Category: iodides-buliding-blocks

Electric Literature of 13194-68-8, 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 13194-68-8 as follows.

EXAMPLE 1 4-Fluoro-2-(4-iodo-2-methylphenylamino)benzoic acid To a stirring solution comprised of 3.16 g (0.0133 mol) of 2-amino-5-iodotoluene in 5 mL of tetrahydrofuran at -78 C. was added 10 mL (0.020 mol) of a 2.0 M lithium diisopropylamide in tetrahydrofuran/heptane/ethenylbenzene (Aldrich) solution. The resulting green suspension was stirred vigorously for 15 minutes, after which time a solution of 1.00 g (0.00632 mol) of 2,4-difluorobenzoic acid in 10 mL of tetrahydrofuran was added. The reaction temperature was allowed to increase slowly to room temperature, at which temperature it was stirred for 2 days. The reaction mixture was concentrated. Aqueous HCl (10%) was added to the concentrate, and the solution was extracted with dichloromethane. The organic phase was dried (MgSO4) and then boiled over a steambath to low volume and cooled to room temperature. The off-white fibers were collected by vacuum filtration, rinsed with hexanes, and vacuum-oven dried. (76 C.; ca. 10 mm of Hg) to afford 1.10 g (47%) of the desired material; mp 224-229.5 C.; 1H NMR (400 MHz; DMSO): Lambda 9.72 (s, 1H), 7.97 (dd, 1H, J=7.0, 8.7 Hz), 7.70 (d, 1H, J=1.5 Hz), 7.57 (dd, 1H, J=8.4, 1.9 Hz), 7.17 (d, 1H, J=8.2 Hz), 6.61-6.53 (m, 2H), 2.18 (s, 3H); 13C NMR (100 MHz; DMSO): Lambda 169.87, 167.60, 165.12, 150.17, 150.05, 139.83, 138.49, 136.07, 135.31, 135.20, 135.07, 125.60, 109.32, 105.09, 104.87, 99.72, 99.46, 89.43, 17.52; 19F NMR (376 MHz; DMSO): delta-104.00 to -104.07 (m); IR (KBr) 1670 (C=O stretch) cm-1; MS (CI) M+1=372. Analysis calculated for C14H11FINO2: C, 45.31; H, 2.99; N, 3.77. Found: C, 45.21; H, 2.77; N, 3.64.

According to the analysis of related databases, 13194-68-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Warner-Lambert Company; US6310060; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, 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 689291-89-2, COA of Formula: C7H4BrIO

Compound 12 (32 mg, 0.10 mmol), 41 (55.6 mg, 0.103 mmol), PdCl2(PPh3)2 (3.6 mg, 0.0051 mmol), and CuI (1.96 mg, 0.0103 mmol) were added to Et3N (6 mL). The solution was bubbled with N2 at rt for 5 min and then stirred at rt under N2 protection for 3 h. After the reaction was completed as checked by TLC analysis, the solvent was removed by rotary evaporation. The resulting residue was diluted with CHCl3. The mixture was filtered through a MgSO4 pad. The solution obtained was sequentially washed with HCl (aq 10%) and brine. The organic layer was dried over MgSO4 and concentrated under vacuum to give crude 51, which was further purified by silica flash column chromatography (hexanes/CH2Cl2, 7:3) to yield compound 51 (60 mg, 0.083 mmol, 81%) as a white solid. Mp 82-83 C; IR (KBr) 2918, 2851, 2207, 1690, 1631, 1603, 1583, 1552, 1533, 1513, 1497, 1469, 1420 cm-1; 1H NMR (CDCl3, 500 MHz) delta 10.66 (s, 1H), 8.07 (d, J=1.5 Hz, 1H), 7.69 (dd, J=8.0, 1.5 Hz, 1H), 7.64 (d, J=8.5 Hz, 2H), 7.60 (d, J=8.5 Hz, 2H), 7.49 (d, J=8.0 Hz, 1H), 7.02 (s, 1H), 7.01 (s, 1H), 4.05-4.01 (m, 4H), 1.89-1.83 (m, 4H), 1.60-1.46 (m, 4H), 1.30-1.26 (m, 24H), 0.89-0.86 (m, 6H); 13C NMR (CDCl3, 125 MHz) delta 190.9, 154.3, 154.0, 137.2, 136.8, 134.3, 132.24, 132.20, 130.3, 128.5, 125.9, 123.4, 118.7, 116.7, 116.4, 114.1, 113.5, 111.8, 94.3, 93.8, 90.5, 90.2, 69.8, 69.6, 32.1, 29.9, 29.82, 29.76, 29.6, 29.5, 29.4, 26.3, 22.9,14.3; HRMS (CI) m/z calcd for C44H52BrNO3 721.3131, found 722.3139 [M+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, 5-Bromo-2-iodobenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming; Tetrahedron; vol. 67; 1; (2011); p. 125 – 143;,
Iodide – Wikipedia,
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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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H6BrIO

To a stuffed solution of 1-bromo-4-iodo-2-methoxybenzene (2.4 g, 7.66 mmol) in diethyl ether (25 mL) was added n-BuLi (2M in hexane; 4.40 mL, 8.81 mmol) at -78 C dropwise. The reaction mixture was stuffed at -78 C for 30 mm, and then triisopropyl borate (2.03 mL, 8.81 mmol) was slowly added to the reaction mixture at -78 C. The temperature of the reaction mixture was gradually raised to RT over a period of 1 h, and then the reaction mixture was stirred at RT for 30 mm. After 30 mm, 3 N HC1 (25 mL) was slowly added to the reaction mixture at 0 C and stuffed for 1 h. The progress of reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with water (150 mL) and the product was extracted with EtOAc (2×200 mL). The combined organic layers were washed with brine (100 mL), dried over sodium sulfate and concentrated. The residue obtained was triturated with hexane (2×25 mL) to afford 4-bromo-3-methoxyphenylboronic acid as an off-white solid (1.45 g).

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; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; GREEN, Michael, John; PHAM, Son, Minh; PUJALA, Brahmam; AGARWAL, Anil, Kumar; NAYAK, Ajan, Kumar; KHARE, Sweta; GUGULOTH, Rambabu; RANDIVE, Nitin, Atmaram; WO2015/58084; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 10297-05-9, These common heterocyclic compound, 10297-05-9, name is 1-Chloro-4-iodobutane, 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.

First, 1-chloro-4-iodobutane (1.00 g, 4.57 mmol) was dissolved into a mixture solvent of diethyl ether/pentane (2:3) to obtain a concentration of 0.10 M, the resultant mixture was cooled to -78¡ã C. t-butyl lithium (3.690 g, 9.610 mmol, 1.7M solution in pentane) was added gradually to the cooled solution of 1-chloro-4-iodobutane and stirred for 2 hours. 1,5-dichloropentane-3-one (838 mg, 4.580 mmol) dissolved in diethyl ether (8 mL) was added gradually to the reaction mixture. The reaction mixture was stirred for additional 4 hours at -78¡ã C., and then ice water (50 mL) was added to quench the reaction path, followed by extraction with diethyl ether. The organic layer was collected and dried over anhydrous magnesium sulfate and filtered, the solvents were removed under reduced pressure. The obtained crude product was purified by column chromatography using silica gel (hexane:ethyl acetate=5:1) to obtain 820 mg of compound 17 (yield 65percent).1H NMR (CDCl3): delta 3.52 (t, J=6.4 Hz, 6H, CH2Cl), 1.80-1.73 (m, 6H, CH2), 1.56-1.52 (m, 4H, CH2), 1.42 (s, 4H, CH2) ppm. 13C{1H} NMR (CDCl3): delta 73.58, 45.69, 44.95, 38.29, 36.48, 32.94, 26.96, 20.88 ppm.

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

Reference:
Patent; SK ENERGY CO., LTD.; US2012/165549; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 19094-56-5, The chemical industry reduces the impact on the environment during synthesis 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

Oxalylchloride (176 kg; 1386 mol; 1.14 eq) is added to a mixture of 2-chloro-5-iodo benzoic acid (343 kg; 1214 mol) (compound IX.1), fluorobenzene (858 kg) and N,N-dimethylformamide (2 kg) within 3 hours at a temperature in the range from about 25 to 30¡ã C. (gas formation). After completion of the addition, the reaction mixture is stirred for additional 2 hours at a temperature of about 25 to 30¡ã C. The solvent (291 kg) is distilled off at a temperature between 40 and 45¡ã C. (p=200 mbar). Then the reaction solution (911 kg) is added to aluminiumchloride AlCl3 (181 kg) and fluorobenzene (192 kg) at a temperature between about 25 and 30¡ã C. within 2 hours. The reaction solution is stirred at the same temperature for about an additional hour. Then the reaction mixture is added to an amount of 570 kg of water within about 2 hours at a temperature between about 20 and 30¡ã C. and stirred for an additional hour. After phase separation the organic phase (1200 kg) is separated into two halves (600 kg each). From the first half of the organic phase solvent (172 kg) is distilled off at a temperature of about 40 to 50¡ã C. (p=200 mbar). Then 2-propanole (640 kg) is added. The solution is heated to about 50¡ã C. and then filtered through a charcoal cartouche (clear filtration). The cartouche may be exchanged during filtration and washed with a fluorobenzene/2-propanole mixture (1:4; 40 kg) after filtration. Solvent (721 kg) is distilled off at a temperature of about 40 to 50¡ã C. and p=200 mbar. Then 2-propanole (240 kg) is added at a temperature in the range between about 40 to 50¡ã C. If the content of fluorobenzene is greater than 1percent as determined via GC, another 140 kg of solvent are distilled off and 2-propanole (140 kg) is added. Then the solution is cooled from about 50¡ã C. to 40¡ã C. within one hour and seeding crystals (50 g) are added. The solution is further cooled from about 40¡ã C. to 20¡ã C. within 2 hours. Water (450 kg) is added at about 20¡ã C. within 1 hour and the suspension is stirred at about 20¡ã C. for an additional hour before the suspension is filtered. The filter cake is washed with 2-propanole/water (1:1; 800 kg). The product is dried until a water level of <0.06percent w/w is obtained. The second half of the organic phase is processed identically. A total of 410 kg (94percent yield) of product which has a white to off-white crystalline appearance, is obtained. The identity of the product is determined via infrared spectrometry. 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-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/237526; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 791642-68-7, 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. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-bromo-1-iodo-2-methoxybenzene (4Og, 128mmol), 4-methylimidazole (10.5g, 128mmol), CuI (2.44g, 12.8mmol), 8-hydroxyquinoline (1.84g, 12.8mmol), Cs2CO3 (125g, 384mmol) in DMF (400ml) was heated to 7O0C overnight. The reaction was quenched by the addition of water. The mixture was extracted with EtOAc. The combined organic layers were washed with water, dried over anhydrous Na2SO4, and concentrated. Purification via the CombiFlash system (PE/EtOAc 5:1 ) then afforded the title compound as a colorless oil (16g, 47%): LC-MS m/z 268 (M+H)+, 1.57 min (ret time).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-iodo-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/50227; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 618-91-7, 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. 618-91-7, name is Methyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

117B: Methyl 3-phenylethynyl-benzoate; Methyl 3-iodobenzoate, phenylacetylene (1.5 eq.) and Pd(PPh3)2Cl2 (5 mol %) in piperidine (3 eq.) was heated at 70 C. for 30 minutes. The solidified residue was dissolved with CH2Cl2 and water and poured onto HCl 2N. The acidic phase was extracted three times with CH2Cl2. The combined organic layers were washed twice with HCl 2N, once with water and once with brine. The organic layer was then dried over MgSO4 and concentrated. The resulting residue was purified using SiO2 with petroleum spirit/toluene 70:30 to give methyl 3-phenylethynyl-benzoate as a white solid (quantitative yield). NMR 1H (ppm, CDCl3): 8.20 (t, J4=1.7 Hz, 1H), 7.98 (d, J3=7.9 Hz, 1H), 7.69 (d, J3=7.6 Hz, 1H), 7.54-7.50 (m, 2H), 7.42 (t, J3=7.8 Hz, 1H), 7.36-7.31 (m, 3H), 3.92 (s, 3H).

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

Reference:
Patent; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; US2008/153802; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1878-69-9, 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. 1878-69-9, name is 2-(3-Iodophenyl)acetic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of 9 (60 mg, 0.34 mmol) in DMF (3 mL) HOBt (60 mg, 0.35 mmol) and EDC (68 mg, 0.35 mmol) were added at 0 C. The mixture was stirred at 0 C for 15 min and at room temperature for 1 h. Then, 4-tert-butylaniline (64 L, 0.40 mmol) was added, and the mixture was stirred at room temperature overnight. The mixture was diluted with brine and extracted with AcOEt. The organic phase was washed with 2 N HCl solution, saturated NaHCO3, and brine, dried (NaSO4), and evaporated under vacuum. The residue (105 mg) was chromatographed on silica gel (6 g) using petroleum ether/AcOEt = 93/7 as eluent to give 80 mg (77%) of 4a.

The synthetic route of 2-(3-Iodophenyl)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ortar, Giorgio; Morera, Ludovica; Schiano Moriello, Aniello; Morera, Enrico; Nalli, Marianna; Di Marzo, Vincenzo; De Petrocellis, Luciano; Bioorganic and Medicinal Chemistry Letters; vol. 22; 10; (2012); p. 3535 – 3539;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 116632-39-4, A common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

0.1 g of 1 -bromo-4-iodo-5-methylbenzene, 0.043 g of 1 -methyl-1 H-pyrazol -5- ylboronic acid, and 0.045 g of 1 ,1 ‘-Bis(diphenylphosphino)ferrocene]- dichloropalladium(ll) were placed in a septum-sealed vial and evacuated/nitrogen filled three times. 3 ml_ of 1 ,4-dioxane was then added, followed by the addition of 0.5 ml_ of 1 M cesium carbonate. The mixture was stirred at room temperature for 30 minutes and heated at 7O C for 4 hours. The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate. The ethyl acetate was dried with sodium sulfate, filtered, concentrated, and the residue was purified by reverse phase HPLC to give 0.05 g of product. LCMS (M+H): 252

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2009/69044; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 13194-68-8, 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. 13194-68-8, name is 4-Iodo-2-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-iodo-2-methylbenzenamine 24 (233mg, 1 mmol ) on reaction with l-rert-butyl-4-ethynylbenzene (25b, 158 mg,l .mmol) by employing Sonagashira coupling conditions using Pd(PPh3)4 (69.3 mg, 0.06 equiv) as catalyst, Cul (22.8 mg, 0.12equiv) as cocatalyst, butyl amine (261 mg, 3 equiv)as base and ether as solvent and kept the reaction for 6h. After completion of the reaction as indicated by TLC and the reaction mixture is extracted into ether (4×25 mL) from the aqueous layer and concentrated in vacuo. The compound was further purified by column chromatography using 60-120 silica gel (ethyl acetate/hexane,l:9) to obtain 4-((4-tert-butylphenyl) ethynyl)-2-methyl benzene amine (26b) as pure product. Anthranilic acid (27, 137 mg, lmmol) on reaction with acetic anhydride at 150 C and reflux for 30 min, after completion of reaction aqueous sodium bicarbonate solution is added and extracted in ethyl acetate (4×25 mL) from the aqueous layer and concentrated in vacuo afforded 2-methyl 4H- benzo [cf] [l,3]oxazin-4-one compound (28) as pure product. To a stirred solution of 4-((4-tert- butylphenyl)ethynyl)-2-methylbenzenamine (26b, 263 mg, 1 mmol) with 2-methyl-4H- benzo[c ][l,3]oxazin-4-one (28, 161 mg, lmmol) in acetic acid and reflux for 8h After com pletion of the reaction as indicated by TLC. then the reaction mixture was quenched with NaHC03 and extracted in ethyl acetate (4×25 mL) from the ice cold aqueous layer and dried over anhydrous Na2S04 afforded 3-(4-((4-iert-butylphenyl)ethynyl)-2-methylphenyl)-2-methylquinazolin-4(3H)-one (29b). Reaction of 3-(4-((4-terf-butylphenyl)ethynyl)-2-methylphenyl)-2-methyl quinazolin-4(3H)-one (29b, 406 mg, lmmol) with 2,4-dihydroxybenzaldehyde (30d, 138 mg, lmmol) was taken in acetic acid Then the resulting mixture was stirred under reflux conditions for 8 h and then the reaction mixture was quenched with NaHC03 and extracted in ethyl acetate (4×25 mL) from the ice cold aqueous layer and dried over anhydrous Na2S04.The resulting product (5d) was purified by column chromatography employing EtOAc/Hexane as an eluent.Mp 93-95 C; JH NM R (CDCI3+DMSO-d6, 200 MHz) delta 8.23 (d, J = 15.9 Hz, 1H), 8.20 (s, 1H), 7.79-7.66 (m, 3H), 7.51-7.34 (m, 6H), 7.26 (s, 1H), 7.10 ( d, J = 8.3 Hz, 1H), 6.89 (d, J = 8.3 Hz, 1H), 6.21 (d, J = 15.2 Hz, 1H), 6.18 (s, 1H), 2.06 (s, 3H), 1.14 (s, 9H); LRMS(ESI, m/z) 527 (M)+

The synthetic route of 4-Iodo-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; KAMAL, Ahmed; SULTANA, Farheen; BHARATHI, Erla Vijaya; SRIKANTH, Yellamelli Valli Venkata; VISWANATH, Arutla; SWAPNA, Ponnampalli; WO2012/111017; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com