Category: iodides-buliding-blocks

Application of 1427311-76-9,Some common heterocyclic compound, 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, molecular formula is C12H16INO4, 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.

DMAP (502 mg, 4.1 mmol) and MsCl (238 muIota,, 3 Alpha mmol) were added to a solution of compound 18 (680 mg, 1.0 mmol) in anhydrous CH2C12 (6.0 mL) at 0C under a nitrogen atmosphere. The reaction was stirred at 0C for 10 min and then diluted with CH2C12 (20 mL). The solution was applied on a short silica gel plug (2 x 3 cm) and was eluted quickly with a hexane/ethyl acetate/triethylamine solvent system (80 mL, volume ratio: 80/20/0.5). The eluent was concentrated in vacuo, and the residue was mixed with (5)- l-(4-iodo-5- methoxy-2-nitrophenyl)-2,2-dimethyl-l -propanol (500 mg, 2.1 mmol). The mixture was heated at 1 15C for 45 min under a nitrogen atmosphere, cooled to room temperature and dissolved in THF (10 mL). w-Bu4NF (1.07 g, 3.40 mmol) was added and the mixture was stirred at room temperature for 12 hours and then concentrated in vacuo. The residue was dissolved in CH2C12 (50 mL) and washed with brine (50 mL), and the aqueous phase was extracted with CH2C12 (20 mL) two times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 2-amino-6-chloro-9-(P-D-2′-deoxyribofuranosyl)-7-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]-methyl-7-deazapurine 56 (125 mg, 18% for three steps). 1H NMR (400 MHz, CDCl3): delta 8.24 (s, 1 H, Ph-H), 7.04 (s, 1 H, Ph-H), 6.91 (s, 1 H, H-8), 6.17 (dd, 1 H, J = 6.0 and 8.4 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 5.11 (br s, 2 H, NH2), 4.71 (m, 1 H, H-3′), 4.59 ( dd, 2 H, J = 12.4 and 24.4 Hz, 7-CH2), 4.13 (m, 1 H, H-4′), 3.96 (s, 3 H, OCH3), 3.88 (m, 1 H, H-5’a), 3. 79 (m, 1 H, H-5’b), 2.76 (m, 1 H, H-2’a), 2.32 (m, 1 H, H-2’b), 0.81 (s, 9 H, (CH3)3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, its application will become more common.

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 74128-84-0, name is 2-Bromo-1-iodo-3-methoxybenzene, 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 74128-84-0, Formula: C7H6BrIO

An oven-dried 10 mL microwave reaction vial which was equipped with a magnetic stir bar was sequentially charged with Pd2(dba)3 (2.9 mg, 0.003 mmol), SPhos (2.9 mg, 0.007 mmol), K3PO4 (203 mg, 0.96 mmol), (2,4,6-trimethyl-[1,1?-biphenyl]-3-yl)boronic acid (115 mg, 0.48 mmol), 2-bromo-1-iodo-3-methoxybenzene (100 mg, 0.32 mmol) and anhydrous toluene (0.64 mL) inside a glove-box. The vial was sealed and the reaction mixture was allowed to stir at 110 C. for 16 h. The reaction mixture was cooled and water (20 mL) was added. The mixture was extracted with EtOAc (3×25 mL) and the combined organic extracts were washed with brine, dried over Na2SO4, filtered and the solvent was removed with the aid of a rotary evaporator. The crude material was purified by gravity column chromatography (silica gel, 2:98 EtOAc:hexanes) to afford an off-white colored solid (0.106 g, 87% yield). H NMR (600 MHz, CDCl3) delta 7.41-7.38 (m, 2H), 7.38-7.28 (m, 2H), 7.18-7.14 (m, 2H), 7.03 (s, 1H), 6.86 (dd, 3JH,H=8.4 Hz, 4JH,H=1.2 Hz, 1H), 6.79 (dd, 3JH,H=7.8 Hz, 4JH,H=1.8 Hz, 1H), 3.93 (s, 3H), 2.03 (s, 3H), 1.97 (s, 3H), 1.63 (s, 3H).

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; Agency for Science, Technology and Research; Johannes, Charles W.; Robins, Edward G.; Jong, Howard; Lim, Yee Hwee; Chia, Saei Weng; Yang, Yong; Podichetty, Anil; (84 pag.)US2016/207034; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 172681-47-9, name is 2-Amino-6-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Amino-6-iodotoluene

B2pin2 (140 mg, 0.55mmol, 1.1 equiv) and aniline 17 (117 mg, 0.5 mmol, 1.0 equiv) were weighed in a 25mL round-bottom flask. MeCN (2mL) and t-BuONO (86 mg, 0.75 mmol, 1.5 equiv) were then added insuccession. The resulting reaction solution was stirred for 3 h at 80 C (N2 evolution completed within 5 to15 min). The solution was then concentrated under reduced pressure, and the crude residue was purifiedby flash chromatography (silica gel, hexane/EtOAc = 40:1) to give pinacol boronate ester 18 (91.2 mg) in53% yield. The following deprotection and dean-stark procedure was same as preparing 1t.23

The synthetic route of 172681-47-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Renhe; Liu, Feipeng; Dong, Guangbin; Chem; vol. 5; 4; (2019); p. 929 – 939;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52914-23-5,Some common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, molecular formula is C8H9IO, 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 1.24 g (5 mmol) of 2-(4-iodophenyl)ethanol, 0.62 g (5.25 mmol) of 7-azaindole, 2.33 g (11.0 mmol) of potassium phosphate, 0.082 g (1.0 mmol) of N,N’-dimethylethylenediamine and 0.095 g (0.50 mmol) of cuprous iodide in 4 ml of toluene is heated at 80 C. overnight with thorough stirring under an argon atmosphere. The mixture is cooled to ambient temperature and diluted with 150 ml of ethyl acetate and 50 ml of water. After the phases have settled and been separated, the organic phase is washed with 25 ml of water and 25 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 70/30 then 60/40 and 50/50 mixture of cyclohexane and ethyl acetate, to give 1.05 g of product in the form of an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Iodophenyl)ethanol, its application will become more common.

Reference:
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 345226-19-9, 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. 345226-19-9, name is 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2Methods of PreparationA. Synthesis of (6S)-6-[{2′-chloro-4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]methoxy}-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (1) by the method of Scheme 1 A stirred mixture of 4-(hydroxymethyl)phenylboronic acid (34) (308 mg, 2.03 mmol) and Pd(dppf)Cl2 (191 mg, 0.261 mmol) in toluene (22 mL) and EtOH (11 mL) was degassed for 8 min (vacuum pump) and then N2 was added. An aqueous solution of 2M Na2CO3 (4.4 mL, 8.8 mmol) was added by syringe and the stirred mixture was again degassed for 8 min, and then N2 was added. 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene (35) (585 mg, 1.81 mmol) was added by syringe and the resulting mixture was stirred at 88 C. for 60 min. The cooled mixture was then diluted with aqueous NaHCO3 (100 mL) and extracted with CH2Cl2 (5×100 mL). The extracts were evaporated to dryness and the residue was chromatographed on silica gel. Elution with 0-50% CH2Cl2/petroleum ether firstly gave foreruns, and then further elution with 50% CH2Cl2/petroleum ether gave 2′-chloro-4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]methanol (37) (537 mg, 98%) as a white solid: mp (pentane) 38-39 C.; 1H NMR (CDCl3) delta 7.46 (br d, J=8.2 Hz, 2H), 7.42 (dt, J=8.3, 2.0 Hz, 2H), 7.37 (br s, 1H), 7.36 (d, J=8.5 Hz, 1H), 7.19 (m, 1H), 4.77 (d, J=5.9 Hz, 2H), 1.70 (t, J=5.9 Hz, 1H); HREIMS calcd for C14H10ClF3O2 m/z (M+) 304.0292, 302.0321, found 304.0294, 302.0317.

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-1-iodo-4-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Global Alliance for TB Drug Development; US2012/28973; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1097871-23-2, These common heterocyclic compound, 1097871-23-2, name is 1-Chloro-2,5-difluoro-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.

49-(4-methoxy)-10 borate 1 mmol,1-mmol-4-iododifluorobenzene 1 mmol, tetrakis(triphenylphosphine)palladium 0.1 mmol, toluene 40 mL,10 mL of ethanol and 340 mmol of K2CO (formed as a solution with 10 mL of distilled water) were added to the reaction flask, and then the system was evacuated and protected with nitrogen.The reaction was carried out at 100 C for 12 hours.After the end of the reaction, extraction, rotary distillation, column chromatography (eluent: n-hexane / dichloromethane = 1:1),Recrystallization gave the product A7.The yield was 69%.5A70.5mmol, boranoic acid pinacol ester 1.5mmol,Palladium acetate 0.05 mmol, 2-dicyclohexylphosphine-2′, 6′-dimethoxybiphenyl 0.1 mmol,1.5 mmol of potassium acetate and 25 mL of 1,4-dioxane were added to the reaction flask.The system is then evacuated, protected by nitrogen, and reacted at 90 C for 12 hours.After the reaction is over, extract, spin,Column chromatography (eluent: n-hexane / dichloromethane = 2:1),Recrystallization gave the product B7.The yield was 65%.6 The final product g is obtained by Suzuki coupling reaction:B70.25mmol, the product obtained in step 2, namely 9-bromo-10-(4-cyano)benzoquinone 0.21mmol,Catalyst tetrakis(triphenyl)phosphine palladium 0.03 mmol,Toluene 15mL, ethanol 5mL, K2CO38.4mmol (formed into solution with 5mL distilled water),It was added to the reaction flask and refluxed at 100 C for 12 h under the protection of nitrogen.After the reaction is completed, methanol is washed with hot water, suction filtered, and toluene is recrystallized.Sublimation gives the final product.The yield was 58%.The molecular formula is C48H29F2NO

The synthetic route of 1097871-23-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; Hu Jianyong; Zhang Jiali; Zhao Zhen; (25 pag.)CN109678759; (2019); A;,
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. 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, A new synthetic method of this compound is introduced below., Recommanded Product: (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol

Compound 38 (350 mg, 0.54 mmol) and (5)-l-(4-iodo-5-methoxy-2-nitrophenyl)-2,2- dimethyl- 1 -propanol (720 mg, 1.97 mmol) were heated at 110C for 45 min under a nitrogen atmosphere. The mixture was cooled down to room temperature, dissolved in MeOH (10 mL), and followed by addition of NH4F (400 mg, 11.1 mmol). The mixture was stirred at 50 C for 12 hours, concentrated in vacuo, dissolved in CH2CI2 (50 mL), and washed with brine (50 mL). The organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 5-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]methyl-2′-deoxyuridine 61 (90 mg, 28%). 1HNMR (400 MHz, CDCl3): delta 8.34 (s, 1 H, Ph-H), 7.65 (s, 1 H, H-6), 7.12 (s, 1 H, Ph-H), 6.17 (t, 1 H, J = 6.8 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 4.59 (m, 1 H, H-3 ‘), 4.27 (d, 1 H, J = 12.0 Hz, 5-CH2a), 4.15 (d, 1 H, J = 12.0 Hz, 5-CH2b), 4.00 (m, 1 H, H-4’), 3.97 (s, 3 H, OCH3), 3.95 (m, 1 H, H-5’a), 3.82 (m, 1 H, H-5’b), 2.34 (m, 2 H, H-2), 0.84 (s, 9 H, C(CH3)3).

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; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 507-63-1,Some common heterocyclic compound, 507-63-1, name is Heptadecafluoro-1-iodooctane, molecular formula is C8F17I, 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.

Reactions were conducted in the same manner as in Example 1 except that the perfluoroethyl iodide was replaced with 1-iodoperfluorooctane (n-C8F17I). After cooling the reaction mixtures, the reaction products were analyzed by gas chromatography (GC). Table 1 shows the results.; TABLE 1 Copper Reaction Ethylene Reaction n-C8F17I catalyst temperature pressure time Conversion g g (wt. % *) C. MPa Min GC % Ex. 2 132 13.4 (10) 80 0.1 105 99.94 Ex. 3 130.8 2.66 (2) 80 0.1 120 99.71 Ex. 4 125.3 2.51 (2) 80 0.55 58 99.89 Ex. 5 155.2 3.11 (2) 120 0.1 56 99.97 Ex. 6 122.5 0.62 (0.5) 120 0.55 40 99.86 Comp. 133.2 0.13 ** 105 0.1-0.2 180 97.7 Ex. 1 * wt. % relative to n-C8F17I ** conducted using t-butylperoxyisopropyl monocarbonate (Perbutyl I) as a catalyst The conversion of each 1-iodoperfluorooctane of Examples 2-6 was more than 99.7%. The selectivity for the resulting ethylene adduct (adduct of one ethylene molecule) was 99.9% or greater in each case.

The synthetic route of 507-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Funakoshi, Yoshirou; Miki, Jun; US2005/250966; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 69518-17-8, name is 4-Iodophthalonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Iodophthalonitrile

EXAMPLE 71 (1S,2R)-4′-(2-Hydroxy-1-methyl-4-pyridin-3-ylbutoxy)biphenyl-3,4-dicarbonitrile Prepared according to the method described in Example 12b) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.197 g, Example 33), 4-iodo-1,2-dicyanobenzene (0.421 g, Can. J. Chem., 1985, 63, 3057), 2M aqueous sodium carbonate (0.50 ml) and tetrakis(triphenylphosphine)palladium (0) (0.054 g) in ethanol (3 ml). The reaction mixture was heated in a sealed vial at 90 C. for 4 hours. After cooling, the solution was concentrated under reduced pressure and the residue purified by chromatography over silica eluding with ethyl acetate. The residue was further purified by chromatography over silica gel eluding with dichloromethane:2-propanol (19:1). The residue was then further purified by reverse-phase HPLC eluding a gradient of 25-100% acetonitrile in 0.1 w/v aqueous ammonium acetate solution. The HPLC fractions were concentrated under reduced pressure, the residue dissolved in dichloromethane, filtered and concentrated under reduced pressure. The residue was triturated with ether to give the title to compound as a solid (0.060 g). m.p. 135.5-137 C. MS (APCI) 384 (M+H)+ 1H NMR (DMSO) 8.47-8.43(2H, m); 8.38(1H, dd); 8.25-8.12(2H, m); 7.79(2H, d), 7.63(1H, dt); 7.30(1H, dd); 7.06(2H, d); 5.03(1H, d); 4.41(1H, quintet); 3.63-3.5(1H, m); 2.9-2.75(1H, m); 2.75-2.6(1H, m); 1.95-1.8(1H, m); 1.75-1.55(1H, m); 1.24(3H, d).

The synthetic route of 69518-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6300352; (2001); B1;,
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 351447-07-9 as follows. SDS of cas: 351447-07-9

(Example 1 Synthesis of Compounds 1-42, 1-96, and I-51) [Show Image]Step 1 To a solution of Compound (5) (1.90 g, 7.25 mmol) in tetrahydrofuran (20mL), phenylisocyanate (1.0mL, 9.43mmol) and triethylamine (1.5 mL, 10.9 mmol) were added. The solution was then stirred at room temperature for 1 hour. The precipitated powder was filtered, and then washed with water. The resulting powder was further washed with diethyl ether to yield Compound 1-42 (1.95 g, 63%) as a white powder. 1H-NMR (DMSO-d6) delta12.13 (1H, s), 7.57 (2H, d, J = 8.4 Hz), 7.45 (1H, d, J = 8.1 Hz), 7.37 (2H, t, J = 7.5 Hz), 7.17 (1H, d, J = 8.4 Hz), 7.08 (1H, t, J = 7.2 Hz), 4.28 (2H, br s), 4.03 (2H, br s) LC/MS (Method A): 2.54 min, [M+H]+ = 382.3.

According to the analysis of related databases, 351447-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shionogi & Co., Ltd.; EP2341052; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com