Author: Jessica.F

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. 21304-38-1, name is 4-Iodobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Iodobenzene-1,2-diamine

To the solution of (S)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (0.33 g, 1.5 mmol), 4-iodo-benzene-1,2-diamine (0.35 g, 1.5 mmol) and diisopropylethyl amine (0.8 mL, 4.5 mmol) in N.N-dimethylformamide (6 mL) was added dropwise a solution of O-benzotriazol-1-yl-N,N, N’,N’-tetramethyluronium hexaflurorophosphate (0.71 g, 1.75 mmol) N,N-dimethylformamide (2 mL). The reaction mixture was stirred for 12 hours at room temperature. After adding aqueous sodium carbonate solution, the reaction mixture was extracted with ethyl acetate and the organic layer was washed with aqueous sodium carbonate solution and brine, dried over sodium sulfate, filtered, and concentrated to give a mixture of regioisomers, [(S)-1-(2-amino-4-iodo-phenylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester and [(S)-1-(2-amino-5-iodo-phenylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester (0.65 g, 100%).LC-MS: Calcd for C16H24IN3O3 [M+H+] 434, found 434.

According to the analysis of related databases, 21304-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chen, Shaoqing; Huby, Nicholas J.S.; Kong, Norman; Moliterni, John Anthony; Morales, Omar Jose; US2009/48452; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 34883-46-0, name is 1-Iodo-2-phenoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H9IO

Intermediate Bn (1.0 eq) was dissolved in 120 mL of anhydrous THF (0.4M), and cooled to -78 C. n-Butyllithium (n-BuLi)(2.5 M, 1.0 eq) was slowly added to the above cooled solution, and the reaction mass was stirred for 1 h. After 1 h of stirring, Intermediate An (0.7 eq) was added to the reaction solution and stirred for additional 3 h at normal temperature. After the completion of the reaction, it was quenched by saturated solution of ammonium chloride, and extracted with organic solvent. The organic layer was separated, concentrated, and recrystallized with petroleum ether to obtain a white solid product. The white solid product was analyzed by FD-MS, and the result was listed in Table 3-1. The chemical structures of Intermediates Cn-1 were listed in Table 3-1

The synthetic route of 34883-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NICHEM FINE TECHNOLOGY CO., LTD.; WU, Hui-Ling; LIAO, Liang-Di; SHIEH, Shwu-Ju; CHEN, Chi-Chung; (145 pag.)US2018/155312; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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

4-Iodo-2-nitroaniline (35.2 g, 0.133 mol) was added in batches via an open funnel over 25 mm to a heated (65 0C) mixture of SnCl2JH2O (106.86 g, 0.465 mol) and 12 N HCl (200 ml). An additional 12N HCl (30 ml) was added and the reaction mixture was heated at 65 0C for an additional 1 h, and stirred at room temperature for 1 h. It was placed in a refrigerator for 15 h, and the precipitate was filtered. The resultant solid was transferred into a flask containing water (210 ml), cooled (ice/water), and a solution of NaOH (aq) (35 g in 70 ml of water) was added to it over 10 min with stirring. The cooling bath was removed, and vigorous stirring was continued for 45 min. The mixture was filtered and the solid was washed with water and dried in vacuo to provide iodide M47a as a tan solid (25.4 g). The product was used in the next step without further purification. 1H NMR (DMSO-dg, delta – 2.5 ppm, 500 MHz): 6.79 (d, J – 2,1H), 6.63 (dd, J = 1.9, 8.1, IH), 6.31 (d, J = 8.1, IH), 4.65 (br s, 2H), 4.59 (br s, 2H). LC/MS: Anal. Calcd. for [M+H]+ C6H8IN2: 234.97; found: 234.9.

The synthetic route of 20691-72-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; GOOD, Andrew, C.; GOODRICH, Jason; KAKARLA, Ramesh; LI, Guo; LOPEZ, Omar, D.; NGUYEN, Van, N.; KAPUR, Jayne; QIU, Yuping; ROMINE, Jeffrey, Lee; ST. LAURENT, Denis, R.; SERRANO-WU, Michael; SNYDER, Lawrence, B.; YANG, Fukang; WO2010/17401; (2010); 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. 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, A new synthetic method of this compound is introduced below., Formula: C6F13I

General procedure: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

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; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 88-82-4, A common heterocyclic compound, 88-82-4, name is 2,3,5-Triiodobenzoic acid, molecular formula is C7H3I3O2, 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.

[0120] Under an Ar atmosphere, 2,3,5-triiodobenzoic acid (44)(100 mg, 0.2 mmol) and N-(tert-butoxycarbonyl)-1,2-diaminoethane (32 muL, 0.2 mmol) were dissolved in anhydrous DMF (3 mL). Under ice-cooling, 1-hydroxybenzotriazole monohydrate (37 mg, 0.24 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (46 mg, 0.24 mmol) were sequentially added, and the mixture was stirred at room temperature for 13.5 hours. After confirming completion of the reaction by TLC (n-hexane:ethyl acetate=1:1), the reaction solution was poured into water (30 mL). The mixture was extracted with ethyl acetate (3×30 mL), and the organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution (50 mL) and saturated saline (50 mL) and then dried over anhydrous magnesium sulfate. After evaporation under a reduced pressure, the obtained material was recrystallized from n-hexane/ethyl acetate, to give intermediate 45 (106 mg, 82%) as a white solid. [0121] 1H-NMR (300 MHz, CDCl3) delta: 8.22 (d, J=2.0 Hz, 7.53 (d, J=2.0 Hz, 1H), 6.50 (br s, 1H), 4.91 (br s, 1H), 3.53 (q, J=5.4 Hz, 2H), 3.40 (br s, 2H), 1.44 (s, 9H).

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; NATIONAL UNIVERSITY CORPORATION OKAYAMA UNIVERSITY; Oohashi, Toshitaka; Kakuta, Hiroki; US2015/80551; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 202865-85-8 as follows. Recommanded Product: 1-Bromo-4-iodo-2-methylbenzene

General procedure: General Procedure A: (0312) A mixture of an arylbromide or aryliodide (1 mmol), an arylboronic acid, aryldioxaborolane or bis(pinacolato)diboron (1.5 mmol), a palladium catalyst (0.1 mmol) and K2CO3 (2-3 mmol) was placed in a reaction vessel which was then thoroughly purged with argon. Dioxane (3 mL) and water (1.5 mL) were added, and the mixture was stirred at 80-95 C. for 1 to 4 h. After cooling to rt, the mixture was poured into EtOAc/H2O (1:1, 10 mL) and the aqueous layer was extracted with EtOAc (5 mL×2). The combined organic extracts were dried (Na2SO4), filtered and concentrated under reduced pressure. Purification of the resultant residue by silica gel chromatography (EtOAc/heptanes) afforded the desired biaryl product.

According to the analysis of related databases, 202865-85-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Meegalla, Sanath; Player, Mark R.; Huang, Hui; Winters, Michael P.; (98 pag.)US2017/291908; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1258298-01-9,Some common heterocyclic compound, 1258298-01-9, name is 2,6-Dichloro-4-iodobenzoic acid, molecular formula is C7H3Cl2IO2, 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 solution of 2,6-dichloro-4-iodobenzoic acid (5.50 g, 17.4 mmol) in thionyl chloride (52 mL) was heated under reflux for 2 hours then diluted with toluene and concentrated under reduced pressure. The resultant residue was partitioned between EtOAc and saturated aqueous sodium bicarbonate solution. The organic layer was dried over Na2S04 and concentrated under reduced pressure to give the desired compound as a yellow oil (5.75 g, 99% yield). ¾ NMR (400 MHz, CDC13) delta 7.75 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dichloro-4-iodobenzoic acid, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 501433-06-3, name is 2,3-Difluoro-1,4-diiodobenzene, 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 501433-06-3, Product Details of 501433-06-3

General procedure: 1,2,3,4-Tetrahalobenzene (10 mmol), iron powder (0.89 equiv.),sulfur (0.66 equiv.) and NaSHnH2O (4.0 equiv.) were added to dryN,N-dimethylformamide (32 equiv.). The mixture was heated to 140 C for 16 h. The reaction mixture was cooled to room temperatureand added to water (50 mL). The mixture was filtered andair-dried to afford a black solid. The black solid was then addedto a solution of methanol (20 mL), ZnO (1.2 equiv.), NaOH(6.5 equiv.) and water (20 mL), and allowed to reflux for 2 h. Aftercooling to room temperature, the mixture was filtered with Celite.The filtrate was added to 2 M H2SO4 and then extracted withdichloromethane. The organic phase was washed with brine anddried with MgSO4. After filtration, evaporation and drying, the corresponding3,6-dihalo-1,2-benzenedithiol was afforded as a solid.

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

Reference:
Article; Tsukada, Satoru; Kondo, Masataka; Sato, Hironobu; Gunji, Takahiro; Polyhedron; vol. 117; (2016); p. 265 – 272;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 10297-05-9,Some common heterocyclic compound, 10297-05-9, name is 1-Chloro-4-iodobutane, molecular formula is C4H8ClI, 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 23: 2-[5-Chloro-1-[(4-chlorophenyl)sulfonyl]pentyl]-1,4-difluorobenzene Under an argon atmosphere and at -78°C, n-butyl lithium (a 1.57M hexane solution, 3.52 ml) was added to a dimethoxyethane solution (30 ml) of the 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (1.52 g, 5.02 mmol) obtained in Example 5.. The temperature of the reaction mixture was elevated to room temperature, at which stirring was conducted for 15 minutes.. After cooling the reaction mixture to -78°C, 4-chloro-1-iodobutane (672 mul, 5.52 mmol) was added thereto and the mixture was stirred at room temperature for 24 hours.. A saturated ammonium chloride solution was added to the reaction mixture, followed by extraction with diethyl ether.. The extracts were combined, washed successively with water, a saturated aqueous solution of sodium thiosulfate and brine, dried over MgSO4, and then distilled under reduced pressure to remove the solvent.. The residue thus obtained was recrystallized from hexane, whereby the title compound (1.64 g, 83percent) was obtained as colorless needle crystals. IR (ATR) nu: 2945, 1583, 1495, 1475, 1311, 1277, 1230, 1149, 1142, 1082, 1014, 872, 822, 793, 752, 708, 629, 557, 532, 465 cm-1.1H-NMR (400MHz, CDCl3) delta: 1.33-1.48(2H,m), 1.72-1.87(2H,m), 2.08-2.18(1H,m), 2.43-2.52(1H,m), 3.44-3.53(2H,m), 4.52(1H,ddd,J=11.5,3.9,1.2Hz), 6.84(1H,td,J=9.0,4.4Hz), 6.96-7.02(1H,m), 7.23-7.28(1H,m), 7.39(2H,d,J=8.8Hz), 7.53(2H,d,J=8.8Hz). MS (m/z): 393 (M++H). Elemental Analysis for C17H16Cl2F2O2S Calculated: C 51.92percent; H 4.10percent; Cl 18.03percent; F 9.66percent; S 8.15percent. Found: C 51.33percent; H 4.07percent; Cl 17.64percent; F 9.72percent; S 8.25percent.

The synthetic route of 10297-05-9 has been constantly updated, and we look forward to future research findings.

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

Application of 74-88-4,Some common heterocyclic compound, 74-88-4, name is Iodomethane, molecular formula is CH3I, 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: Following an adaptation of the procedure of McKillop et al.7, anaqueous solution of 1.20 g of NaOH (30 mmol, 3.0 eq.) in 50 mL of deionized water was added to astirring solution of 2.31 g (10 mmol) of 2-bromo-isovanillin (2-bromo-3-hydroxy-4-methoxybenzaldehyde)in 50 mL of dichloromethane. Next, phase transfer catalyst was added, as 3.40 g of eithertetrabutylammonium hydrogen sulfate (TBAHS, 10.0 mmol, 1.0 eq.) or recycled catalyst (assuming thatthe recovered catalyst is tetrabutylammonium hydroxide, 2.6 g is 10 mmol, 1.0 eq). Once dissolved, 17g (120 mmol, 12 eq.) of methyl iodide was then added to the mixture and the reaction was allowed tostir at room temperature. Reaction progress was monitored by HPLC. As monitored by HPLC, reactionprogress generally showed complete turnover to product with no side products by 3 hours, however thesolution was typically allowed to stir overnight for convenience. The reaction mixture was extracted with3 x 50 mL portions of CH2Cl2. The combined organic extracts were washed with brine and deionizedwater, dried over MgSO4, filtered, and concentrated by evaporation under reduced pressure to yield aeither a white or yellow solid. To remove catalyst, the solid was first ground to a fine powder with amortar and pestle. This solid was poured on top of a 2 – 3 cm layer of dry silica gel in a 3 – 4 cm (I.D.)sintered glass fritted Buchner funnel. The solid was extracted with 1:5 ethyl acetate:hexanes in 75 mLportions by pouring the solvent mixture over the dry solids with vacuum suction to collect the solutionin a round bottom flask. Allow the solids to dry between solvent portions for best separation. The first1250 mL typically contained 85 – 95% of pure product. The combined eluent was evaporated to drynessunder reduced pressure to afford a dense, white, flakey solid (2.06 g, 90%). If the product was found tocontain non-halogenated contaminants from the previous step, pure halogenated product was easilyobtained by recrystallization from hexanes. The phase transfer catalyst, presumably a mixture oftetrabutylammonium salts, was recovered by either scooping it out of the filter or by eluting with ethylacetate.

The synthetic route of 74-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maresh, Justin J.; Ralko, Arthur A.; Speltz, Tom E.; Burke, James L.; Murphy, Casey M.; Gaskell, Zachary; Girel, Joann K.; Terranova, Erin; Richtscheidt, Conrad; Krzeszowiec, Mark; Synlett; vol. 25; 20; (2014); p. 2891 – 2894;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com