Tag: M.W=200-300

Synthetic Route of 5458-84-4,Some common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-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.

Add 1.0 g (3.58 mmol) of 1-iodo-2-methoxy-4-nitrobenzene to a 50 ml two-port bottle and turn on magnetic stirring.Add 15 ml of 95% ethanol at room temperature.Stir for 30min;Adding an appropriate amount of zinc particles to dilute hydrochloric acid for activation;0.8 (12 mmol) of activated zinc particles were sequentially added to the double-mouth bottle.10ml of 20% hydrochloric acid solution,Stirring at room temperature for 72 h;After the reaction,Stop the reaction,The obtained reaction solution was extracted with ethyl acetate.After salt washing, remove the water layer.After the obtained organic phase is distilled under reduced pressure,The dark red solid product, 2-methoxy-4-iodoaniline, 2.18 g was obtained in a yield of 81.23%.

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-2-methoxy-4-nitrobenzene, its application will become more common.

Reference:
Patent; Ningxia University; Yang Jinhui; Chi Jiurong; Yan Zhiming; Feng Yueji; Wang Shihaozhi; (5 pag.)CN109776331; (2019); A;,
Iodide – Wikipedia,
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Electric Literature of 108078-14-4, 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 108078-14-4 as follows.

A 100-mL RB flask was charged with 2-iodo-3-methylbenzoic acid (1. LG, 4.2 mmol), a stirbar, Et20 (15 mL) and DCM (35 mL) and was cooled to-78 oC under an argon atmosphere. trifluoromethanesulfonic acid (250 uL) was added over 30 sec and isobutylene was bubbled into the solution (until the solution became cloudy) using a 8″/20 gauge steel needle. The reaction was stirred for 6 h between-78 AND-20 oC. Solid NAHCO3 (250 mg) was added and the solution was allowed to warm to rt with stirring. After 20 min, the solution was poured into an extraction funnel containing DCM (50 mL) and NA2C03 (2M, 20 mL). The layers were separated and the organic layer was washed with NA2C03 (2M, 2 x 10 mL), water (20 mL), brine (30 mL) and dried over sodium sulfate. Removal of the solvent in vacuo yielded the title compound (1.05 g, 78%) which was used without further purification. 1H-NMR (CDC13) : delta 7.25 (m, 3H), 2.50 (s, 3H), 1.62 (m, 9H).

According to the analysis of related databases, 108078-14-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3-DIMENSIONAL PHARMACEUTICALS, INC.; WO2003/99805; (2003); 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. 41860-64-4, name is 4-Fluoro-2-iodo-1-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 41860-64-4

[450] To a solution of 4-fluoro-2-iodo-1-nitrobenzene (2.37 g, 8.9 mmol) in dioxane (10 mL) was added diethylzinc in toluene (13.3 mL, 13.3 mmol) and tetrakis(triphenyl- phosphine)palladium(0) (0.5 g, 0.43 mmol). The mixture was heated to reflux for 30 mm. Upon cooling, the reaction mixture was concentrated in vacuo and the resulting residue was purified by flash column chromatography on silica gel (heptane/EtOAc) to give 2-ethyl-4-fluoro-1-nitrobenzene (A6) as a red oil.

According to the analysis of related databases, 41860-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; HUANG, Wei-Sheng; LI, Feng; DALGARNO, David, C.; GONG, Yongjin; ISHCHENKO, Alexey, V.; KOHLMANN, Anna; SHAKESPEARE, William, C.; WEST, Angela, V.; XU, Yongjin; YOUNGSAYE, Willmen; ZHANG, Yun; ZHOU, Tianjun; ZHU, Xiaotian; (444 pag.)WO2015/175632; (2015); A1;,
Iodide – Wikipedia,
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Electric Literature of 17533-08-3, The chemical industry reduces the impact on the environment during synthesis 17533-08-3, name is 1,2,4-Trifluoro-5-iodobenzene, I believe this compound will play a more active role in future production and life.

General procedure: preparation of 3,3,3-trifluoro-2-hydroxy-1-morpholino-2-phenylpropan-1-one 8b (Table 2, entry 1). To a solution of phenyl iodide 5a (300 lL, 2.68 mmol)in THF (4 mL) at 0 C, isopropylmagnesium chloride in THF (1338 lL,2.68 mmol, 2 M) was added dropwise. After stirring at 0 C for 1 h, a solutionof methyl trifluoropyruvate 7a (273 lL, 2.68 mmol) in THF (3 mL) was addeddropwise at 78 C. The mixture was stirred at 78 C for 1 h and thenwarmed to 0 C, morpholine 6b (350 lL, 4.01 mmol) and isopropylmagnesiumchloride (2.0 mL, 4.01 mmol, 2 M) were added dropwise. At the end of theaddition, the external cooling was removed, and the reaction was aged at roomtemperature overnight. At 0 C, the reaction mixture was quenched with slowaddition of satd. NH4Cl and extracted with EtOAc. The combined organic layerswere dried over anhydrous Na2SO4, filtered, and concentrated in vacuo.Purification by flash chromatography (0-60% EtOAc/hexane) provided thedesired amide

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, 1,2,4-Trifluoro-5-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Meng, Zhaoyang; Butcher, William E.; Tetrahedron Letters; vol. 54; 37; (2013); p. 5133 – 5136;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 56404-21-8, 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. 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Scheme 4, Step B: To a 2 L Parr autoclave with mechanical stirring is added 1-iodo-2,4-dimethyl-3-nitro-benzene (70 g, 252.7 mmol), Pd(OAc)2 (2.8 g, 12.6 mmol),1 ,4-bis( diphenylphosphino )butane ( 6.5 g, 15.2 mmol), acetonitrile ( 462 mL ),triethylamine (88.2 mL), and methanol (280 mL). The Parr autoclave is sealed, purgedand pressurized with CO to 551.6 kPa (80 psig). The mixture is heated to 100C for 2hours. The mixture is cooled to ambient temperature and then vented. The mixture isthen concentrated to dryness under reduced pressure. Ethyl acetate (300 mL) and water(300 mL) are added. The layers are separated and the aqueous layer discarded. The organic layer is dried over MgS04, filtered, and concentrated to dryness to afford the title20compound as a red oil which crystallizes upon standing (52 g, 98 %). 1 H NMR (300.13MHz, CDCl3): o 7.89 (d, J= 8.2 Hz, 1H), 7.19 (d, J= 8.2 Hz, 1H), 3.91 (s, 3H), 2.49 (s,3H), 2.33 (s, 3H).

The synthetic route of 1-Iodo-2,4-dimethyl-3-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; VETMAN, Tatiana Natali; FISHER, Matthew Joseph; KUKLISH, Steven Lee; WO2014/4230; (2014); 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. 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 31599-61-8

4-Iodo-1,2-dimethylbenzene (12.9 g, 55.6 mmol) was charged into the reaction flask with dimethyl sulfoxide-d6 (D6-DMSO)(60 ml, 857 mmol) followed by sodium tert-butoxide (1.8 g, 18.75 mmol). This mixture was degassed with nitrogen then was stirred at 65 C. for 18 hours. The reaction was cooled down and quenched with 75 mL of D2O. This mixture was stirred at room temperature (22 C.) for 45 minutes. The mixture was then diluted with 200 mL of water and was extracted with 3×70 mL of dichloromethane (DCM). These extracts were dried over magnesium sulfate, filtered and concentrated under vacuum. The crude residue was subjected to column chromatography on silica gel eluted with DCM/heptanes 95/5 (v/v). Pure fractions were combined and concentrated under vacuum yielding 4-iodo-1,2-bis(methyl-d3)benzene (12.1 g, 50.8 mmol, 91% yield).

According to the analysis of related databases, 31599-61-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; TSAI, Jui-Yi; DYATKIN, Alexey Borisovich; YEAGER, Walter; XIA, Chuanjun; (238 pag.)US2018/102487; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 3930-83-4, A common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, molecular formula is C7H6INO, 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.

General procedure: To a solution of 2-iodobenzamide (3) or 2-bromonicotinamide (6) (2.0 mmol) in DMSO (3 mL), was added aldehyde (2.2 mmol), NaN3 (260 mg, 4.0 mmol), CuBr (29 mg, 0.2 mmol), and l-proline (46 mg, 0.4 mmol). The reaction mixture was stirred at 80 C under air. After disappearance of the reactant (monitored by TLC), water (30 mL) was added to the mixture, and then extracted with ethyl acetate (15 mL) for three times. The extraction was washed with saturated NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (10:1 to 3:1) as the eluent to give the desired products 5 or 7.

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; Li, Ting; Chen, Minglu; Yang, Lei; Xiong, Zhengxin; Wang, Yongwei; Li, Fei; Chen, Dongyin; Tetrahedron; vol. 72; 6; (2016); p. 868 – 874;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 41860-64-4,Some common heterocyclic compound, 41860-64-4, name is 4-Fluoro-2-iodo-1-nitrobenzene, molecular formula is C6H3FINO2, 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. 5-Fluoro-4′-Methylsulfinyl-2-Nitrobiphenyl sulfide 4-Methylsulfinylthiophenol (0.2 mole) is dissolved in dry tetrahydrofuran (100 ml.) and sodium hydride (50% dispersion in mineral oil, 0.2 mole) is added over 30 minutes. The solution is evaporated to dryness and the residue is rinsed well with n-hexane. The powdered salt is stirred under N2 at reflux with 4-fluoro-2-iodonitrobenzene (0.2 mole) in dry dimethylformamide for 16 hours, evaporated to dryness and extracted into chloroform (3 times 200 ml.). The organics are washed with water (2*100 ml.), separated and dried (MgSO4). The solution is filtered, evaporated to dryness and put on a column of silica-gel (Baker 2 in. times 2 ft.) and various fractions are eluted with portions of benzene-n-hexane. In this way, pure 5-fluoro-4′-methylsulfinyl-2-nitrobiphenyl sulfide is obtained.

The synthetic route of 41860-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cell Pathways, Inc.; US6020379; (2000); 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. 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H9IO2

Under protective gas A-Ia (0.2 g, 0.724 mmol) together with bis-triphenylphosphine- palladium dichloride (25.4 mg, 0.036 mmol) and copper(I)iodide is added to abs. THF (3 mL) and triethylamine (1 mL). Trimethylsilyl-ethyne is added at RT to this reaction mixture and stirred overnight. For working up it is diluted with EE, poured onto 0.5 M ammonia solution and the aqueous phase is again extracted with EE. The combined organic phases are washed with 0.5 M hydrochloric acid and saturated NaCl solution, extracted again with EE, dried on sodium sulphate, filtered and evaporated down under reduced pressure.The residue is combined with methanolic KOH (1 mL) and stirred for 2 h at RT. The reaction mixture is diluted with EE, poured onto 5 % NaHCO3 solution and extracted twice with EE. The combined organic phases are washed with saturated sodium chloride solution, dried on sodium sulphate, filtered and evaporated down under reduced pressure. Chromatographic purification through a short silica gel frit yields A-2a (HPLC-MS: tRet. = 3.65 min; MS (M+H)+ = 175).

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/3998; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 101066-87-9, These common heterocyclic compound, 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, 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.

General procedure: A mixture of 4c (6.0 g, 24.7 mmol), 4-iodo-2-(trifluoromethyl)benzonitrile (8.42 g, 28.4 mmol), Xantphos (2.14 g, 3.70 mmol),Pd2(dba)3 (1.13 g, 1.23 mmol) and Cs2CO3 (12.05 g, 36.98 mmol)in toluene (70 ml) was stirred at 80 C for 18 h, and the resultingmixture was partitioned between water and ethylacetate. Theorganic layer was dried over MgSO4, and concentrated in vacuo.The residue was purified by silica gel column chromatography(n-hexane:EtOAc = 50:1 to 1:2) to afford 4-((2S,3S)-3-{[tert-Butyl(dimethyl)silyl]oxy}-2-ethyl-5-oxopyrrolidin-1-yl)-2-(trifluoromethyl)benzonitrile

The synthetic route of 101066-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Aikawa, Katsuji; Asano, Moriteru; Ono, Koji; Habuka, Noriyuki; Yano, Jason; Wilson, Keith; Fujita, Hisashi; Kandori, Hitoshi; Hara, Takahito; Morimoto, Megumi; Santou, Takashi; Yamaoka, Masuo; Nakayama, Masaharu; Hasuoka, Atsushi; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3330 – 3349;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com