Category: iodides-buliding-blocks

Synthetic Route 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

Synthetic Route of 608-28-6,Some common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, 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.

To a test tube containing a magnetic rod was added 4-iodotoluene, 1.0 mmol, Cu2O (14.3 mg, 0.1 mmol), KOH (169 mg, 3.0 mmol), 2-dimethylaminoethanol , 0.3 mL, 3.0 mmol) and DMSO / H2O (1.5 mL / 0.5 mL). After flushing with argon, the mixture was stirred at 100 & lt; 0 & gt; C for 24 hours in a preheated oil bath. After cooling to ambient temperature, the reaction mixture was distributed in aqueous HCl (5%) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography (EtOAc / n-Hexane) to give phenol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-1,3-dimethylbenzene, its application will become more common.

Reference:
Patent; SUNGSHIN WOMEN`S UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHAE, Junghyun; KIM, KIM; (13 pag.)KR2017/91976; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19094-56-5, 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. 19094-56-5 name is 2-Chloro-5-iodobenzoic acid, 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.

Charged 2-chloro-5-iodobenzoic acid (200 gm, 0.7080 moles), dichloromethane(1000 ml) and N,N-dimethylformamide (5 ml) at 25C to 30C. Under stirring slowly charged oxalyl chloride (107.9 gm, 0.8496 moles) and maintained stirring for one hour. Applied cooling and cooled the reaction mass to -15C to -10C. Charged aluminum chloride (113.29gm, 0.8496 moles) maintaining the reaction mass temperature at -10C to -5C and stirred for 30 minutes. Charged phenatole (86.49gm, 0.7080 moles) to the reaction mixture and maintained under stirring for 2 hours at -10C to -5C. The progress of the reaction was monitored by HPLC. After completion of the reaction the reaction mixture was quenched by adding water and dilute hydrochloric acid. Raised the temperature of the reaction mixture to 25C to 30C and maintained for 30 minutes. Separated the organic layer, extracted the aqueous layer again with dichloromethane (400 ml). The combined organic layer was washed with 10% of sodium bicarbonate solution (600 ml) followed with 5% brine solution (600 ml). Concentrated the organic layer under reduced pressure maintaining temperature below 45C to get the residual mass. Charged methanol (1000 ml), heated to reflux and maintained for 3 hours. Cooled the reaction mass to 25C – 30C, filtered the solid and dried till constant weight to get (2-chloro-5 -iodophenyl)(4-ethoxyphenyl)methanone.Yield = 201 gm (73.47%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; INDOCO REMEDIES LIMITED; KUDUVA, Srinivasan Subramanian; DESHMUKH, Sandip Kacharu; RAMESAN, Palangat Vayalileveetil; PANANDIKAR, Aditi Milind; (25 pag.)WO2018/142422; (2018); 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. 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H9IO2

3-(4?-Iodophenyl)propanoic acid (10 mmol, 2.76 g, 1.0 eq.) and N- hydroxysuccinimide (15 mmol, 1.73 g, 1.5 eq) were dissolved in anhydrous CH2Cl2 (40 mL). The mixture was cooled to 0 C, and N,N’-dicyclohexylcarbodiimide (DCC, 15 mmol, 3.09 g, 1.5 eq) dissolved in 20 mL CH2Cl2 was added dropwise slowly. The mixture was stirred overnight at room temperature. The N,N’-dicyclohexylurea was filtered out, the residue was washed with CH2Cl2, and the filtrate was evaporated to dryness purified by column chromatography and recrystallization with iso-propanol or toluene/hexane to afford succinimide as white solid (3.50 g, 94%).1HNMR (400 MHz, CD3CN) delta 7.66 (d, J = 8.4 Hz, 2 H), 7.08 (d, J = 8.4 Hz, 2 H), 2.95 (A2B2, t, 4 H), 2.75 (s, 4 H).13CNMR (100 MHz, CD3CN) delta 168.4, 166.7, 138.1, 135.9, 129.2, 89.5, 30.1, 27.8, 23.8; HRMS (ESI) Calcd for C13H12NO4INa (M+Na)+ : 395.9709;

The synthetic route of 1643-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NUTECH VENTURES; DIMAGNO, Stephen; HU, Bao; (36 pag.)WO2016/201125; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 335349-57-0, The chemical industry reduces the impact on the environment during synthesis 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, I believe this compound will play a more active role in future production and life.

Next, a solution of 5-chloro-4-iodo-2-nitroaniline (15 g, 50.26 mmol, 1.00 equiv) in ethanol/H2O (400/50 mL), Fe powder (16.9 g, 301.79 mmol, 6.00 equiv) and NH4Cl (8 g, 149.53 mmol, 3.00 equiv) was placed into a 1000-mL round-bottom flask. The resulting solution was stirred for 2 h at 70 C. The resulting mixture was concentrated under vacuum. The resulting solution was extracted with 3×500 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×100 mL of brine, dried and concentrated under vacuum. This resulted in 10 g (74%) of 4-chloro-5-iodobenzene-1,2-diamine as a black solid.

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-Chloro-4-iodo-2-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERIAL LIMITED; Meng, Charles Q.; US2013/281392; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 159217-89-7, name is tert-Butyl (4-iodophenyl)carbamate, molecular formula is C11H14INO2, 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 C11H14INO2

Step B [4-(t-Butoxycarbonylamino)phenyl]trimethylstannane The iodide (2.75 g; 8.62 mmol) from Step A of this Example, hexamethylditin (4.23 g; 12.91 mmol) and tetrakis(triphenylphosphine)palladium(0) were mixed together in anhydrous dioxane and subjected to a freeze-vac-thaw cycle to degas the solution and then the reaction heated to reflux under a nitrogen atmosphere for 6 h. The reaction mixture was then cooled to room temperature, poured into iced saturated brine and extracted with ether (3*250 ml). The ethereal layers were combined and washed with another portion of brine, dried over anhydrous magnesium sulfate powder and evaporated under reduced pressure to leave an orange mobile liquid. Chromatography of the liquid on silica gel using an eluant consisting of ether and hexanes in the ratio 1:19 v/v afforded 1.75 g (ca. 57%) of a material that was [4-(t-butoxycarbonylamino)phenyl]trimethylstannane that contained traces of the starting material. 1 H NMR (200 MHz, CDCl3): 0.23 (s, 9H) 1.47 (s, 9H) 6.45 (s, 1H) 7.25-7.40 (ABq, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 159217-89-7, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US5726319; (1998); 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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Quality Control of 1-Chloro-4-iodo-2-(trifluoromethyl)benzene

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene, and isoxazole-4-amine (12 mmol) was sequentially added to the system, palladium acetate ( 0·5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine. After stirring for 10 minutes, add 10 ml of cesium carbonate (10 mmol). The aqueous solution is heated to 50 C for 4 hours. After the reaction is completed, 20 ml of water is added to the system, stirred for 20 minutes, and the organic phase is dried over anhydrous sodium sulfate, concentrated, and then purified by flash column chromatography to give 2.2 g. Yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder, yield 84%

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; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108353920; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 175278-30-5, name is 4-Bromo-2-ethyl-1-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 175278-30-5, Formula: C8H8BrI

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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:
Article; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 7; (2016); p. 854 – 881;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 58755-70-7, 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. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Hydroxyphenylboronic acid (6) (2.3 g, 10 mmol) was added to a solution of 4-iodo-3-nitroanisole (7) (3.1 g, 11 mmol) in toluene-ethanol-water (30 mL, v/v/v=4/2/1), followed by Pd(PPh3)4 (350 mg, 0.3 mmol) and K2C03 (5.3 g, 50 mmol). The mixture was refluxed for 6 hours. After cooling to roomtemperature, the mixture was filtered through a celite pad. The filtrate was concentrated, diluted with DCM (100 mL), and washed with saturated brine (3 x 30 mL). After concentration and chromatography (hexane/acetone = 6/1), the product afforded was 4?- methoxy-3-methyl-2?-nitrobiphenyl-4-ol (8) (2.3 g, 87%). ?H NIVIR (400 MHz, CDC13), 7.31 (m, 2 H), 7.12 (dd, J = 2.8 Hz, 8.4 Hz, 1 H), 7.04 (s, 1 H), 6.98 (d, J = 8.0 Hz, 1 H), 6.78(d, J = 8.0 Hz, 1 H), 3.88 (s, 3 H), 2.26 (s, 3 H); ?3C NIVIR (100 IVIHz, CDC13), 158.7, 153.7,132.7, 130.6, 129.5, 128.3, 126.7, 124.1, 118.5, 115.1, 108.8, 55.8, 15.7; MS (TOF-ES):260.3 m/z [M+1].

The synthetic route of 1-Iodo-4-methoxy-2-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GEORGETOWN UNIVERSITY; BROWN, Milton L.; HOU, Shujie; BANERJEE, Partha; AMIN, Karishma; (57 pag.)WO2017/23916; (2017); A1;,
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. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H6ClIO2

General procedure: A seal-tube (15 mL) initially fitted with a septum containing anilide 1 (0.5 mmol), Pd(OAc)2 (11.3 mg, 0.050 mmol, 10 mol%), and AgOAc (83.5 mg, 0.50 mmol) was evacuated and purged with N2 three times. TFA (4.0 mL) and 2-iodobenzoate 5 (0.75 mmol) were added to the system and the reaction mixture was stirred at 120 C for 24 h. The reaction mixture was cooled to r.t. and filtered through a short Celite pad and washed with CH2Cl2 several times. The filtrate was concentrated by vacuum and purified on a silica gel column using hexane/EtOAc as eluent to give the corresponding pure phenanthridone product 6.

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 181765-85-5.

Reference:
Article; Gandeepan, Parthasarathy; Rajamalli, Pachaiyappan; Cheng, Chien-Hong; Synthesis; vol. 48; 12; (2016); p. 1872 – 1879;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com