Category: iodides-buliding-blocks

Reference of 612-55-5, 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. 612-55-5 name is 2-Iodonaphthalene, 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: The product 12a is a representative reaction. To a vial (5 mL) containing caffeine (0.5 mmol), iodobenzene (1.0 mmol), catalyst 3e (0.05 mmol), and LiOtBu (1.0 mmol) was added DMF (1.0 mL) solvent under a glovebox atmosphere. After the substances were completely dissolved, the vial was screw-capped, taken outside the glovebox and heated at 140 C for 8 h. The resulting mixture was filtered through Celite and washed with dichloromethane. The filtrate solution was concentrated in vacuo to afford the crude product, which was further purified by column chromatography using hexane/ethyl acetate as eluent to furnish 12a in 80% yield.

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

Reference:
Article; Huang, Hsuan-Jui; Lee, Wei-Chih; Yap, Glenn P.A.; Ong, Tiow-Gan; Journal of Organometallic Chemistry; vol. 761; (2014); p. 64 – 73;,
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 723294-75-5 as follows. Application In Synthesis of 3-Fluoro-5-iodobenzonitrile

A mixture of compound 1 (15mg, 0.085mmol), compound 2(25mg, 0.1mmol), Cs2CO3 (110mg, 0.34mmol), Pd(dba)2 (5mg, 0.0085mmol) and Xanphos (4mg, 0.0085mol) in DMF(1.0mL) were degassed under N2 and then heated to 100 C for lh. After cooled, the reaction mixture was filtered. The filtrate was washed with H2O, extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated to residue, which was purified by prep-TLC (EA/PE, 1/2, v/v) to give desired compound (13mg, 52% yield). LCMS: m/z, 296.1(M+H)+; 1HNMR (400MHz, CDCl3) delta 4.24~4.44(m, 4H), 6.32~6.35(m, 1H), 6.66 (s, 1H), 6.75(d, J=8.0Hz, 1H), 7.26~7.35(m, 1H), 7.50(d, J=7.6Hz, 1H), 7.64~7.73(m, 1H), 8.62(d, J=4.8Hz, 1H).

According to the analysis of related databases, 723294-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); 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. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H6BrIO

To a solution of 4-bromo-1-iodo-2-methoxybenzene (1.634 g, 5.221 mmol) in dry acetonitrile (20 mL) Cul (49.7 mg, 0.261 mmol) and Pd(Ph3P)2Cl2 (183.2 mg, 0.261 mmol) were added under Argon atmosphere and the mixture was degassed and backfilled with Argon for three times. TEA (0.728 mL, 5.221 mmol) and (ethynyl)trimethylsilane(l .48 mL, 1.03 g, 10.442 mmol) were added with a syringe and the reaction mixture, that darkened within 10 min, was stirred at room temperature for 1 h. The solvent was removed under vacuum and the residue was taken up with EtOAc (100 mL), washed with brine (3 x 20 mL), water (20 mL), dried over sodium sulphate and evaporated to dryness. The crude was purified by chromatography on silica gel (petroleum ether/diethyl ether 9/1) to yield the title compound as an orange solid (1.426 g, 96.5%). 1H NMR (400 MHz, DMSO-cie) delta ppm 0.21 (s, 9 H) 3.83 (s, 3 H) 7.11 (dd, J=8.18, 1.83 Hz, 1 H) 7.26 (d, J=1.83 Hz, 1 H) 7.31 (d, J=8.06 Hz, 1 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; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria, Gabriella; BERTRAND, Jay, Aaron; GNOCCHI, Paola; MOTTO, Ilaria; NESI, Marcella; PANZERI, Achille; VIANELLO, Paola; WO2013/14039; (2013); 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. 148836-41-3, name is 1-Bromo-4-chloro-2-iodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-4-chloro-2-iodobenzene

Step B: Preparation of l -Bromo-4-chloro-2-(3,3,3-triethoxyprop- l -ynyl)benzene; [08941 lambda mixture of l -bromo-4-chloro-2-iodoben/cne ( 1 0 g. 32 mmol) in 100 mL degassed ACN and TEA (29 g. 284 mmol), was treated with 3.3,3- triethoyprop- l -ync (6.0 g, 35 mmol), copper(l) iodide (0.60 g. 3.2 mmol), and dichltheta.Obis(triphenylphosphine)palladium(H) ( 1. 1 g, 1 .6 mmol). The mixture was stirred at room temperature for 2 hours at room temperature (the mixture turned dark green after 5 minutes). TLC showed that all starting material was converted, and a new spot was produced. The mixture was concentrated in vacuo. The residue was diluted with 100 ml. ether, washed with H2O (2 20 mL), 5% ammonia water (2 x 20 ml.), brine (20 ml.), dried over anhydrous Na2SO4, and concentrated in vacuo. The crude product was purified by column chromatography pretreated with TEA and eluted with 0-15 % EtOAc/hexane to give 7.6 g of the product as a pale yellow oil. The oil solidified after it was stored in the refrigerator.

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

Application of 112671-42-8, 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 112671-42-8 as follows.

Intermediate M3-a (3.7 g, 18.6 mmol) and 2-iodo-5-bromonitrobenzene (15.3 g, 46.7 mmol), sodium tert-butoxide(7.1 g, 74.4 mmol), 100 mL of toluene, nitrogen protection, Pd2 (dba) 3 (0.3 g),Tri-tert-butylphosphine (20ml, 10% in toluene), stirring, heating to 100 C reflux, reaction 12h, the reaction liquid was washed, the organic phase was concentrated, passed the silica gel column,The eluent is petroleum ether: ethyl acetate = 50:1, concentrated eluent,Intermediate M3-b (9.2 g, yield 82.7%) was obtained.

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Zhang Yaguang; Zhang Xianghui; Ren Xueyan; (36 pag.)CN108440543; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 63131-30-6, A common heterocyclic compound, 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, molecular formula is C11H11IO3, 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 ethyl 3-oxo-3-(p-tolyl)propanoate (320 mg, 1.552 mmol) in dry DMF (3.1 mL) was added K2CO3 (236 mg, 1.707 mmol) followed by a solution of propargyl bromide in PhMe (9.2 M, 0.202 mL, 1.862 mmol). The reaction mixture was allowed to stir at ambient room temperature for 12 h. The reaction was transferred to a separatory funnel and diluted with deionized water (20 mL) and the aqueous layer was extracted with ethyl acetate (3 * 20 mL). The combined organic layers were sequentially washed with deionized water (20 mL) and brine (20 mL). The organic layer was dried over sodium sulfate then concentrated in vacuo. The crude material was then purified by flash column chromotography (3% EtOAc/Hexanes) to provide 10 (313 mg, 82%) as a yellow oil.

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; Golonka, Alexander N.; Schindler, Corinna S.; Tetrahedron; vol. 73; 29; (2017); p. 4109 – 4114;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 624-75-9, name is 2-Iodoacetonitrile, 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 624-75-9, 624-75-9

Example 41 Benzyl {(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}(cyanomethyl)carbamate Potassium carbonate (15.7 mg, 113 mmol, 2.1 eq.), 18-crown-6 (30 mg, 113 mmol, 2.1 eq.) and iodoacetonitrile (19 mg, 113 mmol, 2.1 eq.) were added to a solution of benzyl {(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}carbamate (30 mg, 54 mmol) in DMF (2 ml). The reaction mixture was stirred at RT for 12 h and then concentrated under reduced pressure. The residue was acidified with acetic acid and then purified by preparative HPLC (Kromasil C18 column, 5 mum, 50*20 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (25 mg, 78% of theory). LC-MS (Method 5): Rt=1.40 min; MS (ESIpos): m/z (%)=434.0 (100), 550.9 (20), 595.0 (30) [M+H]+; MS (ESIneg): m/z (%)=593.8 (100) [M-H]-. 1H-NMR (400 MHz, DMSO-d6): delta=2.00 (s, 3H), 4.55 (d, 2H), 5.10 (d, 2H), 6.55 (s, 1H), 7.15-7.35 (m, 5H), 7.70-7.95 (m, 7H), 8.15 (br. s, 1H).

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

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/4203; (2012); 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. 6940-76-7, name is 1-Chloro-3-iodopropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H6ClI

a) Preparation of 5-Chloro-2-(3.4-dimethoxyphenyl)-2-isopropylpentanenitrile 2-(3,4-dimethoxyphenyl)-3-methylbutanenitrile (1.21 g, 5.52 mmol) was added to a suspension of sodium amide (0.59 g, 14.4 mmol) in toluene (12 ml). The mixture was then heated to reflux for 2 hours before the addition of 1-chloro-3-iodopropane (0.9 ml, 8.3 mmol). The mixture was cooled to room temperature over 80 minutes, and worked up by addition of water. The product was extracted with methyl-t-butyl ether (MTBE). After usual work-up, including drying the organic extract using MgSO4 and concentrating under reduced pressure the product was purified on column chromatography eluding with (ethyl acetate: light petroleum (b.p. 40 -60 C.) =1:2), to give 1.4g (82% yield) of the required product.

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Darwin Discovery Limited; US5910601; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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

Under nitrogen conditions, 7H-diphenyl[c,g]carbazole (13.3 g, 49.92 mmol),4-bromo-1-iodo-2-nitrobenzene (32.74 g, 99.85 mmol),Potassium carbonate (13.8 g, 99.85 mmol), copper (6.35 g, 99.85 mmol),Stirring with ethylene glycol (350ml) at 100 CAfter stirring for about 1 hour, the reaction was completed, and after washing with deionized water,Recrystallization of acetone and methanol gave Intermediate 1-1 (15.9 g, 68%).

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

Reference:
Patent; Jilin Aolaide Optoelectric Materials Co., Ltd.; He Jinxin; Jiang Zhiyuan; Jiang Xiaochen; Suo Hongguang; Wang Jinzheng; Jin Furong; (14 pag.)CN109422756; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6940-76-7, 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. 6940-76-7, name is 1-Chloro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (0.10 g, 0.50 mmol) in acetone (2 mL) was added 1 -chloro-3-iodo-propane (0.10 g, 0.50 mmol, 1 eq) and K2CO3 (0.084 g, 0.60 mmol, 1.2 eq). The mixture was heated at 50 0C for 3 h and then cooled to r.t. The mixture was filtered through Celite and the filtrate was concentrated in vacuo. Chromatography on silica gel by eluting with 5% EPO MthetaOH/CH2CI2 gave 0.095 g (69%) of 5-(3-chloro-propyl)-2,5-diaza- bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester as a yellowish oil. 1H NMR (300 MHz, CDCI3): delta 4.20 (m, 1 H), 3.58 (m, 2H), 3.46 (m, 2H), 3.12 (m, 1 H), 2.86 (m, 1 H), 2.62 (m, 3H), 1.82 (m, 3H), 1.66 (m, 1 H), 1.41 (s, 9H). By analogy to Preparative Example 8, substituted and/or unsubstituted 1-(3- chloro-propyl)-pyrrolidine and 1 -(3-chloro-propyl)-piperidine groups can be prepared with pyrrolidine and piperidine respectively.

The synthetic route of 1-Chloro-3-iodopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/44293; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com