Month: April 2021

5100-98-1, name is 3-Chloro-2-iodotoluene, 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. SDS of cas: 5100-98-1

A 0.0757 M solution of P(/-Bu)3 in toluene (5.19 ml_, 0.393 mmol), a solution of 3-chloro-2- iodotoluene a112 (5.0 g, 19.8 mmol) in degassed toluene (10 ml.) and a solution of tert- butylacetate (2.53 g, 21.8 mmol) in degassed toluene (10 ml.) are sequentially added to a mixture of LiHMDS (7.60 g, 45.5 mmol) and Pd(dba)2 (0.226 g, 0.393 mmol) in degassed toluene (35 mL) under stirring in argon. The reaction mixture is stirred at room temperature for 2 h and decomposed by the addition of a saturated NH4CI solution (50 mL). After 15 min, the organic layer is separated, and the aqueous layer is subjected to extraction with diethylether. The combined organic extracts are dried over anhydrous Na2SC>4 and evaporated. The residue (6.38 g) is purified by chromatography on silicagel (petroleum ether/ AcOEt 10/1 v/v). The solvents are removed to afford tert-butyl (2-chloro-6- methylphenyl)acetate a113 as a light-yellow oil (4.80 g). Yield: 100 percent. GC-MS (M+- – (C4H8)): 184.

The synthetic route of 5100-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; WO2008/132139; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 69113-59-3, 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. 69113-59-3 name is 3-Iodobenzonitrile, 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: To a stirred solution of the corresponding beta-enaminone 7 (1.8 mmol) in DMF (0.45 mL) at room temperature under argon was added (i-Pr)2NH (3.6 mL), PdCl2(PPh3)2 (0.036 mmol) and CuI (0.036 mmol) in turn and the reaction mixture was stirred for 10 min. The appropriate aryl iodide (2.8 mmol) was then added and the resulting mixture was stirred at room temperature for approximately 3-5 h (Note that stirring was continued until beta-enaminone 7 was completely consumed as monitored by routine TLC). After the reaction was over, ethyl acetate (50 mL) was added, and the resulting solution was washed with 0.1 N HCl (10 mL) and subsequently with a saturated NH4Cl solution (10 mL) in a separatory funnel. After the layers were separated, organic phase was dried over MgSO4 and evaporated on a rotary evaporator to give the crude product, which was purified by flash chromatography on silica gel using hexane/ethyl acetate (9:1 followed by 4:1) as the eluent to afford the corresponding beta-enaminone 4.

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

Reference:
Article; Karabiyikoglu, Sedef; Kelgokmen, Yilmaz; Zora, Metin; Tetrahedron; vol. 71; 25; (2015); p. 4324 – 4333;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25309-64-2, The chemical industry reduces the impact on the environment during synthesis 25309-64-2, name is 1-Ethyl-4-iodobenzene, I believe this compound will play a more active role in future production and life.

Anhydrous K2CO3 (2.76 g, 20 mmol), L-proline (230 mg, 2 mmol),CuI (95mg, 0.5mmol), added to a 100ml three-necked reaction flask, protected by N2,DMSO (20 ml), 1-cyclopropyl-1,3, -butanedione (0.59 ml, 5 mmol),1-ethyl-4-iodobenzene (0.724 ml, 5 mmol) was magnetically stirred, the reaction temperature was 90 C., and the reaction was performed for 18 h. TLC monitoring (PE: EA = 20: 1).Work-up: After the reaction solution was cooled to room temperature, suction filtration was performed, and the filtrate was extracted with ethyl acetate (EA) (3 ¡Á 10 ml).The organic layers were combined, washed with saturated brine (3 ¡Á 10 ml), and dried over anhydrous Na 2 SO 4.Column chromatography after concentration. The eluent is PE: EA = 70: 1, and dried under vacuum.160 mg of a yellow solid was obtained with a yield of 14%.

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-Ethyl-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Li Yuyan; Zeng Fantian; Xu Yungen; Yang Jian; Liu Zhengshi; Li Xiaofang; Ren Longfei; (19 pag.)CN110615808; (2019); A;,
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 29289-13-2 as follows. Quality Control of 2-Iodo-4-methylaniline

General procedure: A 25 mL Wattecs reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium O-ethyl dithiocarbonate 2 (1.8 mmol),CuCl (0.06 mmol), and DMF (2 mL). The reaction vessel was flushed with argon three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110C for 6 h.The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, and then HCl (3 mL, 3 mol/L) was added and stirred for another 30 min. The reaction mixture solution was extracted by ethyl acetate (3 ¡Á 20 mL). Subsequently, the combined organic solutions were dried by anhydrous sodium sulfate and the target product was purified by chromatography on a silica gel column (eluent: petroleum ether/ethyl acetate) togive the corresponding pure product 3. Complete characterization characterizationof the products (all known) is found in the Supplemental Materials (Figures S1-S13).

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Lei; Zhu, Ning; Gao, Min; Zhao, Xiaole; Han, Limin; Hong, Hailong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 5; (2016); p. 699 – 701;,
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. 25309-64-2, name is 1-Ethyl-4-iodobenzene, A new synthetic method of this compound is introduced below., SDS of cas: 25309-64-2

(39-1) Synthesis of 3-(4-ethylphenyl)-2-propyne-l-ol (compound 39-1) [Show Image] A mixture of 4-ethyliodobenzene (5.00 g), copper(I) iodide (82.1 mg), triphenylphosphine (283 mg), tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (446 mg), propargyl alcohol (1.40 ml), diisopropylethylamine (15.0 ml) and tetrahydrofuran (100 ml) was stirred at room temperature for 12 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=98:2 – 80:20) to give the object product (2.10 g) as a brown oil. 1H-NMR(CDCl3) delta (ppm): 1.23(3H, t, J=7.6Hz), 1.65(1H, t, J=6.0Hz), 2.64(2H, q, J=7.6Hz), 4.49(2H, d, J=5.9Hz), 7.15(2H, d, J=7.6Hz), 7.36(2H, d, J=7.6Hz).

The synthetic route of 25309-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2401-21-0, A common heterocyclic compound, 2401-21-0, name is 1,2-Dichloro-3-iodobenzene, molecular formula is C6H3Cl2I, 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.

EXAMPLE 97 d-1-(4′-Amino-3′-chloro-5′-fluoro-phenyl)-2-tert.butylamino-ethanol 0.26 gm of d-1-(4′-amino-3′-fluoro-phenyl)-2-tert.butylamino-ethanol hydrochloride and 0.2 ml of pyridine were dissolved in 30 ml of tetrahydrofuran, and the solution was cooled to 0¡ã C. 0.3 gm of iodobenzene dichloride were added, the mixture was held at 0¡ã C. for 2 hours, and then 0.1 gm of iodobenzene dichloride was added again. After standing for 20 hours at about 4¡ã C. the solution was evaporated, and the residue was distributed between ethyl acetate and water. The aqueous phase was made alkaline with 2N ammonia and was then extracted again with ethyl acetate. The organic phase was washed with water, dried and evaporated to dryness in vacuo. The residue was dissolved in absolute ethanol, the solution was neutralized with ethanolic hydrochloric acid, and the hydrochloride of the above-named compound was caused to crystallize by addition of ether. M.p. 210¡ã-211¡ã C. (decomp.). [alpha]36420 = +139.6¡ã (c = 2.0; methanol).

The synthetic route of 2401-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim GmbH; US4119710; (1978); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2468-56-6, 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. 2468-56-6 name is 6-Iodohex-1-yne, 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: Concentrated sulfuric acid (0.15 mL) was added under stirring at ambient temperature to a suspension of 25 mmole of uracil 3 or uracil derivatives, namely 6-methyluracil 4, thymine 5, quinazoline-2,4(1H,3H)-dione 6 and hexamethyldisilazane (HMDS, 62.5 mmol) in 100 mL of toluene. The mixture was refluxed for 4 h, the solvent and excessive HMDS were removed to afford bis(trimethylsilyl) ether derivative 7. This crude product was engaged in the next step without any previous purification. A solution of 40 mmole of appropriate alkyne (propargyl bromide, 5-iodo-1-pentyne, 6-iodo-1-hexyne) in DMF (3 mL) was added to the crude product 7 and the reaction mixture was stirred at 115-130 C for 12 h. After the solvent was distilled off under reduced pressure, 200 ml of chloroform was added to the residue, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using as eluent first petroleum ether, then petroleum ether-ethyl acetate (1.5:1) and then ethyl acetate. From the third fraction the target N1-alkynyl-3,4-dihydro-2,4-dioxopyrimidines (3a,b, 4b,c, 5a,b, 6a,b) were isolated.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Iodohex-1-yne, and friends who are interested can also refer to it.

Reference:
Article; Andreeva, Olga V.; Belenok, Maya G.; Saifina, Liliya F.; Shulaeva, Marina M.; Dobrynin, Alexey B.; Sharipova, Radmila R.; Voloshina, Alexandra D.; Saifina, Alina F.; Gubaidullin, Aidar T.; Khairutdinov, Bulat I.; Zuev, Yuriy F.; Semenov, Vyacheslav E.; Kataev, Vladimir E.; Tetrahedron Letters; vol. 60; 47; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 620621-48-9, A common heterocyclic compound, 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, molecular formula is C8H6ClIO2, 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.

107.1 2-chloro-5-(pyridin-3-yloxy)benzoic acid methyl ester A microwave vial was charged with copper (I) bromide (7.7 mg), Cs2CO3 (685 mg), 3-hydroxypyridine (100 mg) and methyl-2-chloro-5-iodobenzoate (374 mg) and flushed with argon. DMSO (1.6 mL) was added followed by 2-pyridyl acetone (0.014 mL) and the reaction mixture was heated to 100 C. for 3 h in the microwave. It was diluted with EtOAc, filtered and the filtrate was washed with H2O. The organic phase was dried over MgSO4 and concentrated in vacuo. The crude was purified by CC (Hept/EtOAc 1/0 to 1/1) to give 58 mg of the titled compound as a yellowish waxy solid. LC-MS (B): tR=0.59 min; [M+H]+: 264.26

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, 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. SDS of cas: 335349-57-0

To a mixture of 5-chloro-4-iodo-2- nitroaniline 1-5 (31.7 g, 106 mmol) and iron powder (59.0 g, 1060 mmol) in 880 mL ethanol was added a solution OfNH4Cl (28 g, 530 mmol) in 240 mL of water. The resulting mixture was mechanically stirred at 60 C for 40 h. After cooling to rt the mixture was filtered and the filtrate reduced to about 500 mL by rotary evaporation. This filtrate was diluted with 1 L of EtOAc and I L of water, and shaken. The organic layer separated, washed with brine, dried (MgSO4) and evaporated to provide crude product. The crude product was dissolved in 80 mL of EtOAc, diluted with 80 mL of hexanes and injected onto a 330 g column Of SiO2, which was pre-eluted with 33% EtOAc in hexanes. The column was subjected to MPLC eluting at 100 mL/min with 33% EtOAc in hexanes (15 min) and then 50% EtOAc (20 min) to provide 5-chloro-4-iodo-l,2- phenylenediamine 1-6. Impure fractions of residue were resubjected to MPLC on a 330 g column of SiO2 by the same method to provide additional 5-chloro-4-iodo-l ,2-phenylenediamme 1-6 as an amorphous solid. 1H NMR (500 MHz, DMSO-d6): delta 4.77 (s, 2H), 4.91 (s, 2H), 6.66 (S5 IH), 6.93 (s5 IH); LC-MS: calculated for C6H6ClIN2 267.9, observed m/e 269.0 (M + H)+.

The synthetic route of 5-Chloro-4-iodo-2-nitroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; BOOKSER, Brett, C.; DANG, Qun; GIBSON, Tony, S.; JIANG, Hongjian; CHUNG, De Michael; BAO, Jianming; JIANG, Jinlong; KASSICK, Andy; KEKEC, Ahmet; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WILSON, David; WODKA, Dariusz; WO2010/47982; (2010); 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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H3F6I

General procedure: A typical procedure for the cross-coupling reaction using the nanocrystals is as follows: degassed N,N’-dimethylacetamide (DMA) (1.0 mL), aryl halide (0.5 mmol), trimethoxyphenylsilane (1.5 mmol), KF (1.5 mmol), tetrabutylammonium iodide (TBAI) (0.1 mmol), and Pd?Fe3O4 catalyst (1 molpercent) were added to a vial, which was equipped with a magnetic bar and purged with argon gas. The vial was sealed and the reaction mixture was heated to 150 ¡ãC for 16 h with vigorous stirring. After the reaction, the mixture was cooled to room temperature and the catalyst was collected using an external magnet. The solution containing products was diluted and extracted between dichloromethane (10 mL) and H2O(10 mL). The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography using a 1:6 mixture of ethyl acetate and n-hexane as an eluent to furnish the desired products.

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lee, Woong-Sup; Byun, Sangmoon; Kwon, Jungmin; Kim, B. Moon; Bulletin of the Korean Chemical Society; vol. 37; 12; (2016); p. 1992 – 1997;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com