Tag: M.W=200-300

Application of 56096-89-0,Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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 mixture of a (1 33 g, 5 mmol, 1.0 eq), b (1.5 g, 7 5 mmol, 1.5 eq), KOAc (1.3 g, 12.5 mmol, 2.5 eq), copper powder (100.0 mg, 1.5 mmol, 0.3 eq), and Cui OAc)?. (270.0 mg, 1.5 mmol, 0.3 eq) in 2-pentanol (30.0 mL) was stirred at 140 C overnight under N2 atmosphere, then cooled to room temperature. The mixture was diluted with water (100 mL), acidified to pH=3 with 2 N HC1 and extracted with EtOAc (100 mL x 2). The combined organic layers were dried over anhydrous NaiSCL and concentrated. The residue was purified by chromatography on silica gel (EtOAc) to afford c (1.14 g, 66%). LC/MS: 341.9

The synthetic route of 56096-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
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: 618-91-7

General procedure: A mixture of substituted iodobenzenes (1a-1i, 15 mmol), (5-formylfuran-2-yl)boronic acid(2, 15 mmol), bis(triphenylphosphine)palladium(II) chloride (Pd(Pph3)2Cl2, 0.6 mmol) and sodium carbonate (Na2CO3, 30 mmol) in MeCN/H2O (10 mL /10 mL) was stirred for 1 h at 60 C. Upon completion of the reaction as determined by TLC, MeCN was removed by a rotary evaporator under reduced pressure, and the residue was acidated with 1M HCl solution (pH 7) and filtered. Next,the ltrate was partitioned between water (60 mL) and ethyl acetate (3 x 50 mL). The organic layer wasdried over magnesium sulfate anhydrous (MgSO4), filtered and concentrated in vacuo. The crude products were purified by column chromatography with appropriate eluents to give the coupling products 3a-3i, in 80-86% yields.

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

Reference:
Article; Wang, Lijiao; Li, Chao; Chen, Wei; Song, Chen; Zhang, Xing; Yang, Fan; Wang, Chen; Zhang, Yuanyuan; Qian, Shan; Wang, Zhouyu; Yang, Lingling; Molecules; vol. 24; 15; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5100-98-1, name is 3-Chloro-2-iodotoluene, 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 5100-98-1, name: 3-Chloro-2-iodotoluene

General procedure: The aryl iodide (1.0 mmol), boronic acid (2.0 mmol), PEPPSI-IPr (0.03 mmol), and Cs2CO3 (3.0 mmol) were placed into a 25 mL round-bottomed flask that was fitted with a reflux condenser. Chlorobenzene (5 mL) was added, and the flask was evacuated and backfilled with CO(g) (three cycles). The mixture was heated to 80 C (oil bath) with stirring for 24 h under a balloon of CO(g). The reaction mixture was filtered through a pad of Celite, washing with EtOAc. The filtrate was washed with H2O (20 mL), brine (20 mL), dried (MgSO4), filtered, and concentrated under reduced pressure. The crude residue was purified by flash column chromatography, eluting with the indicated solvent to afford the desired benzophenone.

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, 3-Chloro-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; O’Keefe, B. Michael; Simmons, Nicholas; Martin, Stephen F.; Tetrahedron; vol. 67; 24; (2011); p. 4344 – 4351;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 4387-36-4, 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. 4387-36-4, name is 2-Iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Weigh 0.6 mM halogenated aromatic hydrocarbon in a reaction flask, add 4 mL of solvent, and fill the reaction flask with nitrogen.Deoxygenation was performed for 30 minutes and 150 muL of triethylamine and 24 mM pyrrole or its derivatives were sequentially added during the deoxygenation. After that, the reaction vessel was sealed, placed over a light-emitting diode (LED) having a wavelength of 450 nm and a power of 30 W to be irradiated, and the reaction was stirred at room temperature for 20 hours.After the end of the reaction, the light source was switched off and the reaction mixture was spin-dried. Column chromatography was performed using petroleum ether and ethyl acetate as eluents. After vacuum drying at 35° C., the carbon-carbon coupling product 6a was obtained. The nuclear magnetic resonance spectrum of compound 6a was obtained. As shown in FIG. 34 and FIG. 35 , the nuclear magnetic carbon spectrum shows that the yield of compound 6a is 96percent, as shown in Table 1. The halogenated aromatic hydrocarbon is o-iodobenzeneacetonitrile and the solvent is acetonitrile.When the pyrrole in Example 16 was replaced with N-methylpyrrole, a carbon-carbon coupling product 6b was obtained. The nuclear magnetic and nuclear magnetic carbon spectra of compound 6b were as shown in FIGS. 36 and 37, and the yield of compound 6b was 96percent, as shown in Table 1. When the pyrrole in Example 16 is replaced with N-phenylpyrrole, a carbon-carbon coupling product 6c is obtained. The nuclear magnetic and nuclear magnetic carbon spectra of compound 6c are shown in Figs. 38 and 39, and the yield of compound 6c is: 58percent, as shown in Table 1.

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-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shaanxi Normal University; Fang Yu; Miao Rong; (29 pag.)CN108002991; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 610-97-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 610-97-9 name is Methyl 2-iodobenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A 50 cm3 Schlenk flask was charged with an ortho-substituted iodoarene(1×10-3 mol), an amine (1.1-5×10-3 mol), K2CO3(2×10-3 mol), a catalyst (5×10-6 mol), and a stirring bar. Next, 5cm3 of DMF was added. Under balloon pressure of CO, the reactionmixture was stirred at 100 C for 1-6 h. After the reaction, the Schlenkflask was cooled down, and the organic products were extracted with3×7 cm3 of diethyl ether (3×15 min with stirring) and then GCanalyzed with dodecane as the internal standard (0.076 cm3, 5.46×10-4 mol). Each reaction was repeated minimum twice and the averagevalue from two experiments was reported. The difference between tworesults was below 5%.After the solvents were evaporated, the crude product was purifiedby flash chromatography on silica gel using hexane/ethyl acetate (10:4)as the eluent, and the corresponding N-substituted phthalimides wereobtained

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Article; Wojcik, Przemys?aw; Trzeciak, Anna M.; Applied Catalysis A: General; vol. 560; (2018); p. 73 – 83;,
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. 387-48-4, name is 3-Fluoro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., SDS of cas: 387-48-4

Step B: Preparation of Ethyl 2-(3-fluoro-2-iodophcnyl)acctate; 109081 A solution of 3-fluoro-2-iodobenzoic acid ( 14.90 g, 56.0 mmol) was stirred in thionyl chloride ( 150 mL) for 1 hour at reflux. The mixture was cooled to room temperature, and the excess thionyl chloride was removed in vacuo to give the corresponding acid chloride. HbO (20 ml.) was added, and a solution of TMSCHN? (2.0M in Ht2O. I I O mL. 220 mmol) was added. The mixture was stirred for 4 hours, and the excess reagent was quenched by the addition of AcOH. The mixture was then partitioned between EtOAc (200 mL) and saturated NaHCO3 solution. The layers were separated, and the organic layer was washed twice with saturated NaHCO3, once with water, and once with brine once. The organic layer was then dried over anhydrous MgStheta4 and concentrated in vacuo. This material was dissolved in HtOH (200 proof) and silver(I)oxide (2.60 g, 1 1 .2 mmol) was added. The suspension was heated to 800C for 30 minutes, cooled to room temperature, and filtered through celite. The filtrate was concentrated in vacuo, and the resulting oil was purified by flash chromatography to give 9.90 g of product as a yellow oil.

The synthetic route of 387-48-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1829-28-3,Some common heterocyclic compound, 1829-28-3, name is Ethyl 2-iodobenzoate, 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.

Weighing 5.52 g (20 mmol) of o-iodobenzoic acid ethyl ester obtained by esterification of o-iodobenzoic acid with anhydrous ethanol in a microwave reaction tube, 1.08 g (10 mmol) of o-phenylenediamine.Add copper iodide (190 mg, 1 mmol) in turn,Potassium phosphate (6.36g, 30mmol),Appropriate amount of ethylene glycol and magnetron at 180 C,Microwave reaction under nitrogen protection,The reaction was stopped after 1 h, and the reaction was terminated by TLC. Extraction with ethyl acetate (3 x 100 mL),Wash with water and an appropriate amount of saturated brine, combine the organic layers, add anhydrous Na2SO4 to remove water,After filtration, the residue was concentrated and the residue was purified by column chromatography to yield 1.The yield of the obtained Compound 1 was 65%.

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

Reference:
Patent; Xinxiang Medical University; Yan Fulin; Cao Ke; Yan Jianwei; Ma Lijuan; Lv Haixia; Wang Yawen; Yin Tiantian; (25 pag.)CN108586364; (2018); A;,
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. 3930-83-4, name is 2-Iodobenzamide, A new synthetic method of this compound is introduced below., COA of Formula: C7H6INO

General procedure: A two-neck round bottom flask was charged with amagnetic stirrer, evacuated and backfilled with argon. 2-iodobenzamide ( 0.5mmol, 124 mg), aniline or alpha-substituted benzylamine (1.0 mmol), K2CO3(1.0 mmol, 138 mg) and CuBr2 (0.05mmol, 11 mg) in DMSO (5 mL) under argon atmosphere. The mixture was allowed tostir under argon atmosphere at 110 C for 4 h.The mixture was concentrated with the aid of a rotary evaporator, and theresidue was purified by column chromatography on silica gel using petroleumether/ethyl acetate (2:1) as eluent to provide the product 2-9.

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; Wang, Li-Xia; Hu, Ben-Quan; Xiang, Jun-Feng; Cui, Jie; Hao, Xiang; Liang, Tong-Ling; Tang, Ya-Lin; Tetrahedron; vol. 70; 45; (2014); p. 8588 – 8591;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.

Example 2 Compound 6 Compound 6 was prepared from compound 5 (3.35 g, 12 mmol), trimethylsilylacetylene (3.3 mL, 24 mmol), PdCI2(PPh3)2 (0.42 g, 5.0 mol %), and CuI (0.114 g, 5.0 mol %) in TEA (70 mL). The reaction mixture was diluted with EtOAC and filtered through a silica gel bed, the organic layer was washed with water, and dried over Na2SO4. The dried organic layer was concentrated and purfied by chromatographic separation using (Hex:AcOEt = 100:10(v/v)) gave 1.66 g (55%) of compound 6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-methoxy-2-nitrobenzene, its application will become more common.

Reference:
Patent; THRESHOLD PHARMACEUTICALS, INC.; WO2006/57946; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 29289-13-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 29289-13-2 name is 2-Iodo-4-methylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A mixture of 2-halobenzenamine (1.0 mmol), isothiocyanate (1.2 mmol), Et3N (2.0 mmol) and MCM-41-2N-CuSO4 (0.0025 mmol) in DMSO (2 mL) was stirred under an air atmosphere at 80 C for 5-24 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature. The solution was diluted with ethyl acetate (30 mL ) and filtered. The catalyst was washed with ethyl acetate (2 × 5 mL) and Et2O (2 × 5 mL) and reused in the next run. The organic layer was washed with water (2 × 10 mL) and dried over anhydrous Na2SO4. After evaporating under vacuum, the residue was purified by flash chromatography on silica gel (petroleum/ethyl acetate = 10:1 to 4:1) to provide the corresponding pure product 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4-methylaniline, and friends who are interested can also refer to it.

Reference:
Article; Xiao, Ruian; Hao, Wenyan; Ai, Jinting; Cai, Ming-Zhong; Journal of Organometallic Chemistry; vol. 705; (2012); p. 44 – 50;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com