Month: March 2021

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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., name: 4-Chloro-2-iodobenzoic acid

To a mixture of 4-chloro-2-iodobenzoic acid (1.02 g; 3.62 mmol), copper(I)iodide (72.2 mg; 0.17 mmol) and potassium carbonate (947 mg; 6.82 mmol) under argon was added 4-mercapto-3-nitrobenzoic acid ethyl ester (776 mg; 3.41 mmol), ethylene glycol (380 muL; 6.82 mmol) and 10 mL 2-propanol. The mixture was stirred at 800C for VAh before cooling to room temperature where stirring was attained overnight. Water, 4M HCl and ethyl acetate were added. After separation of the phases the organic phase was washed several times with water, before drying over magnesium sulfate and concentration in vacuo. Purification was done by silica gel column chromatography (0-8% methanol in dichloromethane) to afford the desired compound as yellow crystals (921 mg; 71%).[0304] 1H NMR (CDCl3, 400 MHz) delta 8.80 (d, IH, J= 2.0, ArH), 8.10 – 8.02 (m, 2H5 ArH), 7.54 – 7.51 (m, 2H, ArH), 7.07 (d, IH, J = 8.8, ArH), 4.41 (q, 2H, J = 7.2, EPO OCH2), 1.41 (t, 3H, J = 7.2, CH3). LCMS m/z 399 [M+NH4]+, purity (UV/MS) 94/84, fc= 7.86 mieta.

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; ACADIA PHARMACEUTICALS INC.; WO2007/47737; (2007); 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. 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

To a solution of 2-(2-iodophenyl)acetic acid (15.7 g, 60 mmol) and DMF (3 drops) in DCM (100 mL) at 0 ¡ãC under N2 was added oxalyl chloride (23 g, 180 mmol) dropwise and the mixture was stirred for 3 h. The mixture was concentrated under reduced pressure to give the title compound (16.8 g, 100percent) as a brown oil. LCMS-D: Rt 2.14 min, m/z 276.9 [M- CI+MeO+H]+.

The synthetic route of 18698-96-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CTXT PTY LIMITED; MORROW, Benjamin Joseph; FOITZIK, Richard Charles; CAMERINO, Michelle Ang; LAGIAKOS, Helen Rachel; WALKER, Scott Raymond; BOZIKIS, Ylva Elisabet Bergman; STEVENSON, Graeme Irvine; CUZZUPE, Anthony Nicholas; STUPPLE, Paul Anthony; (313 pag.)WO2019/43139; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 627-31-6, These common heterocyclic compound, 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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 3 STR18 3-acetylthiopropyliodide (10) To a solution of 1,3-diiodopropane (10 g, 33.8 mmol) in 10 ml of anhydrous DMF at 0 C. under nitrogen is added, via a cannula over 15 min, a solution of potassium thioacetate (1.3 g, 11.3 mmol) in 5 ml of DMF and the mixture is stirred at 0 C. for 0.5 h, quenched with water (20 ml) and extracted with ether (3*20 ml). The extracts are combined, washed with brine and dried over MgSO4, filtered and concentrated. The residue is purified by flash chromatography (silica gel, EtOAc:hexane/5:95-10:90) to yield iodide 10 (2.5 g, 90%) as a light yellow oil. IR (neat) 2960, 2920, 1689, 1418, 1350, 1210, 1130 cm-1; 1 H NMR (CDCl3) delta 2.00 (2H, m), 2.26 (3H, s), 2.87 (2H, t, J=7 Hz), 3.13 (2H, t, J=6.9 Hz); 13 C NMR (CDCl3) delta 4.35, 29.70, 30.63, 32.97, 195.09.

The synthetic route of 627-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Frosst Canada & Co.; US6121253; (2000); A;,
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

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

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

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

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

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. 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