Tag: M.W=300-400

Electric Literature of 17024-12-3, The chemical industry reduces the impact on the environment during synthesis 17024-12-3, name is 9-Iodophenanthrene, I believe this compound will play a more active role in future production and life.

10261] Into an 80-mE flask were put 3.27 g (17 mmol) of3-chlorobenzamidine hydrochloride, 5.2 g (17 mmol) of 9-io- dophenanthren, 0.31 g (1.6 mmol) of copper iodide, 16 g (49 mmol) of cesium carbonate, 0.29 g (3.3 mmol) of N,N-dimethylethylenediamine, and 80 mE of dimethylformamide (DMF), and the air in the flask was replaced with nitrogen. The mixture in the flask was stirred at 1000 C. for 21 hours. Then, 0.31 g (1.6 mmol) of copper iodide and 0.29 g (3.3 mmol) of N,N-dimethylethylenediamine were added, and the mixture was stirred at 110 C. for 8.5 hours. The resulting solution was subjected to suction filtration, and the obtained solid was washed with toluene. The obtained filtrate was washed with water, and the organic layer was washed with saturated saline. Magnesium sulfate was added to the organic layer for drying, and the resulting mixture was subjected to gravity filtration to give a filtrate. The filtrate was condensed to obtain an objective substance (a brown oily substance, at a yield of 50%). The synthesis scheme of Step 1 is shown in (a-i).

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

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; HARA, Tomoka; INOUE, Hideko; TAKAHASHI, Tatsuyoshi; HAMADA, Takao; SEO, Satoshi; (60 pag.)US2016/190479; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 98-61-3,Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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.

18-Crown-6 (0.5 g) and potassium fluoride (11.6 g, 200 mmol) were added to a solution of iodobenzenesulphonyl chloride (30.3 g, 100 mmol) in acetonitrile (100 ml) and the suspension was stirred for 18 hours at ambient temperature. The insolubles were removed by filtration and the solvent removed from the filtrate by evaporation. The residue was dissolved in EtOAc (300 ml), washed with water (2*150 ml), brine (100 ml), dried and the solvent evaporated to give the title compound (27.54 g, 96%) as a white solid. NMR 7.70 (d, 21H), 8.01 (d, 2H); m/z 286.

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

Reference:
Patent; Breault, Gloria Anne; Newcombe, Nicholas John; Thomas, Andrew Peter; US2004/14776; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 629-09-4, 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. 629-09-4, name is 1,6-Diiodohexane, This compound has unique chemical properties. The synthetic route is as follows.

Example 108: 2-Chloro-3-[l-(4-chlorophenylsulfonyl) cycloheptyl]pyridine At -78C, butyl lithium (a 1.57M hexane solution; 0.62 ml, 0.966 mmol) was added dropwise to a dimethoxyethane (5 ml) solution of the 2-chloro-3-(4-chlorophenylsulfonylmethyl)pyridine (146 mg, 0.483 mmol) obtained in Example 98.. At -78C, the resulting mixture was stirred for 20 minutes, followed by the addition of 1,6-diiodohexane (0.095 ml, 0.580 mmol).. The temperature of the reaction mixture was gradually raised to room temperature, at which stirring was performed for 4 hours. water was added to the reaction mixture, followed by extraction with ethyl acetate.. The organic layer was washed with brine and then dried over anhydrous sodium sulfate.. After filtration, the filtrate was concentrated under reduced pressure.. The residue was subjected to flash chromatography on a silica gel column, and the fraction obtained from the 15% ethyl acetate/hexane elude was concentrated under reduced pressure.. The residue thus obtained was purified by high performance liquid chromatography (using a mixed solvent of water/acetonitrile/formic acid) to yield the title compound (60 mg, 32%) as a white solid.. The resulting solid was washed with hexane-ether and then collected by filtration, whereby the title compound was obtained as a white powder.. Melting point: 168-169C. IR (ATR) nu: 2929, 2861, 1573, 1558, 1473, 1454, 1394, 1303, 1276, 1139, 1083, 1066, 1008, 840, 800, 748, 711, 646, 613, 574, 522, 470, 412 cm-1.1H-NMR (400MHz, CDCl3) delta: 1.30-1.50(4H,m), 1.50-1.66(2H,m), 1.85-1.98(2H,m), 2.33-2.48(2H,m), 2.94-3.10(2H,m), 7.28-7.37(3H,m), 7.40(2H,d,J=8.8Hz), 7.93(1H,dd,J=8.1,1.7Hz), 8.38(1H,dd,J=4.5,1.8Hz). MS (m/z): 384 (M++H). Elemental Analysis for C18H19Cl2NO2S Calculated: C 56.25%; H 4.98%; Cl 18.45%; N 3.64%; S 8.34%. Found: C 56.20%; H 4.85%; Cl 18.50%; N 3.73%; S 8.46%.

The chemical industry reduces the impact on the environment during synthesis 1,6-Diiodohexane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 629-09-4, 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. 629-09-4, name is 1,6-Diiodohexane, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 25 1-[6-(2-methyl-1-imidazolyl)hexyl]-2-methylimidazole Stir overnight at room temperature, 10 ml. DMF, 1.18 gm. sodium hydroxide, 2.43 gm. 2-methyl imidazole and 1 gm. 1,6-diiodohexane in a reaction flask. Treat with methylene chloride and wash with water. Dry on sodium sulfate and remove the solvent to yield the title compound. Prepare the hydrochloride salt of the title compound by reacting with about 1 eq. of 0.1N hydrochloric acid.

The chemical industry reduces the impact on the environment during synthesis 1,6-Diiodohexane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Schering Corporation; US4851423; (1989); A;; ; Patent; Schering Corporation; US5272167; (1993); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

672-57-1, 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. 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 5:- Preparation of 7-(2-chloro-5-trifluoromethyl-phenylethynyl)-2-(2,6-dibromo- phenyl)-4,4-dimethyl-l,4-dihydro-chromeno[3,4-d]imidazole:-The mixture of 2-(2,6-dibromo-phenyl)-7-ethynyl-4,4-dimethyl-l,4-dihydro- chromeno[3,4-d]imidazole (0.500 g, 109 mol), dichloro bis (triphenyl phosphine)palladium (II) (0.022 g, 0.0327 mol), tetra butyl ammonium fluoride (0.855 g, 3.27 mol) and l-chloro-2-iodo-4-trifluoromethyl-benzene (0.501 g, 1.63 mol) was heated at 80-90C for 2-3 hours. The reaction mass was quenched in water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford desired product (0.230 g). ‘HNMR (DMSO- 6): delta 1.65 (s, 6H), 7.09-7.11 (m, 1H), 7.21-7.24 (m, 1H), 7.38-7.44 (m, 1H), 7.52 (m, 1H), 7.77-7.87 (m, 4H), 8.08 (s, 1H), 13.09 (s, 1H).

The synthetic route of 1-Chloro-2-iodo-4-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; GAJERA, Jitendra Maganbhai; NARAYANA, Lakshminarayana; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2012/110860; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

51560-21-5, The chemical industry reduces the impact on the environment during synthesis 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

In a 100.0mL Schlenk flask equipped with astir bar, 10 (0.2500 g, 0.641mmol), PdCl2(PPh3)2 (0.0442 g, 0.0632mmol), and CuI (0.3762 g, 1.976mmol) were added. A condenser was added, and the apparatus was purged andfilled with argon. Through the sidearm of the flask, 5.0mL of distilled triethylamine and 10.0mL of distilled toluene were added via a purged and filled airtight syringe. Lastly, 15mLof TMS acetylene was placed in a small round bottom flask and was degassed with argon for about 10 min before it was added through the sidearm of the Schlenk flask (0.1916 mL,1.346mmol) with a purged and filled airtight syringe. The apparatus was lowered into an 80C oil bath and heated for 24 hours. The solvent was removed from the light orange reaction mixture via rotary evaporation, and the solid was extracted with 10 mL of ethyl acetate and 10 minutes o fsonication. The remaining solid was removed via filtration,and the filtrate was rotovapped to produce crude product 11as a grayish/gold solid. The product was purified via MPLC on silica. The product eluted at 70 : 30 hexanes : ethyl acetate in quantitative yield. 1H NMR (500MHz, CDCl3) delta 0.21 (s,CH3, 18H), 3.76 (s, OCH3, 6H), 6.86 (s, Ph, 2H).

The chemical industry reduces the impact on the environment during synthesis 1,4-Diiodo-2,5-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Basinger, Corinne A.; Sullivan, Kaitlin; Siemer, Sarah; Oehrle, Stuart; Walters, Keith A.; Journal of Chemistry; vol. 2015; (2015);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

672-57-1, 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 672-57-1 as follows.

Three point eight (3.8) ml of n-butyllithium (2.6 M hexane solution) was added dropwise to a mixture of 3.00 gof 1-chloro-2-iodo-4-(trifluoromethyl)benzene and 15 ml of tetrahydrofuran at -70C, followed by stirring for 30 minutes.Thereafter, a mixture of 1.69 g of N-methoxy-N-methyltrifluoroacetamide and 5 ml of tetrahydrofuran was added dropwisethereto at -70C. Subsequently, after the reaction mixture was stirred for 1 hour at room temperature, water was addedthereto, and extraction was performed using ethyl acetate. The organic layer was washed with saturated saline, driedover magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gelcolumn chromatography, thereby obtaining 1.66 g of 2,2,2-trifluoro-1-[2-chloro-5-(trifluoromethyl)phenyl]ethanone.

According to the analysis of related databases, 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 62720-29-0, name is 1,3-Dibromo-5-fluoro-2-iodobenzene, 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. 62720-29-0

A solution of l,3-dibromo-5-fluoro-2-iodobenzene (50 g, 132 mmol ) in anhydrous toluene (300 mL) cooled to -35 C was added the solution of isopropylmagnesium chloride (84 mL, 171 mmol, 2.0 M in diethyl ether ) over a period of 30 minutes while maintaining the internal temperature below -25C. A clear brown solution was obtained. Stirring was continued for 1.5 h. Then anhydrous DMF (34 mL, 436 mmol ) was added over a period of 30 minutes. The temperature of the reaction mixture increased to -19C. The reaction mixture was warmed to 10C (room temper-ature) over lh and stirred at this temperature for 1.5 h. The reaction was quenched with saturated aqueous NH4C1 (100 mL), filtered and evaporated under reduced pressure. The residue was purified by silica-gel column chromatography (eluting with petroleum ether/ethyl acetate: from 50: 1 to 20: 1) to give 197a ( 20 g, yield 54%) as a yellow solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 62720-29-0.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 3268-21-1 name is 1,4-Diiodo-2,3,5,6-tetramethylbenzene, 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. 3268-21-1

The Suzuki coupling reaction of 4-bromo-2-phenylpyridine (I) with N-Boc-2-pyrroleboronic acid, using Pd(OAc)2 as the catalyst, was carried out in a glove box due to the air sensitivity of PtBu3, and afforded 4-bromo-2-(N-Boc-pyrrol-2-yl)pyridine (6) with good selectivity. This allowed the remaining Ar-Br bond to be utilised and converted into a boronic ester functional group (7) and mono-Suzuki coupled to 1,4-diiododurene to yield compound (8). The cross-linking group was attached to compound (8) via Suzuki coupling reaction with (4-(non-8-en-1-yloxy)phenyl)boronic acid to yield compound (9). Boc deprotection to give (10) and subsequent cyclometalation using lrCl3.3H20 in 2-ethoxyethanol/H20 at 110 C afforded DIM ER-2 that was converted to the cross-linkable bis-heteroleptic acac phosphor Ir(4- durph-2-pyrpy)2(acac) using acetylacetone and sodium carbonate in 2-ethoxyethanol at 9000.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Diiodo-2,3,5,6-tetramethylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; LOMOX LIMITED; JUDD, Luke; ALDRED, Matthew; KOCH, Gene C.; (71 pag.)WO2018/162880; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, Adding some certain compound to certain chemical reactions, such as: 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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 112671-42-8.

General procedure: The appropriate 4-substituted-1-iodo-2-nitrobenzene 10 (1mmol), appropriate 1,3-disubstituted-5-aminopyrazole 11 (1.3mmol), and anhydrous potassium carbonate (248mg, 1.8mmol) were heated in the presence of rac-BINAP (23mg, 0.036mmol, 3.7mol%), Pd2dba3 (23mg, 0.024mmol, 2.5mol%), and 18-crown-6 (10mg, 0.038mmol) in toluene (8mL, purged with argon) at 100C. The reaction was carried out under argon for 24h. After cooling the reaction mixture was filtered and purified using column chromatography on aluminium oxide with toluene, or a toluene-ethyl acetate mixture (10:1) as an eluent. The product was recrystallized from toluene.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 112671-42-8.

Reference:
Article; Danel, Andrzej; Wojtasik, Katarzyna; Szlachcic, Pawe?; Gryl, Marlena; Stadnicka, Katarzyna; Tetrahedron; vol. 73; 34; (2017); p. 5072 – 5081;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com