtrate is purified by silica gel column chromatography using toluene, to thereby yield 5.6 g of a chloro compound of triarylamine. Next, a 100 ml eggplant-shape flask is charged with 1.3 g of nickel chloride anhydride, 10.5 g of triphenylphosphine and 50 ml of DMF, and the mixture is stirred under heating. When the temperature of the reaction solution is 50 C., 0.7 g of zinc (powder) is added thereto, which is then stirred under heating at 50 C. for 1 hour. Thereafter, 5.3 g of the chloro compound of triarylamine is added to the reaction mixture, which is then stirred under heating at 50 C. for 0.5 hours. After the reaction is completed, the reaction solution is cooled to ambient temperature and poured into 500 ml of distilled water, followed by vigorous stirring. The precipitated crystals are collected by suction filtration and washed with distilled water to obtain a crude product. The obtained crude product is purified by silica gel column chromatography using hexane/ethyl acetate. Thus, 6.4 g of a thiophene-containing compound (Exemplary Compound 48) is obtained. A melting point of the obtained thiophene-containing compound is 103 to 105 C. An IR spectrum (obtained using a KBr tablet method) of the thiophene-containing compound is shown in FIG. 8. An 1H-NMR spectrum (in a CDCl3 solvent) of the thiophene-containing compound is shown in FIG. 9.

The synthetic route of 33994-44-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ohba, Yoshihiro; Sato, Kazuaki; Seki, Mieko; Agata, Takeshi; Sato, Katsuhiro; Mashimo, Kiyokazu; Yoneyama, Hirohito; Hirose, Hidekazu; US2005/59730; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 755027-21-5, name is 4-Chloro-1-iodo-2-methoxybenzene, 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. Product Details of 755027-21-5

Example 60A 4-CHLORO-2-METHOXYBENZONITRILE A mixture of Example 59A (2.68g, 10 mmol), Zn (CN) 2 (0.654g, 5.5 mmol), and Pd (PPh3) 4 (0. 577G, 0.5 mmol) in DMF (15 mL) was stirred at 90 C for 6 hours and cooled to room temperature. The reaction mixture was poured into water (500 ML) and extracted with ethyl acetate several times. The combined extracts were washed with water and brine, dried (MGS04), filtered, and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel with 9: 1 hexanes/ethyl acetate to provide 1.34g (90%) of the desired product. MS (DCI) m/e 168 (M+H) ; H NMR (300 MHz, CDC13) 8 7.49 (d, J = 8.1 Hz, 1H), 6.97-7. 03 (m, 2H).

The synthetic route of 4-Chloro-1-iodo-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, 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. Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene

General procedure: A mixture of aryl iodide (5) (1.0 mmol), PdCl2(PPh3)2(5.0 mol%), CuI (10 mol%), and Et3N (2 mmol, 0.3 mL) was stirred in CH3CN (3 mL) at room temperature for 20 minunder an argon atmosphere. 4-Methyl-2-(methylthio)-6-(prop-2-yn-1-yloxy)pyrimidine (3) (1.0 mmol, 0.19 g), wasthen added and the mixture was stirred at room temperature.After completion of the reaction, the crude product was subjected to flash column chromatography (hexane/ethyl acetate = 10:1) to afford the pure product (see Table 2).

The synthetic route of 41252-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rezaeimanesh, Fatemeh; Bakherad, Mohammad; Nasr-Isfahani, Hossein; Journal of Chemical Research; vol. 43; 9-10; (2019); p. 431 – 436;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 51411-81-5,Some common heterocyclic compound, 51411-81-5, name is 3-Amino-4-iodobenzoic acid, molecular formula is C7H6INO2, 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.

3-Amino-4-iodobenzoic acid (13.35 g, 50.8 MMOL) was added to MEOH (150ML) and SOCI2 (4.8 mL, 65.8 MMOL, 1.3 equivalent) was added. The mixture was REFLUXED for 3 h and then volatiles were removed under reduced pressure. The residue was co- evaporated 3 x with MEOH and dried in vacuo (15.23 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Amino-4-iodobenzoic acid, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO KG; WO2004/65367; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. Formula: C8H9I

Example 21 – Synthesis of 6,13-Bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro- decyldiisopropylsilylethvnyl)-2-pentafluoroethylpentacene Synthesis of 1,2-Dimethyl-4-pentafluoroethylbenzeneInto a nitrogen purged, flame dried round bottom flask was added 4-iodo-o-xylene (15.0 g, 64.7 mmol), sodium pentafluoropropionic acid (16.8 g, 90.5 mmol), copper (I) iodide (12.3 g, 64.6 mmol) and 100 mL of anhydrous N-methylpyrrolidinone. The reaction mixture was heated at 170C for 16 hours, then cooled to room temperature, and run through a thick silica gel plug with hexane. The collected yellow liquids were then evaporated to dryness on a rotary evaporator, and the oil distilled at 60C (10 ‘ Torr) to collect the desired product (9.14 g, 63%) as a colorless liquid. Analysis of the product provided the following data: 1H NuMR (200 MHz, CDCl3) delta = 2.347 (s, 6H), 7.247 (d, J= 7.8 Hz, IH), 7.357 (s, IH), 7.401 (s, IH). 13C NuMR (50 MHz, CDCl3) delta = 19.810, 19.840, 124.013 (t, J= 6.1 Hz), 127.472 (t, J = 6.1 Hz), 130.158, 137.563, 141.205. GC-MS: m/z: 224 (Ci0H9F5).

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; OUTRIDER TECHNOLOGIES; CLOUGH, Robert, Steven; ANTHONY, John, E.; FLYNN, Richard, M.; MOORE, George, G.I.; PAYNE, Marcia, M.; WO2010/138807; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com