Iodides-buliding-blocks

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. 387-48-4, name is 3-Fluoro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., SDS of cas: 387-48-4

Step B: Preparation of Ethyl 2-(3-fluoro-2-iodophcnyl)acctate; 109081 A solution of 3-fluoro-2-iodobenzoic acid ( 14.90 g, 56.0 mmol) was stirred in thionyl chloride ( 150 mL) for 1 hour at reflux. The mixture was cooled to room temperature, and the excess thionyl chloride was removed in vacuo to give the corresponding acid chloride. HbO (20 ml.) was added, and a solution of TMSCHN? (2.0M in Ht2O. I I O mL. 220 mmol) was added. The mixture was stirred for 4 hours, and the excess reagent was quenched by the addition of AcOH. The mixture was then partitioned between EtOAc (200 mL) and saturated NaHCO3 solution. The layers were separated, and the organic layer was washed twice with saturated NaHCO3, once with water, and once with brine once. The organic layer was then dried over anhydrous MgStheta4 and concentrated in vacuo. This material was dissolved in HtOH (200 proof) and silver(I)oxide (2.60 g, 1 1 .2 mmol) was added. The suspension was heated to 800C for 30 minutes, cooled to room temperature, and filtered through celite. The filtrate was concentrated in vacuo, and the resulting oil was purified by flash chromatography to give 9.90 g of product as a yellow oil.

The synthetic route of 387-48-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Iodide – Wikipedia,
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Application of 610-97-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 610-97-9 name is Methyl 2-iodobenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A 50 cm3 Schlenk flask was charged with an ortho-substituted iodoarene(1×10-3 mol), an amine (1.1-5×10-3 mol), K2CO3(2×10-3 mol), a catalyst (5×10-6 mol), and a stirring bar. Next, 5cm3 of DMF was added. Under balloon pressure of CO, the reactionmixture was stirred at 100 C for 1-6 h. After the reaction, the Schlenkflask was cooled down, and the organic products were extracted with3×7 cm3 of diethyl ether (3×15 min with stirring) and then GCanalyzed with dodecane as the internal standard (0.076 cm3, 5.46×10-4 mol). Each reaction was repeated minimum twice and the averagevalue from two experiments was reported. The difference between tworesults was below 5%.After the solvents were evaporated, the crude product was purifiedby flash chromatography on silica gel using hexane/ethyl acetate (10:4)as the eluent, and the corresponding N-substituted phthalimides wereobtained

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Article; Wojcik, Przemys?aw; Trzeciak, Anna M.; Applied Catalysis A: General; vol. 560; (2018); p. 73 – 83;,
Iodide – Wikipedia,
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Application of 4387-36-4, 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. 4387-36-4, name is 2-Iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Weigh 0.6 mM halogenated aromatic hydrocarbon in a reaction flask, add 4 mL of solvent, and fill the reaction flask with nitrogen.Deoxygenation was performed for 30 minutes and 150 muL of triethylamine and 24 mM pyrrole or its derivatives were sequentially added during the deoxygenation. After that, the reaction vessel was sealed, placed over a light-emitting diode (LED) having a wavelength of 450 nm and a power of 30 W to be irradiated, and the reaction was stirred at room temperature for 20 hours.After the end of the reaction, the light source was switched off and the reaction mixture was spin-dried. Column chromatography was performed using petroleum ether and ethyl acetate as eluents. After vacuum drying at 35° C., the carbon-carbon coupling product 6a was obtained. The nuclear magnetic resonance spectrum of compound 6a was obtained. As shown in FIG. 34 and FIG. 35 , the nuclear magnetic carbon spectrum shows that the yield of compound 6a is 96percent, as shown in Table 1. The halogenated aromatic hydrocarbon is o-iodobenzeneacetonitrile and the solvent is acetonitrile.When the pyrrole in Example 16 was replaced with N-methylpyrrole, a carbon-carbon coupling product 6b was obtained. The nuclear magnetic and nuclear magnetic carbon spectra of compound 6b were as shown in FIGS. 36 and 37, and the yield of compound 6b was 96percent, as shown in Table 1. When the pyrrole in Example 16 is replaced with N-phenylpyrrole, a carbon-carbon coupling product 6c is obtained. The nuclear magnetic and nuclear magnetic carbon spectra of compound 6c are shown in Figs. 38 and 39, and the yield of compound 6c is: 58percent, as shown in Table 1.

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-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shaanxi Normal University; Fang Yu; Miao Rong; (29 pag.)CN108002991; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5100-98-1, name is 3-Chloro-2-iodotoluene, 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 5100-98-1, name: 3-Chloro-2-iodotoluene

General procedure: The aryl iodide (1.0 mmol), boronic acid (2.0 mmol), PEPPSI-IPr (0.03 mmol), and Cs2CO3 (3.0 mmol) were placed into a 25 mL round-bottomed flask that was fitted with a reflux condenser. Chlorobenzene (5 mL) was added, and the flask was evacuated and backfilled with CO(g) (three cycles). The mixture was heated to 80 C (oil bath) with stirring for 24 h under a balloon of CO(g). The reaction mixture was filtered through a pad of Celite, washing with EtOAc. The filtrate was washed with H2O (20 mL), brine (20 mL), dried (MgSO4), filtered, and concentrated under reduced pressure. The crude residue was purified by flash column chromatography, eluting with the indicated solvent to afford the desired benzophenone.

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, 3-Chloro-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; O’Keefe, B. Michael; Simmons, Nicholas; Martin, Stephen F.; Tetrahedron; vol. 67; 24; (2011); p. 4344 – 4351;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

618-91-7, name is Methyl 3-iodobenzoate, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 618-91-7

General procedure: A mixture of substituted iodobenzenes (1a-1i, 15 mmol), (5-formylfuran-2-yl)boronic acid(2, 15 mmol), bis(triphenylphosphine)palladium(II) chloride (Pd(Pph3)2Cl2, 0.6 mmol) and sodium carbonate (Na2CO3, 30 mmol) in MeCN/H2O (10 mL /10 mL) was stirred for 1 h at 60 C. Upon completion of the reaction as determined by TLC, MeCN was removed by a rotary evaporator under reduced pressure, and the residue was acidated with 1M HCl solution (pH 7) and filtered. Next,the ltrate was partitioned between water (60 mL) and ethyl acetate (3 x 50 mL). The organic layer wasdried over magnesium sulfate anhydrous (MgSO4), filtered and concentrated in vacuo. The crude products were purified by column chromatography with appropriate eluents to give the coupling products 3a-3i, in 80-86% yields.

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Lijiao; Li, Chao; Chen, Wei; Song, Chen; Zhang, Xing; Yang, Fan; Wang, Chen; Zhang, Yuanyuan; Qian, Shan; Wang, Zhouyu; Yang, Lingling; Molecules; vol. 24; 15; (2019);,
Iodide – Wikipedia,
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Application of 56096-89-0,Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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 a (1 33 g, 5 mmol, 1.0 eq), b (1.5 g, 7 5 mmol, 1.5 eq), KOAc (1.3 g, 12.5 mmol, 2.5 eq), copper powder (100.0 mg, 1.5 mmol, 0.3 eq), and Cui OAc)?. (270.0 mg, 1.5 mmol, 0.3 eq) in 2-pentanol (30.0 mL) was stirred at 140 C overnight under N2 atmosphere, then cooled to room temperature. The mixture was diluted with water (100 mL), acidified to pH=3 with 2 N HC1 and extracted with EtOAc (100 mL x 2). The combined organic layers were dried over anhydrous NaiSCL and concentrated. The residue was purified by chromatography on silica gel (EtOAc) to afford c (1.14 g, 66%). LC/MS: 341.9

The synthetic route of 56096-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Iodide – Wikipedia,
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These common heterocyclic compound, 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, 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. Computed Properties of C8H8INO2

(E)-3-(Naphthalen-2-yl)but-2-enoic acid (1.00 g, 4.71 mmol) was suspended in dry dichloromethane (15 mL) in a flame dried flask under an argon atmosphere and cooled to 0 C. Oxalyl chloride (0.848 g, 0.447 mL, 9.42 mmol) and a catalytic amount of DMF (2 drops) was added to the suspension and allowed to warm to room temperature. The solution was stirred at room temperature for 5 h after which all volatiles were removed under reduced pressure. The crude product was redissolved in dry dichloromethane (15 mL) and solvent removed under reduced pressure three times before drying under high vac. The crude product was redissolved in dry THF (20 mL) in a flame-dried flask under an argon atmosphere. To this was added 5-iodo-2-aminobenzoate (1.86 g, 7.07 mmol), pyridine (1.12 g, 1.14 mL, 14.1 mmol) and a catalytic amount of DMAP (0.01 g, 0.082 mmol). After stirring at 60 C for 16 h, the reaction was allowed to cool to room temperature, poured onto 1 N HCl and extracted into diethyl ether. The combined organic layers were dried over anhydrous magnesium sulphate and concentrated under vacuum to give the crude product.Purification by flash chromatography (8% methanolin dichloromethane) afforded the analytically pure product. (Yield:1.60 g, 3.39 mmol, 72%).1H NMR (CDCl3, 500 MHz, 20 C): delta =11.18(s, 1H, NH), 8.70 (d, J = 9.1 Hz, 1H, ArH), 8.36 (d, J = 2.2 Hz, 1H, ArH),7.98 (d, J = 1.3 Hz, 1H, NpH), 7.89 (m, 3H, ArH NpH), 7.83 (d,J = 2.2 Hz, 1H, NpH), 7.64 (dd, J = 8.5, 1.9 Hz, 1H, NpH), 7.53 (m, 2H,NpH), 6.37 (q, J = 0.9 Hz, 1H, COCH), 3.95 (s, 3H, COOCH3), 2.77 (d,J = 1.0 Hz, 3H, CCH3). 13C NMR (CDCl3, 125 MHz, 20 C): delta =167.6,165.3,154.0,143.1,141.7,139.6,139.3,133.4,133.1,128.5,128.2,127.6,126.6, 126.5, 125.8, 124.0, 122.2, 120.8, 116.5, 84.7, 52.6, 18.0. ESMScalcd for C22H18INNaO3 [M+Na]+: 494.0224, found 494.0221. HPLC(method A): Rt = 14.14 min.

The synthetic route of Methyl 2-amino-5-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Waghorn, Philip A.; Jackson, Mark R.; Gouverneur, Veronique; Vallis, Katherine A.; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 117 – 129;,
Iodide – Wikipedia,
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Reference of 4949-69-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4949-69-3 name is 4-Iodo-3-methylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 4-iodo-3-methylaniline (200 mg, 0.86 mmol) in benzene (5 mL) in a sealable tube was added 1- isocyanato-3- (trifluoromethyl)benzene (0.133 mL, 0.94 mL; “E” is an electrophilic group disussed in scheme 3, and here is an isocyanate) . The tube was sealed and heated at 90 C for 4 h. The mixture was allowed to cool to room temperature before filtering. The off white solid was washed with additional benzene (10 mL) and used without further purification.

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

Reference:
Patent; AMGEN INC.; WO2006/44823; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5876-51-7, 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. 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows.

[00215] To 28 mg PdCl2(dppf).CH2Cl2 in a reaction tube under nitrogen were added 4 ml dioxane, 0.43 ml (3 mmol) triethylamine, 0.23 ml (1.5 mmol) pinacolborane and 262 mg (1.06 mmol) 1-iodo-3,4-methylenedioxybenzene. The reaction solution was warmed to 80 C. with stirring in an oil bath for 22 h. An aliquot (0.3 ml) was removed from the reaction and extracted into ethyl acetate and washed several times with water and analysed by gc (fid detector, SGE HT5 capillary column). All the 1-iodo-3,4-methylenedioxybenzene had reacted to form the boronic acid ester together with some 1,3-benzodioxole. After addition of 8 ml methanol (which destroys the excess pinacolborane and thereby prevents the formation of symmetrical biaryl), 1.07 g Cs2CO3 and 261 mg (1.06 mmol) 4-iodobenzamide, the solution was warmed to 40 C. for 17 h. An aliquot (0.5 ml) was removed from the reaction solution and extracted into ethyl acetate and washed several times with water and analysed by gc (fid detector, SGE HT5 capillary column). The required biaryl (identified by gc/ms) gave rise to the strongest peak in the gc trace.

The chemical industry reduces the impact on the environment during synthesis 5-Iodobenzo[d][1,3]dioxole. I believe this compound will play a more active role in future production and life.

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

Electric Literature of 2265-91-0,Some common heterocyclic compound, 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, molecular formula is C6H3F2I, 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 8-{[tert-butyl(dimethyl)silyl]oxy}-2-azaspiro[4.5]decan-1-one (isomer 1 ) (425 mg, 1 .50 mmol), 1,3-difluoro-5-iodobenzene (360 mg, 1 .50 mmol, CAS No 2265-91-0), copper(l) iodide (143 mg, 0.750 mmol), N,N’-dimethylethylenediamine (164 muIota, 1 .50 mmol) and potassium carbonate (435 mg, 3.15 mmol) in dioxane (26 ml) was heated to 160 for 2 h in a microwave reactor. Upon cooling, the reaction mixture was filtrated through a pad of celite, and the filtrate was concentrated and the residue was purified by flash chromatography (25 g Snap Cartrige, hexanes/ethyl acetate-gradient, 0% -> 50% ethyl acetate) to give the title compound as single isomer (575 mg).LC-MS (Method 2): Rt= 1 .79 min; MS (ESIpos): m/z = 396.3 [M+H]+1H-NMR (400 MHz, DMSO-d6): delta [ppm] = 7.50-7.41 (m, 2H), 6.98-6.91 (m, 1H), 3.94-3.88 (m, 1H), 3.72 (t, 2H), 2.00-1 .85 (m, 4H), 1 .63-1 .47 (m, 4H), 1 .28-1.20 (m, 2H), 0.85 (s, 9H), 0.01 (s, 6H)

The synthetic route of 2265-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BUCHGRABER, Philipp; EIS, Knut; WAGNER, Sarah; SUeLZLE, Detlev; VON NUSSBAUM, Franz; BENDER, Eckhard; LI, Volkhart, Min-Jian; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philipp; (248 pag.)WO2018/78005; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com