Month: March 2021

Application of 2142-70-3, A common heterocyclic compound, 2142-70-3, name is 1-(2-Iodophenyl)ethanone, molecular formula is C8H7IO, 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 CuCl (50 mg, 0.5 mmol, 50 mol %), tetrakis(triphenylphosphine)palladium (58 mg, 0.05 mmol, 5 mol %), and 4-iodoanisole (2a) (234 mg, 1 mmol) in DMF (5 mL) in a 20 mL of Schlenk tube was added trimethyl(phenylethynyl)silane (1a) (0.39 mL, 2 mmol). The reaction mixture was stirred for 3 h at 80 C, quenched with 1.0 M HCl, and extracted with diethyl ether (20 mL¡Á3). The combined ethereal layer was washed with brine and dried over MgSO4. Filtration and evaporation afforded a dark yellow oil. Column chromatography (silica gel, hexane/diethyl ether=9:1, Rf=0.14) gave the title compound (197 mg, 0.84 mmol, 84% yield) as white solid.

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; Nishihara, Yasushi; Inoue, Eiji; Noyori, Shintaro; Ogawa, Daisuke; Okada, Yoshiaki; Iwasaki, Masayuki; Takagi, Kentaro; Tetrahedron; vol. 68; 24; (2012); p. 4869 – 4881;,
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. 74-88-4, name is Iodomethane, A new synthetic method of this compound is introduced below., Application In Synthesis of Iodomethane

To a solution of 5-bromo-2-iodo-phenol (1.00 g, 3.35 mmol) in acetone (10.0 mL) was added iodomethane (951 mg, 6.70 mmol) and anhydrous potassium carbonate (926 mg, 6.70 mmol) at it. The reaction mixture was stirred at it for 12 hrs. On completion, the reaction mixture was filtered. The filtrate was concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ether) to give the title compound (1.00 g, 96% yield). MR (400MHz, CDC13) delta = 7.61 (d, J =8.4 Hz, 1H), 6.95 (d, J =1.8 Hz, 1H), 6.87 (dd, J =8.4 Hz, 1.8 Hz, 1H), 3.89 (s, 3H).

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; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (358 pag.)WO2017/156165; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 696-41-3, name is 3-Iodobenzaldehyde, 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. category: iodides-buliding-blocks

100ml three-necked flaskM-iodobenzaldehyde(10.8mmol, 2.51g),Benzoquinone hydrochloride(21.6mmol, 3.80g), Na2CO3 (21.6 mmol, 2.2 g),Cu(OAc) 2 (1.08 mmol, 0.21 g),The molar ratio is charged at 1:2:2:0.1.The solvent was chosen to be 50 g of toluene.The reaction was controlled to stir at 110 C for 12 h.filter,Washed,Recrystallization from absolute ethanol,The obtained cake was vacuum dried to obtain a product of 4.05 g.The yield was 86%.

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

Reference:
Patent; Hubei Shang Sai Optoelectric Materials Co., Ltd.; Mu Guangyuan; Zhuang Shaoqing; Wang Qi; (18 pag.)CN108264490; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 20691-72-9, 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. 20691-72-9 name is 4-Iodo-2-nitroaniline, 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.

Example A1 (4-Iodo-2-nitro-phenyl)-carbamic Acid tert.-Butyl Ester Prepared the isocyanate from 4-iodo-2-nitroaniline (12.0 g, 45.5 mmol; prepared from 2-nitroaniline according to Wilson, J. Gerald; Hunt, Frederick C. Aust. J. Chem. 1983, 36, 2317-25; CAS-No. [20691-72-9]) with diphosgene (4.1 mL, 34.1 mmol) in EtOAc (250 mL), followed by treatment with tert.-BuOH (12 mL) in CH2Cl2 (60 mL) according to the general procedure A (method a). Obtained as a yellow solid (8.23 g, 82%). MS (EI) 390 (M+); mp 92-94 C.

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

Reference:
Patent; Hoffmann-La Roche Inc.; US6509328; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, 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 263351-43-5, Safety of tert-Butyl 3-iodobenzylcarbamate

tert-Butyl [3-[5-[[1-(Benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate 3-[[1-(Benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine (682 mg, 1.48 mmol), tert-butyl 3-iodobenzylcarbamate (498 mg, 1.48 mmol), and anhydrous DMF (5 mL) were placed in a 50 mL round-bottom flask with magnetic stirrer. To this mixture were added rapidly CsF (450 mg, 2.96 mmol, 2 equiv.), CuI (29 mg, 0.15 mmol, 0.1 equiv.), and tetrakis(triphenylphosphine)palladium(0) (87 mg, 75 mumol, 0.05 equiv.). The flask was fitted with a three-way stopcock with argon balloon, and the atmosphere was exchanged. The reaction mixture was heated at 50 C. for 6 h, during which time it turned from an olive-colored solution to a dark suspension. The solvent was pumped off at 30 C. with an oil pump into a -78 C. receiver. The residue was stirred with ether (20 mL) to disperse the solid, which was then removed by suction filtration over celite. The filter residue was twice washed with ether (15 mL each), and the combined ether solutions were evaporated. TLC (SiO2, EtOAc) showed the formation of a major product at Rf 0.5 (UV- and KMnO4-active) followed by residual DMF (Rf 0.15; KMnO4 stain only). The crude product was chromatographed on silica gel (20*3.8 cm) with a stepwise gradient of EtOAc/hexane 1:1, 2:1, 3:1, and 4:1. The product-containing eluate fractions were evaporated. The residue was taken up in DMSO (2.2 mL) and further purified by preparative HPLC in a single portion on a Supelco Discovery C18 column (250*21.2 mm, 5 mum particle size; UV detection at 270 nm; flow/solvent gradient: 0-12 min, 6 to 12.5 mL/min (then remaining at this value)/20% CH3CN in water; 20-100% within 40 min; run aborted after elution of the main peak and column washed with CH3CN). The product eluted at tR 39.8-41.9 min. Evaporation and drying (50 C./oil pump) gave 542 mg (73%) of a yellowish glass. [alpha]D -44.3, [alpha]546 -52.5 (c 10.5 g/L, EtOAc). 1H NMR (CDCl3, 500 MHz) delta 8.48 (s, 1H), 8.32 (br, 1H), 7.51-7.25 (m, 10H), 5.13, 5.09 (ABq, 2H, J=12.4 Hz), 4.96 (br, 1H), 4.67 (br, 1H), approx. 4.5 (very br, 1H), 4.42 (br d, 2H, J=5.3 Hz), 4.22 (br, 1H), 4.08-4.00 (m, 2H), 2.51-2.32 (m, 2H), 1.50 (s, 9H). MS (EI) m/z 503 (M+, 0.6%), 447 (1.5%), 312 (2.4%), 199 (2.6%), 91 (100%), 57 (18%).

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, tert-Butyl 3-iodobenzylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 25245-27-6, 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. 25245-27-6, name is 1-Iodo-3,5-dimethoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 25 mL single-necked flask was added 3,5-dimethoxyiodobenzene (5 mmol)And pd (oAc) 2 (1.0 mol%) / Eosin Y (1.5 mol%)Dissolved in 6 mL DMF (DMF: H2O = 5: 1) aqueous solution,Then, p-hydroxystyrene (5.3 mmol) was slowly added dropwise,The reaction was stirred at room temperature for about 15 h,TLC detection reaction ends. The reaction product was washed with water, separated, dried,Filtered, concentrated, recrystallized from ethyl acetate,To obtain a white crystal, i.e. derivative 6a. the yield of 83.4%.

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-Iodo-3,5-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang University of Technology; Weng Jianquan; Dai Xiaoqiang; Zhu Yabo; Liu Xinghai; (7 pag.)CN106588582; (2017); 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. 13194-68-8, name is 4-Iodo-2-methylaniline, A new synthetic method of this compound is introduced below., Computed Properties of C7H8IN

To a solution of 4-iodo-2-methyl-aniline (4.0 g, 17 mmol) and Pd (dppf) 2Cl 2 (140 mg, 0.17 mmol) in THF (50 mL) was added isopropylmagnisium chloride (25.5 mL, 51.0 mmol) at -78 and was reacted at reflux for 4 h. The reaction was quenched with a saturated solution of NH 4Cl, extracted with EtOAc, dried over anhydrous Na 2SO 4, filtered, and concentrated to dryness. The residue was purified by flash column chromatography to give the title compound as a brown solid (320 mg, 12%). MS (ESI) : mass calcd. for C 10H 15N, 149.1 m/z found, 150.0 [M+H] +.

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; JANSSEN PHARMACEUTICA NV; CAI, Min; ARORA, Nidhi; BACANI, Genesis M.; BARBAY, Joseph Kent; BEMBENEK, Scott D.; CHEN, Wei; DECKHUT, Charlotte Pooley; EDWARDS, James P.; GHOSH, Brahmananda; HAO, Baoyu; KREUTTER, Kevin D.; LI, Gang; TICHENOR, Mark S.; VENABLE, Jennifer D.; WEI, Jianmei; WIENER, John J. M.; WU, Yao; ZHU, Yaoping; ZHANG, Feihuang; ZHANG, Zheng; XIAO, Kun; (999 pag.)WO2018/103058; (2018); A1;,
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. 89459-38-1, name is 2-Iodo-4-nitrobenzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 89459-38-1

Reference Example 82 2-Iodo-N-methoxy-N-methyl-4-nitrobenzamide An aqueous solution (8 ml) of sodium nitrite (2.27 g) was added to an aqueous solution (40 ml) of 4-nitroanthranilic acid (5.00 g) under ice-cooling. Subsequently, an aqueous solution (6 ml) of potassium iodide (5.47 g) was added to the mixture, followed by stirring at room temperature for 20 minutes, and then the mixture was heated to 75C, followed by further stirring for 10 minutes. After completion of the reaction, sodium hydrogen sulfite was added to the mixture under ice-cooling, and the mixture was extracted with dichloromethane-methanol (10:1, v/v). The organic layer was washed with water and saturated brine and dried over sodium sulfate. The residue obtained by evaporating the solvent was again dissolved in water and the same operation described in the above was repeated, and the thus obtained residue was used in the subsequent reaction without purification. The above-described residue was dissolved in dichloromethane, and N,O-dimethylhydroxylamine hydrochloride (3.21 g), HOBt (4.45 g), EDC-HCl (6.31 g) and N-methylmorpholine (3.6 ml) were added to the solution at 0C, followed by stirring overnight at room temperature. To the reaction solution was adde a saturated aqueous sodium bicarbonate solution, extracted with dichloromethane, washed with 1 N hydrochloric acid, water and saturated brine and dried over sodium sulfate. The solvent was evaporated, the thus obtained residue was purified by silica gel column chromatography, and the fraction obtained from the elude of n-hexane:ethyl acetate = 2:1 was concentrated under reduced pressure to obtain the title compound (6.57 g) as a colorless solid. 1H-NMR (400 MHz, CDCl3) delta: 3.41 (3H, s), 3.49 (3H, s), 7.44 (1H, d, J=8.5 Hz), 8.26 (1H, d, J=2.0 and 8.5 Hz), 8.67 (1H, d, J=2.0 Hz).

The synthetic route of 89459-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1612204; (2006); 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. 3718-88-5, name is 3-Iodobenzylamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Iodobenzylamine hydrochloride

Example 1 Preparation of N6 -(3-Iodobenzyl)-9-Methyladenine (3) A mixture of 6-chloropurine (1, 100 mg, 0.65 mmol), 3-iodobenzylamine hydrochloride (192 mg, 0.71 mmol), and triethylamine (0.27 mL, 1.94 mmol) in absolute ethanol (2 mL) was heated for 24 h at 80 C. After cooling, the resulting solid was filtered under suction, washed with ethyl acetate, and dried to give compound 2 (191.3 mg, 84.0%). 1 H NMR (DMSO-d6) delta 4.67 (br s, 2 H, CH2), 7.11 (pseudo t, J=7.6 and 7.5 Hz, 1 H, H-16), 7.37 (d, J=7.9 Hz, 1 H, H-17), 7.58 (d, J=7.6 Hz, 1 H, H-15), 7.73 (s, 1 H, H-13), 8.12 and 8.17 (each: s, 1 H, H-8 and H-2), 8.25 (br s, 1 H, exchangeable with D2 O, NH), 12.95 (br s, 1 H, exchangeable with D2 O, N9 H).

According to the analysis of related databases, 3718-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The United States of America as represented by the Department of Health and Human Services; US5688774; (1997); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, molecular formula is C8H9IO2, 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. Formula: C8H9IO2

Step 1: A mixture of I (117.0 g, 590 mmol), 4-iodo-1,2-dimethoxybenzene (85.0 g, 590 mmol), Pd(OAc)2 (13.2 g, 59 mmol) and tri(o-tolyl)phosphine (36.0 g, 118 mmol) in triethylamine (3 L) was heated at 90¡ã C. for 12 h. The mixture was cooled to room temperature and diluted with ethyl acetate (3 L). The organic phase was washed with brine, dried (MgSO4), and concentrated in vacuo to dryness. The crude product was purified by silica gel chromatography (0 to 40percent ethyl acetate/hexanes) to provide (1a) as a brown oil (87.0 g, 73percent based on the recovered starting material). 1H NMR (300 MHz, CDCl3): delta 6.85 (s, 2H), 6.79 (s, 1H), 6.64 (s, 1H), 3.98-3.93 (m, 4H), 3.88 (s, 3H), 3.86 (s, 3H), 2.10-2.00 (m, 4H), 1.81 (s, 3H), 1.68 (d, J=12.9 Hz, 4H), 1.17 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5460-32-2, its application will become more common.

Reference:
Patent; Sequoia Sciences, Inc.; Williams, Russell B.; (17 pag.)US2017/73324; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com