Author: Jessica.F

Synthetic Route of 31599-61-8, These common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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.

General procedure: To a stirred solution of Pd cNPs/C Fe3O4 (20 mg, 0.73 mol %) and DMF (3 mL) in a Schlenk tube with a teflon stopcock, iodobenzene (0.5 mmol), tri-n-butylphenylstanane (0.6 mmol) and K2CO3 (1.5 mmol) are added, sealed and heated at 100 oC for 10 h. After completion of the reaction, the catalyst is separated by an external magnet. After removal of catalyst, water was added to the solution and extracted with ethylacetate. The organic phase is dried over anhydrous Na2SO4. After evaporation of the solvents, the residue is subjected to column chromatography over silica gel (60-120 mesh), eluting with pet ether to afford the desired product. The biphenyl products were confirmed by 1H and 13C-NMR. The spectral data and spectra are shown in supporting information (Figure S5-S18). This procedure was followed for all the reactions listed in Table 2.

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kumar, Basuvaraj Suresh; Anbarasan, Rajagopal; Amali, Arlin Jose; Pitchumani, Kasi; Tetrahedron Letters; vol. 58; 33; (2017); p. 3276 – 3282;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 7681-82-5, These common heterocyclic compound, 7681-82-5, name is Sodium iodide, 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.

To a solution of 44.81 g of lithium chloride in acetone was added 151.19 g of sodium iodide(1.05: 1). After 1 hour reaction, the reaction was completed and the sodium chloride was filtered off. The filtrate was concentrated to dryness to obtain lithium iodide. After drying, 134.12 g (97.80%) of anhydrous lithium iodide Rate 98%. Steamed acetone recovery, in addition to water recycling. The conversion ratio of anhydrous lithium chloride and anhydrous sodium iodide was 1.05: 1, and the conversion rate of lithium iodide was higher than that of Example 1.

Statistics shows that Sodium iodide is playing an increasingly important role. we look forward to future research findings about 7681-82-5.

Reference:
Patent; Shandong Boyuan Pharmaceutical And Chemical Co., Ltd.; Li Chenglin; Wang Qingmin; Zhai Yongli; Chu Rongqiang; (8 pag.)CN106928268; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 31970-26-0, 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. 31970-26-0 name is 1-(4-Iodophenyl)propan-1-one, 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.

Titanium tetrachloride (0.99 mL, 9 mmol) was added drop wise to a stirred suspension of Zn powder (1.18 g, 18 mmol) in dry THF (15 mL) under an argon atmosphere at -10 C, and this mixture was heated at reflux for 1.5 h to produce the titanium reagent. A cooled suspension of this titanium reagent was added to a solution of 4-(2-chloroethoxy)benzophenone (5a, 0.78 g, 3.0 mmol) and p-iodopropiophenone (6a, 0.78 g, 3.0 mmol) in THF (20 mL) at 0 C, and the reaction was allowed to proceed at reflux for 2 h. After cooling to 25 C, the reaction mixture was poured into a 10% aqueous K2CO3 solution (45 mL), this mixture was stirred vigorously for 5 min, and the dispersed insoluble material was removed by vacuum filtration. The organic fraction was separated, the aqueous layer was extracted with EtOAc (3 x 25 mL), and the combined organic fractions were dried (Na2SO4). Removal of the solvent in vacuo afforded a residue which was purified by silica gel column chromatography using EtOAc-hexane (1:4, v/v) as eluent followed by recrystallization of the product from ethanol to give (Z)-7a as a white solid (0.5 g, 35%);

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Iodophenyl)propan-1-one, and friends who are interested can also refer to it.

Reference:
Article; Abdellatif, Khaled R.A.; Velazquez, Carlos A.; Huang, Zhangjian; Chowdhury, Morshed A.; Knaus, Edward E.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 4; (2011); p. 1195 – 1198;,
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. 916792-62-6, name is 3-Fluoro-2-iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 916792-62-6

2-lodo-3- fluorobenzonitrile (2.5 g, 10.3 mmol) and 2-tributylstannane pyrimidine (3.7g, 10.0 mmol) were combined and dissolved in degassed DME (18 ml) then purged with bubbling N2 for 5 minutes. The reaction was treated withPd(PPh3)4 (577 mg, 0.5 mmol) and then purged with bubbling for 5 minutes in a sealed vessel and then heated in microwave at 160 oC for 90 min. The reaction was cooled and filtered through celite and concentrated to minimum volume and the ppt the formed was diluted with hexanes (40 ml) and cooled to 0 oC then filtered. The solid purified (FCC) (20-100% EA / hex) to give 3-fluoro- 2-(pyrimidin-2-yl)benzonitrile. 1 H NMR (400 MHz, CDCI3): 8.93 (d, J = 4.9 Hz, 2H), 8.14 (dd, J = 9.6, 2.7 Hz, 1 H), 7.86 (dd, J = 8.6, 5.3 Hz, 1 H), 7.36 (t, J = 4.9 Hz, 1 H), 7.32 – 7.24 (m, 1 H).

The synthetic route of 916792-62-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHAI, Wenying; LETAVIC, Michael, A.; LY, Kiev, S.; PIPPEL, Daniel, J.; RUDOLPH, Dale, A.; SAPPEY, Kathleen, C.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; SOYODE-JOHNSON, Akinola; STOCKING, Emily, M.; SWANSON, Devin, M.; WO2011/50198; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

1878-94-0, name is 2-(4-Iodophenoxy)acetic acid, 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. Application In Synthesis of 2-(4-Iodophenoxy)acetic acid

Example 3; A. Podophyllotoxin-4-O-ester of 4-iodophenoxyacetic acid (000614); The mixture of podophyllotoxin (41 mg, 0.1 mmol), 4-iodophenoxyacetic acid (55 mg, 0.2 mmol), EDCI (40 mg, 0.14 mmol), DMAP (2 mg, 0.02 mmol) and dichloromethane (5 ml) were stirred in the room temperature for 20 h, then dichloromethane (20 ml) was added to the solution. Organic layer was washed with water (20 ml), saturated NaHCO3 aqueous solution (10 ml) and brine (20 ml), and then dried over MgSO4. After the solvent was removed under reduced pressure, the resulting liquid was separated by column chromatography (eluent: ethyl acetate and petroleum ether) to afford 35 mg podophyllotoxin-4-O-4-iodophenoxyacetate, mp. The chemical structure analysis was performed by 1HNMR (CDCl3, 600 MHz); delta 7.60 (t, 2H, Ar-H), 6.69 (d, 2H, Ar-H), 6.61 (s, 1H, Ar-H), 6.53 (s, 1H, Ar-H), 6.36 (s, 2H, Ar-H), 5.98 (d, 3H, OCH2O), 4.74 (q, 2H, COCH2O), 4.60 (d, 1H, H4), 4.34 (t, 1H, H11), 4.20 (t, 1H, H11), 3.81 (s, 3H, OCH3), 3.74 (s, 6H, OCH3), 2.91 (d, 1H, H2), 2.85 (m, 1H, H3).

The synthetic route of 1878-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yang, Li-Xi; US2005/4169; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

7681-82-5, name is Sodium iodide, 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. HPLC of Formula: INa

Complex (-)-2 (0.29g, 0.32mmol) was dissolved in dichloromethane (50mL) and treated with excess concentrated hydrochloric acid (2mL) at room temperature for 5min. The mixture was then washed with water (3×50mL). Next, sodium iodide (0.1g) in water (50mL) was added and stirred vigorously for 3min. The organic layer was washed with water (3×50mL) and dried (MgSO4). The solvent was removed and the complex (-)-3 was isolated by column chromatography on a silica column with dichloromethane (0.19g, 70%). [alpha]D=-78.6 (c 0.14, CH2Cl2). Mp: 85-86C. Anal. Calcd for C26H26As2I2Pd: C, 36.8; H, 3.1. Found: C, 36.9; H, 3.2. 1H NMR (CDCl3, delta): 1.48 (s, 3H, =CCH3), 1.57 (s, 3H, =CCH3), 2.05 (dd, 3JHH=9.5, 2JHH=13.6Hz, 1H, CHCH2), 2.55 (d, 2JHH=13.0Hz, 1H, CHCH2), 2.96 (dt, 3JHH=2.1, 3JHH=9.4Hz, 1H, CHCH2), 3.07 (d, 3JHH=2.1Hz, 1H, AsCH), 3.52 (d, 3JHH=2.6Hz, 1H, AsCH), 7.37-8.02 (m, 15H, aromatics). 13C NMR (CDCl3, delta): 14.3, 15.7, 30.5, 31.4, 52.2, 56.3, 128.6, 129.1, 129.8, 129.9, 130.0, 130.9, 131.0, 131.1, 131.3, 131.6, 133.3, 133.7, 134.3, 135.8.

The synthetic route of 7681-82-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yao, Weiwei; Ma, Mengtao; Wang, Weifan; Cheng, Jianming; Xu, Li; Pullarkat, Sumod A.; Leung, Pak-Hing; Tetrahedron Asymmetry; vol. 25; 15; (2014); p. 1100 – 1103;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, 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 204257-72-7, Recommanded Product: Methyl 2-fluoro-4-iodobenzoate

b. Methyl 2-fluoro-4-iodo-5-nitrobenzoate (3). A modified procedure of Kakuta and coworkers was followed.2 To a solution of methyl 2-fluoro-4-iodobenzoate (2) (1.4 g, 5.0 mmol) dissolved in concentrated sulfuric acid (5 mL) was added a solution of concentrated nitric acid (6.0 mL) and concentrated sulfuric acid (9.0 mL) dropwise at 0 C with stirring. The reaction solution was then stirred at room temperature for 5 h. The reaction solution was poured onto ice (100 mE) and extracted with ethyl acetate. The combined organic layers were washed with saturated NaHCO3 (100 mE) and brine (50 mE) and then dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by column chromatography (150 mL Si02, 2% ethyl acetate:hexanes to 10% ethyl acetate:hexanes) to give 3 (1.27 g, 78%) as a green crystalline solid, m.p. 84-87 C: ?HNMR (400 MHz, CDC13) oe 8.50 (d, Jz 6.4, 1H), 7.87 (d, J= 9.6, 111), 3.97 (s, 3H); ?3C NMR (100.6MHz, CDC13)6 163.1, 162.3, 162.2, 160.4, 148.7, 131.1, 130.8, 129.1, 129.0, 119.4, 119.2, 92.7,92.6, 53.1 ; JR (neat) n 2987, 1703, 1602, 1560, 1532, 1440 cm?; LC-FAB-MS (M)+ calcd forC8H5FINO4 324.9247, found 324.9249.

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, Methyl 2-fluoro-4-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl; MARSHALL, Pamela; JURUTKA, Peter; WO2015/130973; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 627-31-6, The chemical industry reduces the impact on the environment during synthesis 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), I believe this compound will play a more active role in future production and life.

Compound 46; 5-{N-ethyl-N-[4-[1-(3-methyl-1-(2-(1-piperidinyl)phenyl)butyl)aminocarbonylmethyl]phenyl]amino}-2,2-dimethylpentanoic acid; This product was synthesized in 3 steps: Step 1; Methyl 5-iodo-2,2-dimethylpentanoate; Under anhydrous atmosphere, diisopropylamine (2.75 ml; 19.6 mmol) in THF (5 ml) was cooled to 0 C. nButyllithium (2M in pentane, 9.8 ml; 19.6 mmol) was added dropwise. The mixture was stirred 30 min at 0 C. and cooled to -78 C. with dry ice. Methyl 2-methylpropanoate (1.0 g; 9.8 mmol) was added and the mixture was stirred for 45 min at -78 C. 1,3-diiodopropane (5.9 ml; 39.2 mmol) was added and stirring was maintained for 1 h. The mixture was slowly warmed to room temperature. The crude was neutralized upon addition of 2M HCl (25 ml) and the expected product was extracted by ethyl acetate (3×25 ml). Organic layers were combined, dried with magnesium sulfate (MgSO4), and concentrated under reduced pressure. The expected product was purified by silica gel chromatography (cyclohexane/ethyl acetate 95/5). Yield: 47%

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, 1,3-Diiodopropane(stabilized with Copper chip), other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENFIT; US2006/79696; (2006); 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. 624-75-9, name is 2-Iodoacetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2H2IN

The compound obtained in Example 64 (4.6 g, 15.35 mmol) and potassium carbonate (10.6 g, 76.73 mmol) were added to acetone (100 mL) and refluxed for 2 hours. To this reaction mixture was dropwise added iodoacetonitrile (1.34 mL, 18.42 mmol), and refluxed over 2 hours. The acetone was removed by vacuum distillation, and the residue was treated in water (200 mL) and ethyl acetate (200 mL). The organic layer was dried over anhydrous magnesium sulfate and distillated in a vacuum. The concentrate was subjected to column chromatography (silica gel, ethyl acetate-hexane 2:3 v/v) to afford a mixture of 2:1 of regioisomers as yellow oil. These two regioisomers (4.16 g, 80%) were used in the next reaction step without separation.Example 65-2Preparation of 4-(2-chloropyridin-5-yl)-5-(3-methoxy-5-methylphenyl)-pyrazol-1-yl)acetonitrile1H NMR (CDCl3) delta 2.28 (s, 3H), 3.66 (s, 3H), 5.16 (s, 2H), 6.71 (s, 2H), 6.84 (s, 1H), 7.24 (d, J=8.3 Hz, 1H), 7.49 (dd, J=2.3, 5.9 Hz, 1H), 7.70 (s, 1H, 8.32 (s, 1H); 13C NMR (CDCl3) delta 21.57, 39.89, 55.23, 110.80, 113.76, 115.28, 117.76, 121.47, 124.02, 127.24, 129.92, 132.57, 138.58, 140.12, 148.71, 149.92, 151.17, 159.69, 162.33.To a solvent mixture of THF and water (4:1, 10 mL) were added the mixture prepared in Example 65 (320 mg, 0.95 mmol), 3-acetylphenylboronic acid (0.19 g, 1.13 mmol), dichlorobis(triphenylphosphine)palladium (II) (33 mg, 0.04 mmol) and potassium carbonate (0.13 g, 0.95 mmol). The reaction system was purged with nitrogen gas for 10 min, and stirred at 70 C. for 12 hours under nitrogen atmosphere. The reaction mixture was cooled at room temperature, washed with ice water (100 mL) and extracted with ethyl acetate (100 mL×3). The organic extract was dried over anhydrous magnesium sulfate and distilled under vacuum. The residue was subjected to prep-TLC using a solvent mixture of ethyl acetate/hexane to purify the desired products.Purification yield by prep-TLC (silica gel, ethyl acetate-hexane, 1:2, v/v): (202 mg); m.p. 73-74 C.; 1H NMR (CDCl3) delta 2.27 (s, 3H), 2.65 (s, 3H), 3.66 (s, 3H), 5.16 (s, 2H), 6.71 (s, 1H), 6.77 (s, 1H), 6.91 (s, 1H), 7.54 (t, J=7.7 Hz, 1H), 7.60-7.72 (m, 3H), 8.97 (d, J=7.5 Hz, 1H), 8.19 (d, J=7.5 Hz, 1H), 8.58 (s, 1H), 8.63 (s, 1H); 13C NMR (CDCl3) delta 21.55, 26.83, 39.84, 55.19, 110.91, 113.92, 115.23, 118.77, 120.03, 121.58, 126.53, 127.18, 128.77, 129.14, 129.93, 131.22, 133.02, 136.57, 137.63, 139.31, 139.97, 149.01, 151.22, 154.56, 159.68, 198.12.

The synthetic route of 624-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEE, So Ha; Yoo, Kyung Ho; Oh, Chang Hyun; Han, Dong Keun; El-Deeb, Ibrahim Mustafa; Park, Byung Sun; Jung, Su Jin; US2011/15395; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 387-48-4,Some common heterocyclic compound, 387-48-4, name is 3-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.

To a mixture of 3-fluoro-2-iodobenzoic acid (1 .4 g, 5.26 mmol), 1 H-pyrazole (0.72 g, 10.5 mmol), trans-N, N’-dimethyl-cyclohexane-1 ,2-diamine (0.17 mL, 1 .05 mmol), Cul (50.1 mg, 0.26 mmol), dioxane (50 mL) and water (0.028 mL) was added CS2CO3 (3.43 g, 10.5 mmol). The reaction mixture was heated to 100 C for 1 h. The reaction mixture was cooled to ambient temperature then diluted with water. The aqueous layer was acidified to pH2 and extracted with EtOAc (30 mL) three times. The organic layers were combined, dried over Na2SO4, filtered and concentrated. Purification (FCC), (DCM to 10%MeOH/1 %HOAC/DCM) afforded the title compound as a colorless oil (790 mg, 72%). 1H NMR (400 MHz, CDCI3): 7.85 – 7.73 (m, 1 H), 7.54 – 7.44 (m, 1 H), 7.44 – 7.34 (m, 1 H), 6.55 (s, 1 H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com