Month: January 2021

Application of 3930-83-4, 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. 3930-83-4, name is 2-Iodobenzamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 2-iodobenzamide (3) or 2-bromonicotinamide (6) (2.0 mmol) in DMSO (3 mL), was added aldehyde (2.2 mmol), NaN3 (260 mg, 4.0 mmol), CuBr (29 mg, 0.2 mmol), and l-proline (46 mg, 0.4 mmol). The reaction mixture was stirred at 80 C under air. After disappearance of the reactant (monitored by TLC), water (30 mL) was added to the mixture, and then extracted with ethyl acetate (15 mL) for three times. The extraction was washed with saturated NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (10:1 to 3:1) as the eluent to give the desired products 5 or 7.

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

Reference:
Article; Li, Ting; Chen, Minglu; Yang, Lei; Xiong, Zhengxin; Wang, Yongwei; Li, Fei; Chen, Dongyin; Tetrahedron; vol. 72; 6; (2016); p. 868 – 874;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 42860-04-8, name is 4-Chloro-3-iodobenzoic acid, 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 42860-04-8, Recommanded Product: 4-Chloro-3-iodobenzoic acid

(i)4-chloro-3-iodobenzyl Alcohol Borane-THF complex (10 ml) was added dropwise over 20 minutes to a solution of 4-chloro-3-iodobenzoic acid (1.4 g) in THF (25 ml). The reaction mixture was stirred for 2 hours and then cooled (ice bath) and methanol (20 ml) was added cautiously. The solvent was removed and the residue was dissolved in methanol (10 ml) and stirred with aq. 2M sodium hydroxide (10 ml) for 2 hours. Ethyl acetate (50 ml) was added and the mixture was washed with saturated aq. sodium bicarbonate solution (50 ml). The aqueous extracts were washed with ethyl acetate (2*50 ml) and the combined ethyl acetate extracts were washed with water (50 ml) and brine (50 ml) and died. Removal of the solvent gave 4-chloro-3-iodobenzyl alcohol (1.15 g). NMR (CD3SOCD3): d 4.45 (d, 2H), 5.3 (t, 1H), 7.3 (m, 1H), 7.5 (m, 1H), 7.8 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US6984657; (2006); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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 811842-30-5, name: 2-Bromo-1-fluoro-4-iodobenzene

To a mixture of 2-bromo-l-fluoro-4-iodobenzene (11.30 g, 37.6 mmol), copper(I) iodide (715 mg, 3.76 mmol), bis(triphenylrhohosphme)palladium(II) dichloride (1.32 g, 1.90 mmol) and piperidine (5.21 mL, 5.26 mmol) in anhydrous tetrahydrofuran (150 mL) ethynyl(trimethyl)silane (7.43 mL, 5.26 mmol) was added under an atmosphere of argon. The reaction mixture was stirred at room temperature for 0.5 h. The mixture was filtered and the solvent was evaporated in vacuo. Purification by column chromatography, using 0- 20% ethyl acetate in heptane as the eluent, gave the trimethylsilyl protected product. To remove the trimethylsilyl group, potassium carbonate (15.6 g, 113 mmol) and methanol (100 mL) were added to the product and the mixture was stirred at room temperature for 45 min. The slurry was filtered and the solvent was evaporated in vacuo. Water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with aqueous saturated sodium chloride, dried over magnesium sulfate, filtered and the solvent was evaporated in vacuo to give 6.70 g (90% yield) of the title compound: 1H- NMR (DMS(W*) delta 7.85 (dd, J = 6.6, 2.1 Hz, 1 H), 7.58-7.52 (m, 1 H), 7.40 (t, J = 8.8 Hz, 1 H), 4.30 (s, 1 H); MS (EI) m/z 198, 200 [M+.].

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2008/76046; (2008); 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

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

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

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

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

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

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