Category: iodides-buliding-blocks

3032-81-3, 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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, A new synthetic method of this compound is introduced below.

General procedure: 1.00 mmol arylhalide, 1.30 mmol furfural-boronic acid and 0.05 mmolBis(triphenylphosphine)palladium(II) dichloride were treated with 0.30 mLdimethoxyethane, 0.50 mL ethanol and 0.30 mL aqueous 2M sodium carbonate solution.The reaction was heated to 65¡ãC for 1h or until the TLC showed no remaining startingmaterial. The mixture was evaporated and extracted three times with ethyl acetate. Thecombined organic layers were washed with brine, dried over MgSO4, filtered andconcentrated. The crude product was purified by column chromatography usinghexanes/ethyl acetate (9:1).

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; Krake, Susann H.; Martinez, Pablo David G.; McLaren, Jenna; Ryan, Eileen; Chen, Gong; White, Karen; Charman, Susan A.; Campbell, Simon; Willis, Paul; Dias, Luiz Carlos; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 929 – 936;,
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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., 82998-57-0

3-Iodo-4-methylbenzoic acid (1 mmol) was dissolved in dichloromethane and then oxalyl chloride charged in the vessel at 0 to 50 A catalytic amount of dimethylformamide was chargedin the vessel. The reaction mass temperature was raised to 25-30C and maintained for 16-18 hrs. After completion of the reaction, the reaction mass was distilled to a thick oily mass which was subsequently used for further reaction.

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Reference:
Patent; APICORE US LLC; KOVI, Ravishanker; KANNAPAN, Jayaraman; THAKOR, Sanjay, F.; NAIK, Ashish; BHARATBHAI, Dhakhada, Chetana; KHICHI, Kuldip, Fatehlal; SHIVNATH, Sahebrao, Patil; (23 pag.)WO2016/201203; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 351003-36-6

To 5-(tributylstannyl)thiazole (1.00 g, 2.7 mmol) in THF (10 mL) was added 2-fluoro-5-iodobenzonitrile (0.791 g, 3.2 mmol). The solution was degassed with N2 and bis(triphenylphosphine)palladium(II) chloride Pd(Ph)2Cl2 (0.187 g, 0.27 mmol) was added. The solution was further degassed for five minutes before heating to 85 C. for 2 h. Upon cooling, the reaction mixture was diluted with saturated NaHCO3 and washed with EA (3¡Á50 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated. The crude product was purified by chromatography (10% EA/Hexanes) to afford 0.450 g (82%) of 2-fluoro-5-(thiazol-5-yl)benzonitrile THZ INT-3 as a tan solid. LCMS-ESI (m/z) calculated for C10H5FN2S: 204.2. found 205.0 [M+H]+, tR=3.00 min.

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, 351003-36-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Receptos, Inc.; Boehm, Marcus F.; Martinborough, Esther; Brahmachary, Enugurthi; Moorjani, Manisha; Tamiya, Junko; Huang, Liming; Yeager, Adam Richard; US2015/299179; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under argon protection, 114.4 g was added to the reaction flask2-iodo-5-bromotoluene(I),46.6 gO-aminothiophenol (II), 2 g of cuprous iodide,146.05 g of cyclohexanediamine and 200 mL of water,Mechanical stirring, oil bath 110 C, the reaction 6 h.The reaction mixture was cooled to room temperature, extracted with 200 mL * 3 ethyl acetate, 100 mL * 3 ammonia water and 100 mL * 3 purified water. The combined ethyl acetate phases were washed with 200 mL of purified water and 60 mL of aqueous ammonia,Wash with brine, dry over anhydrous sodium sulfate. The dried ethyl acetate layer was pulled dry, add 100 mL petroleum ether dissolved, stirred and cooled to -5 ~ -20 C, with a large amount of solid precipitation, filtration, the filter cake was washed with petroleum ether.The filter cake was collected and dried under reduced pressure at 40 C to giveThe yield of 2- (2-methyl-4-bromo-phenylmercapto) aniline (1Pi) was 98.04g with a yield of 85.7% and a purity of 91.3%

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Ji Bell Pharmaceutical Co., Ltd.; Ding Deping; Li Zhaoguang; Feng Qi; Tang Zhiqun; Liu Jun; Jiang Bin; (10 pag.)CN107513048; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

615-42-9, 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. 615-42-9, name is 1,2-Diiodobenzene, A new synthetic method of this compound is introduced below.

[00150] Copper (I) iodide (FW 190.45, 0.90 grams, 4.72 mmol), 1,10-phenanthroline (FW 180.21, 0.83 grams, 4.62 mmol), cesium carbonate (FW 325.82, 19.00 grams, 58.30 mmol), 1 ,2-diiodobenzene (FW 329.90, 7.50 grams, 22.70 mol), di(ethylene glycol) ethyl ether (FW 134.17, 9.18 grams, 68.40 mol) and 100 milliliters of dry xylene were charged in a 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at reflux temperature for 20 hours under nitrogen. The resulting suspension was cooled to room temperature by adding 50 milliliters of toluene. Then reaction mixture was filtered through celite and alumina. The low boiling (xylene and toluene) component was removed by a rotary evaporator and high boiling component di(ethylene glycol) ethyl ether by air bath oven at 200C under high vacuum for 2 hours. The residue was purified by flask chromatography on silica gel. The final dark yellow product yielded 7.00 grams (90%). The product I and C NMR analysis shows the formation of aryl ether product. IR: neat (cm” FontWeight=”Bold” FontSize=”10″ ): 745, 843, 931, 1052, 1 1 16, 1219, 1256, 1325, 1350, 1373, 1453, 1501, 1593, 2869, 2929, 2973. 1H NMR (CDC13): delta 6.76 (m, 4H, Ph), 4.02 (t, 4H, -OCH2-), 3.71 (m, 4H, -CH2O-) 3.57 (m, 4H, -OCH2), 3.45(m, 4H, -OCH2-), 3.37(t, 4H, -OCH2-), 1.06 (t, 6H, -CH3). 13C NMR (CDC13): 149.42, 121.61, 1 15.04, 70.89, 69.89, 69.76, 68.93, 66.59, 15.14.

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; EXXONMOBIL RESEARCH AND ENGINEERING COMPANY; PATIL, Abhimanyu, Onkar; BODIGE, Satish; WO2015/60985; (2015); 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. 35944-64-0, name is 3-Iodo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., 35944-64-0

Adapting literature procedures (Jian, et al., U.S. Application Publication No. 2006/173006 and International Application Publication No. WO 2010/039238; Bookster, et al., International Application Publication No. WO 2010/047982), to a solution of commercial 3-iodo-4-methylaniline (1.0 g, 4.30 mmol) in water (25 mL) was added aqueous 0.5 M sulfuric acid (H2SO4) (25 mL, 12.5 mmol). The reaction mixture was heated at ~80C (oil bath) until all solids were dissolved to yield a pale brownish solution. The solution was cooled quickly to ~0C (ice bath) upon which part of 3-iodo-4-methylaniline began to precipitated as crystals. To the reaction mixture was added in small portions solid sodium nitrite (NaN02) (444 mg, 6.39 mmol). After ~2 hours at ~0 C (ice bath), the reaction mixture became a clear yellow solution. Urea (H2NCONH2) (126 mg, 2.1 mmol) was added at this temperature and the solution was allowed to warm gradually to room temperature. Aqueous 0.5 M sulfuric acid (H2SO4) (25 mL, 12.5 mmol) was added and the reaction mixture was heated at reflux for -30 min followed by cooling to room temperature. Extractive aqueous work-up with ethyl acetate and purification bysilica gel column chromatography using an EtOAc/hexane mixture (EtOAc/hexane = 1 :8, v/v) provided the target compound as a deep orange oil. Rf. -0.37 (EtOAc/hexane = 1 :9, v/v). 1H MR (400 MHz, CDC13): delta 7.30 (d, J = 2.0 Hz, 1H), 7.06 (d, J= 8.4 Hz, 1H), 6.72 (dd, J= 8.4, 2.4 Hz, 1H), 4.71 (br. s, 1H) ppm. The analytical data correspond to the data for the compound in the literature. 3-Iodo-4-methyl phenol (l-methyl-2-iodo-4-hydroxybenzene) is also commercially available.

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; QUADRIGA BIOSCIENCES, INC.; JANDELEIT, Bernd; FISCHER, Wolf-Nicolas; KOLLER, Kerry J.; RINGOLD, Gordon; (469 pag.)WO2017/24009; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, molecular formula is C14H18I3N3O6, 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. 76801-93-9.

5-amino-N,N’-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (500 g) was taken in N-methylpyrrolidone (500 ml). Chloroacetyl chloride (500 ml) was then added over three hours maintaining the temperature below 35 0C. After addition, the reaction mixture was stirred for three hours at 50 0C. Water (1.3 L) was added to the reaction mass and the precipitated product was filtered, washed and dried. Yield: 97%Purity: 96% (by HPLC)

The synthetic route of 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WOCKHARDT RESEARCH CENTRE; KULKARNI, Dilip, Ganesh; SINHA, Rohit, Kumar; SHINDE, Prakash, Sakharam; SIDDIQUI, Mohammed, Jaweed, Mukarram; ZAKIR, Gafoor, Shaikh; MOHAMMED, Ismail, Shafi; ANIS, Mushtaqe, Ali, Saiyad; KHAN, Nasim; WO2008/104853; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

61203-48-3, 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. 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

[230] b. N-(6,7-Methylenedioxyquinolin-4-yl)-N-[2-(N,N-diethylamino)ethyl]-2- iodo-4,5-dimethoxybenzamide. Oxalyl chloride (1.12 g , 8.8 mmol) was added to a solution of 2-Iodo-4,5-dimethoxybenzoic acid (820 mg, 2.6 mmol; see above) in anhydrous methylene chloride (40 mL) and the stirred mixture was refluxed for 4 hours. The mixture was then concentrated to dryness under reduced pressure. The acid chloride was dissolved in 40 mL of methylene chloride and added to a solution of 4-[[2-(Diethylamino)ethyl]amino]-6,7-methylenedioxyquinoline (640 mg, 2.2 mmol), and triethylamine (2.2g, 22 mmol) in methylene chloride (50 mL) and the resulting mixture was stirred at reflux under nitrogen for 2 hours. The reaction mix was cooled and washed with a saturated solution of sodium bicarbonate (3 x 75 mL), and extracted into dilute HCl (4 x 100 mL). The aqueous extract was then neutralized with 30% NaOH and extracted with CHCl3 (4 x 100 mL), washed with brine (100mL), dried (MgSO4) and evaporated, yielding 1.1 g as a sticky semisolid glue, in 86% yield; 1H NMR (CDCl3) 0.96 (t, 6H, J=7.2), 2.54 (q, 4H, J=7.2), 2.82 (m, 2H), 3.29 (s, 3H), 3.71 (s, 3H), 3.92 (m, 1H), 4.46 (m, 1H), 6.12 (s, 2H), 6.37 (s, 1H), 7.00 (s, 1H), 7.27 (d, 1H, J=4.8), 7.33 (s, 1H), 7.39 (s, 1H), 8.52 (d, 1H, J=4.8); 13C NMR (CDCl3) 11.8, 47.1, 47.5, 50.7, 55.5, 56.1, 82.7, 98.5, 102.2, 106.7, 110.6, 120.1, 121.8, 122.7, 133.7, 146.3, 148.1, 148.3, 148.5, 149.0, 149.7, 151.0, 170.0; HRMS calcd for C25H28O5N31H: 578.1153; found: 578.1153.

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; GENZYME CORPORATION; TEICHER, Beverly A.; SCHMID, Steven M.; WO2012/15875; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

626-01-7, 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. 626-01-7, name is 3-Iodoaniline, A new synthetic method of this compound is introduced below.

General procedure: In a 10-ml round-bottom flask equipped with a condenser, a mixture of the aromatic amine (2 mmol), ethyl acetoacetate (1 mmol), and [Pyridinium-SO3H]HSO4 (0.0,385 g, 15 mol %) was stirred at 100 C for 10 min. Afterwards, the aromatic aldehyde (2 mmol) was added, and the resulting mixture was kept under stirring for the specified time in Table 3, the progress of the reaction was followed by TLC. After completion of the reaction, the reaction mixture was cooled to room temperature, extracted by the warm EtOAc (10 ml) to separate the catalyst. EtOAc was removed and the crude product was recrystallized from aqueous ethanol (96 %) to afford the pure product, which required no further purification. The recovered catalyst was washed with EtOAc (2 x 10 ml), dried, and reused, without considerable catalytic activity decrease.

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; Mohammadi, Sedigheh; Abbasi, Mohsen; Research on Chemical Intermediates; vol. 41; 11; (2015); p. 8877 – 8890;,
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 18698-96-9 as follows. 18698-96-9

STR164 Step 1–Preparation of 2-(2-Iodophenyl)ethanol. A solution of o-iodophenylacetic acid (19.87 g, 75.83 mmol) in dry tetrahydrofuran (110 mL) was added dropwise over 41 min to a solution of borane in tetrahydrofuran (151 mL of 1 M solution, ca. 151.0 mmol) which was cooled with an ice-water bath. The reaction was stirred at 0 to 10 C. for 2 hr 15 min. After the reaction mixture was cooled to 0 C., it was quenched by cautious addition (frothing|) of 10 (vol.) % acetic acid in methanol over 20 min. Stirring was continued for 25 min before the reaction was concentrated on a rotary evaporator. The residue was dissolved in ethyl acetate and washed with saturated ammonium chloride followed by saturated sodium bicarbonate. The organics were dried (Na2 SO4) and concentrated to a yellow oil (18.07 g) which was used in the next step without purification. TLC (hexane-ethyl acetate, 1:1): Rf =0.71; 1 H-NMR (DMSO-d6): delta 2.81 (t, J=7.2 Hz, 2H), 3.53 (dt, J=5.1 Hz, 7.5 Hz, 2H), 4.73 (t, J=5.4 Hz, 1H), 6.90-6.95 (m, 1H), 7.29 (dd, J=4.9 Hz, 0.8 Hz, 2H), 7.79 (d, J=7.7 Hz, 1H); MS (EI) 248 [M]+ (C8 H9 IO, FW=248.07).

According to the analysis of related databases, 18698-96-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Corporation; US5886022; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com