Tag: M.W=200-300

19094-56-5, Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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 19094-56-5.

1. Synthetic routeWherein, the condition (b) is (COCl)2, CH2Cl2, DMF/Pyr, CH3OH, 2 to 3 h, r.t.2, the synthesis step(1) The compound B (B1,B2,B3) of the compound of Example 1 after purification (1 g, 3.16 mmol, 3.16 mmol, 3.54 mmol) was weighed under nitrogen, after adding 20 mL of ultra-dry anhydrous dichloromethane (DCM) and stirring to dissolve completely, add three times the amount of oxalyl chloride (9.48 mmol, 9.48 mmol, 10.62 mmol) and stir for 20-30 min; (2) Under nitrogen protection, 0.1 mL of anhydrous grade N,N-dimethylformamide (DMF) was added. After reacting for 1 h at room temperature, The reaction activated product is vacuum dried, And minimize external air entering the reaction device during operation; Use nitrogen as a shielding gas and add ultra-dry dichloromethane solvent. After stirring and dissolved at room temperature, Add twice the amount of anhydrous pyridine (6.32 mmol, 6.32 mmol, 7.08 mmol), The reaction was stirred for 30 min; finally, twice the amount of ultra-dry methanol (6.32 mmol, 6.32 mmol, 7.08 mmol) was added under a nitrogen atmosphere at room temperature. The reaction was stirred for 3 h or more; the reaction end point was detected by TLC [developing agent: V (petroleum ether)/V (ethyl acetate) = 20/1];(3) After the reaction is completed, it is extracted by washing with ethyl acetate. And dried over anhydrous MgSO4, filtered and concentrated. The crude product of the intermediate C(C1,C2,C3) was obtained, purified by silica gel column chromatography [eluent: V ( petroleum ether) / V (ethyl acetate) = 50/1] obtaining the compound intermediate C (C1,C2,C3), colorless oily liquid with yields of 72%, 58% and 63%, respectively.

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, 2-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong University of Technology; Zhao Suqing; Zhang Bingjie; Feng Dongyan; Zhong Yingying; Huang Jinqu; Wu Ke; Ling Huaying; Tan Qiting; Chen Yanting; Zhao Jiawei; Ma Zhuolin; Jiang Zhengyun; Yang Yang; Zhu Qiuyan; Hong Weiqian; (37 pag.)CN110143869; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 660-49-1, name is 3-Fluoro-5-iodoaniline, 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. 660-49-1

3-Iodo-5-fluoro-1-nitrobenzene (5.2 g; 19.48 mmol) is dissolved in a 4/3 water/tetrahydrofuran mixture. Powdered iron (8.7 g; 156 mmol), followed by acetic acid (4.5 ml) are added at room temperature and the suspension formed is stirred overnight at 40 C. The reaction mixture is filtered over diatomaceous earth and poured on to water. The mixture is extracted with ethyl acetate and the combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexane/ethyl acetate (3/1). The pure fractions are combined and the solvent is evaporated off. The residue is diluted with methylene chloride (30 ml), and pyridine (4,0 ml; 49.5 mmol) and trifluoroacetic anhydride (3.44 ml; 24.7 mmol) are added and the mixture is stirred for one hour at room temperature. The reaction solution is poured on to aqueous hydrochloric acid (1 M; 50 ml) and the mixture is extracted twice with ethyl acetate (50 ml). The combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexanelethyl acetate (9/1). The pure fractions are combined and the solvent is evaporated off. [00367] Yield: 5.40 g (98%) as a white solid. [00368] MS: 333 (M)

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, 660-49-1, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 116632-39-4, name is 5-Bromo-2-iodotoluene, I believe this compound will play a more active role in future production and life. 116632-39-4

3OA: 4-bromo-2-methyH-vinylbenzene; [00347] KF (870 mg, 15 mmol), K-Bu4NCl (2.77 g, 10 mmol), Pd(dba)2 (145 mg, 0.25 mmol), molecular sieves (4 Ang, 200 mg, activated balls), 5-bromo-2-iodo- 1-methylbenzene (1.49 g, 5 mmol), trimethyl(vinyl)silane (2.7 mL, 20 mmol), and toluene (10 mL) were added to a pressure vessel and sparged with Ar. The vial was sealed and microwaved at 1700C for 30 min. The mixture was cooled to ambient temperature, diluted with hexanes, filtered and concentrated. The crude oil was purified by flash chromatography (100% hexanes) to yield 3OA (750 mg, 76%) as a clear oil. 1H NMR (400 MHz, CDCl3) delta ppm 2.31 (s, 3 H) 5.31 (dd, /=10.99, 1.10Hz, 1 H) 5.62 (dd, J=17.59, 1.10 Hz, 1 H) 6.84 (dd, J=17.04, 10.99 Hz, 1 H) 7.26 – 7.35 (m, 3 H).

The chemical industry reduces the impact on the environment during synthesis 116632-39-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/76431; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Patent; NIHON MEDI-PHYSICS COMPANY LIMITED; KYOTO UNIVERSITY; IZAWA, AKIHIRO; OKUMURA, YUKI; KOBASHI, NOBUYA; ABE, TSUTOMU; SAJI, HIDEO; KIMURA, HIROYUKI; (34 pag.)JP2015/93832; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 461-17-6, name is 1,1,1-Trifluoro-4-iodobutane, molecular formula is C4H6F3I, 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. 461-17-6.

The compound (T-49) (15.0 g) and triphenylphosphine (24.8 g) were placed in a reactor and stirred at 100 C for 6 hours.The mixture was filtered and washed with heptane cooled with an ice bath to obtain Compound (T-50) (16.4 g; 52%).

The synthetic route of 1,1,1-Trifluoro-4-iodobutane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jieenzhi Co., Ltd.; Jieenzhi Petrochemical Co., Ltd.; Tian Zhongyuzhi; Shi Yekuangyi; Jin Tengshishang; Di Tianhekuan; (145 pag.)CN107108457; (2017); A;,
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. 612-55-5, name is 2-Iodonaphthalene, This compound has unique chemical properties. The synthetic route is as follows., 612-55-5

General procedure: Aryliodide (0.5 mmol), K4[Fe(CN)6]3H2O(0.15 mmol), K3PO4 (1.5 mmol) and Pd-BNP (5.3 mg, 0.005 mmol, 1.0 mol%)were taken in a oven dried reaction tube equipped with magnetic pellet. DMF(2.0 mL) was added to the reaction tube and the reaction mixture was stirred at120 C temperature. The reaction was monitored by TLC. After consumption ofthe starting material, the reaction mixture was cooled to room temperature.Crude product was extracted with ethyl acetate (3 10 mL). Then the organicphase was dried over Na2SO4 and concentrated in vacuum. The product waspurified by column chromatography using silica gel.

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:
Article; Ganapathy, Dhandapani; Kotha, Surya Srinivas; Sekar, Govindasamy; Tetrahedron Letters; vol. 56; 1; (2015); p. 175 – 178;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5471-81-8,Some common heterocyclic compound, 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, molecular formula is C9H9IO2, 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.

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10mol%),Methyl 3-methyl-4-iodobenzoate (0.2 mmol, 1.0 equiv.),Methyl glycidyl ether (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred 24hour. After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3¡Á10 mL), dried Na2SO4Dry, filter, and concentrate under vacuum. Purified by column chromatography,The eluent is petroleum ether: ethyl acetate = 10:1 (v/v),34 mg of methyl 7-methyl-2-(methoxymethyl)-2,3-dihydrobenzofuran-5-carboxylate (light yellow oily liquid, yield 72%).

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

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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.

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; 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