Category: iodides-buliding-blocks

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 64248-58-4 as follows. Application In Synthesis of 1,2-Difluoro-4-iodobenzene

a) (3,4-Difluoro-phenyl)-propynoic acid ethyl ester (Vc) Under argon atmosphere, a four neck flask was charged with THF (135 ml) and 2 M LDA in THF (60.9 ml, 0.12 mol, 1.18 eq.) and cooled to -78 C. Propynoic acid ethyl ester (12.2 g, 0.12 mol, 1.18 eq.) dissolved in THF (36 ml) was added dropwise within 30 min. Then, ZnBr2 (28.5 g, 0.12 mol, 1.2 eq.) dissolved in THF (45 ml) was added dropwise within 30 min. After the addition of 1,2-Difluoro-4-iodo-benzene (25.0 g, 0.10 mol) and tetrakis(triphenylphosphine) palladium(0) (6.02 g, 5.15 mmol, 5 mol %), the reaction mixture was allowed to warm to r.t. and stirred for another 3 h at the same temperature. The reaction mixture was diluted with diethylether and washed with saturated aqueous NH4I, saturated aqueous NaHCO3 and brine. The organic phase was dried with Na2SO4, concentrated under reduced pressure and dried under vacuum. The residue was purified by silica gel filtration (heptane/ethyl acetate 98:2) to yield 16.6 g (76%) of Vc as light yellow oil. ES-MS m/c: 210 (M+).

According to the analysis of related databases, 64248-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-Emery, Fabienne; Puentener, Kurt; Ratni, Hasane; US2010/152462; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 20555-91-3, The chemical industry reduces the impact on the environment during synthesis 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, I believe this compound will play a more active role in future production and life.

Method B: a mixture of 3,4-dichlorolodobenzene (300 mg), propargyl alcohol (128 mul_), CuI (10 mg), K2CO3 (302 mg), Pd(PPh3)4 (12 mg) in DMF (2 mL) was irradiated with MicroWave at 100 0C for 20 min. Aqueous saturated solution NH4CI was then added followed by DCM. After separation of the two phases the organic layer was dried and evaporated in vacuo. The crude product was purified by flash chromatography (eluting with cyclohexane / ethyl acetate 7/3) to give the title compound (40 mg). NMR (1H, CDCI3): delta 7.58 (s, 1 H), 7.41 (d, 1 H), 7.27 (d, 1 H), 4.52 (d, 2H), 1.75 (t, 1 H)

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; MICHELI, Fabrizio; TEDESCO, Giovanna; TERRENI, Silvia; WO2008/31771; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 20555-91-3, These common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-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.

General procedure: An efficacious one-pot synthesis method reported by Bielawskiet al. (2007) was adopted with minor modifications in this section. The overall route is shown in Scheme 2, andthe obtained compounds listed in Fig. 2. Briefly, to a 50-mL round-bottomed flask was added substituted iodobenzene(5 mmol), 20 mL of DCM, and mCPBA 1.22 g(6 mmol, 85% purity), followed by the slow addition of(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzene 1.31 mL(6 mmol). After cooling the mixture to 0 C, trifluoromethanesulfonic acid 0.75 mL (8.5 mmol) was added dropwise into the system. The resulting solution wasstirred at room temperature for 2 h. The crude product was purified by column chromatography on silica gel eluted with a mixture of DCM:methanol (20:1, vol.) to yield the desired products.

Statistics shows that 1,2-Dichloro-4-iodobenzene is playing an increasingly important role. we look forward to future research findings about 20555-91-3.

Reference:
Article; Huang, Mengen; Xu, Shujia; Wu, Xunshen; Zhao, Min; Wang, Limin; Journal of Surfactants and Detergents; vol. 21; 3; (2018); p. 323 – 334;,
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. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, A new synthetic method of this compound is introduced below., name: 2-Iodo-5-methylbenzoic acid

Step B: Methyl 2-iodo-5-methyl-benzoate The compound of the above Step (6.25 g, 23.9 mmol) is dissolved in anhydrous methanol (100 mL), and then SOCl2 (3.6 mL, 49 mmol) is added dropwise to the well-stirred solution. The solution is refluxed for 18 hours and then evaporated to a volume of 25 mL and then poured into crushed ice (100 g). The resulting mixture is extracted with diethyl ether (2*75 mL). The organic phase is washed with saturated aqueous NaHCO3 solution and then brine, dried over Na2SO4 and evaporated to dryness to yield the title compound.

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; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; STARCK, Jerome-Benoit; HENLIN, Jean-Michel; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; GENESTE, Olivier; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; DURAND, Didier; US2015/31673; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 90347-66-3, These common heterocyclic compound, 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, 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.

Reference Example 1Methyl 3-ethynyl-4-methylbenzoateA mixture of methyl 3-iodo-4-methylbenzoate (2.0g, 7mmol), trimethylsilylacetylene (1.2ml, 8mmol), Pd(PPh3)4 (0.42g, 0.3mmol), Cul (0.137g, 0.7mmol) and diisopropylethylamine (2.5ml, 1 1.4mmol) in THF (20ml) was heated at 50C for 12hrs under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature and filtered through a Celite bed. The clear filtrate was concentrated and the residue purified by flash chromatography on silica gel (elution with 2% ethyl acetate in n-hexane) to provide methyl 4-methyl-3-[(trimethylsilyl)ethynyl]benzoate.To the solution of methyl 4-methyl-3-[(trimethylsilyl)ethynyl]benzoate (2.3g) in THF (40ml) was added tetrabutylammonium fluoride (1.0M in THF, 3.2ml, 1 lmmol) at ambient temperature and stirred for 15 minutes, concentrated and the residue purified by flash chromatography on silica gel (elution with 2% ethyl acetate in ?-hexane) to provide methyl 3 – ethynyl- 4-methylbenzo at e .? NMR (500 MHz in DMSO-de), delta 2.50 (s, 3H), 3.90 (s, 3H), 4.57 (s, 1H), 7.51 (d, J = 8.0 Hz, 1H), 7.91 (d, J = 8.0 Hz, 1H), 7.99 (s, 1H).

The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LTD; SENGUPTA, Prabal; CHOKSHI, Hemant Ashvinbhai; PURI, Chetan Surjitsingh; CHIMANWALA, Sabbirhusen Yusufbhai; MEHTA, Varun Anilkumar; DESAI, Dipali Manubhai; CHITTURI, Trinadha Rao; THENNATI, Rajamannar; ATKINSON, Jonathan David Mark; WO2012/98416; (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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, A new synthetic method of this compound is introduced below., name: Methyl 5-bromo-2-iodobenzoate

(a) 5-Bromo-2-(4-nitrobenzoyl)benzoic acid methyl ester; /-PrMgCI LiCI in THF (1.25M.17.6 ml_, 22 mmol) was added to 5-bromo-2-iodo- benzoic acid methyl ester (6.82 g, 20 mmol) in THF (40 ml_) at -40 0C over 5 min. The mixture was stirred at -30 0C for 1 h, cooled to -78 0C and added to 4-nitro- benzoyl chloride (7.42 g, 40 mmol) in THF (30 mL) at -78 0C. The temperature was allowed to reach rt and NaHCO3 (aq, sat) was added. Extractive workup (EtOAc, NaHCO3 (aq, sat), H2O, brine), drying (K2CO3 and Na2SO4), concentration and crystallization from EtOAc gave the sub-title compound. Yield: 5.48 g (75%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins; WO2010/103279; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 16355-92-3,Some common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, molecular formula is C10H20I2, 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 11 N, N’-Decane-1, 10-diyl-bis-quinolinium Diiodide (bQDI).; 1, 10-Diiododecane (mmol) was added to a solution (30 mL) of dry quinoline, and the solution heated for 24 hours at 65 OC. The resulting precipitate was filtered, and the product washed five times with dry diethyl ether. The resulting yellow solid was isolated in a 91% yield. ‘H NMR (300 MHz, DMSO-D6) 8 9.53 (1H, d, C2-H), 9.29 (1H, d, C3-H), 8.61 (1H, d, C8-H), 8. 50 (1H, d, C4-H), 8.29 (1H, t, C7-H), 8.18 (1H, t, C5-H), 8.06 (1H, d, C6-H), 5.04 (2H, t, C’1- CH2), 1.96 (2H, m, C’2-CH2), 1.32 (6H, m, C’3-5-CH2) ; 13C NMR (75 MHz, DMSO-D6) 8 149.5, 147.4, 137.4, 135.6, 130.7, 129. 9,129. 7,122. 1,118. 9,57. 3,29. 5,28. 9,28. 5, 25. 7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,10-Diiododecane, its application will become more common.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; WO2005/66129; (2005); A2;,
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. 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5876-51-7

[00221] This example demonstrates that there is an inverse relationship between the amount of base (triethylamine) used in the reaction and the extent of dehalogenation of 1-iodo-3,4-methylenedioxybenzene. It also demonstrates that the amount of pinacolborane required for the complete reaction of the aryl halide can be less than 1.5 equivalents. Unreacted pinacolborane was found at the completion of the reaction when 1.1 equivalents were used. Formation of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxole [00222] [C00045] [00223] To 25.1 mg PdCl2(dppf).CH2Cl2 in a reaction tube under nitrogen were added 4 ml dioxane, 0.42 ml (3 mmol) triethylamine, 0.16 ml (1.1 mmol) pinacolborane and 256 mg (1.03 mmol) 1-iodo-3,4-methylenedioxybenzene. The reaction solution was warmed to 80 C., with stirring, for 16 h in an oil bath. An aliquot (ca. 0.25 ml) of the reaction solution was removed, extracted into ethyl acetate and washed several times with water and brine solution and analysed by gc (fid detector, SGE HT5 capillary column). Hydrogen evolution was observed on the initial contact of the reaction sample with water, indicative that excess pinacolborane was present at the completion of the reaction even though only 1.1 equivalents had been used. Besides the 1,3-benzodioxole (10% of gc peak area) and pinacol ester of phenylboronic acid (7%), the only other product peak in the gc (area of 81%) was that due to the desired arylboronic acid pinacol ester. In a parallel reaction in which the only change was a reduction in the amount of triethylamine used, from 3.0 equivalents to 1.0 equivalents, the product distribution found was 1,3-benzodioxole (23% of gc peak area), the pinacol ester of phenylboronic acid (6%) and the desired arylboronic acid pinacol ester (peak area 69%).

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 5876-51-7.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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 mixture of 3-bromo-5-iodobenzoic acid (50g, 153mmol), 1- (3-dimethylaminopropyl)- ETHYLCARBODIIMIDE hydrochloride (30.8g, 153MMOL), 4-dimethylaminopyridine (18. 6g, 153MMOL) and t-butanol (69.4g, 90MOI, 153MMOL) in dichloromethane (500ml) was stirred at room temperature overnight. The reaction mixture was washed with 2MHCI and saturated NaHCO3 The organic phase was dried and evaporated to give the title compound as a light brown solid (48g, 85%). 1H NMR: (CDCI3) delta: 1.58 (9H, s), 7.99 (1 H, s), 8.05 (1 H, s), 8.22 (1 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/39753; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19094-56-5,Some common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

(282 g, 1 mol) of 5-iodo-2-chlorobenzoic acid, 1.0 L of dichloromethane, (142.8 g, 1.2 mol) of thionyl chloride and a catalytic amount of DMF were added to the reaction flask.The temperature was raised to 39 ¡ã C – 42 ¡ã C for 3 hrs – 5 hrs. Cool down to 5-10 ¡ã C,(160 g, 1.2 mol) of aluminum trichloride and (125 g, 1.3 mol) of fluorobenzene were added.The reaction was heated to reflux overnight. After the reaction, cool down to 0 ¡ã C,The reaction was quenched by dropwise addition of 100 ml of 6N hydrochloric acid.Add 400ml of water to the organic phase,The organic phase is treated with 400 ml of saturated sodium bicarbonate solution.Wash with 400 ml of saturated sodium chloride solution and dry over anhydrous sodium sulfate.Concentrate to dryness, add 100ml of absolute ethanol to heat and dissolve, and cool down to 5-10 ¡ãC.Insulation crystallization for 2h, suction filtration,Dry white solid(5-iodo-2-chlorophenyl)(4-fluorophenyl)methanone 310 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; Hangzhou Keyao Pharmaceutical Technology Co., Ltd.; Zhou Junming; Liu Yanzhen; Luo Hao; (8 pag.)CN108752184; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com