Tag: M.W=200-300

Application of 133232-56-1, 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 133232-56-1 as follows.

3-Iodo-2-methylbenzoic acid (10.00 g, 38.16 mmol), methanol (50 ml) and concentrated sulfuric acid (0.6 ml, 11.45 mmol) were mixed, and the mixture was stirred for 5 hours while heating to reflux. The reaction solution was concentrated, ethyl acetate (80 ml) and water (30 ml) were added to the residue. The organic layer was separated and washed three times with a saturated aqueous sodium bicarbonate solution (30 ml) and once with 10% brine (30 ml) . The organic layer was concentrated, to yield the title compound (9.22 g) (yield 87.5%) .1H-NMR (CDCl3, TMS, 300 MHz) delta (ppm) : 2.67 (3H, s) , 3.90 (3H, s), 6.92 (IH, t, J = 7.8 Hz), 7.74 (IH, dd, J = 1.2 Hz, 7.8 Hz) , 7.98 (IH, dd, J = 1.2 Hz, 7.9 Hz) .

According to the analysis of related databases, 133232-56-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/16184; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 132131-24-9, 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. 132131-24-9, name is 2-Amino-5-iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Alternative Synthesis of iV-(4-moipholinophenyl)-6-(4-(4-morphoIinophenyIamino)quinazolin-6-yl)quinazolin-4-amine; N’-(2-Cyano-4-iodo~phenyl)-N,N-dimethyl-formamidine:2-Amino-5-iodo-benzonitrile (5g, 20.5mmol) was heated to reflux in DMF-DMA (20ml) for 2h. On cooling and concentrating to dryness in vacuo the residue was filtered through silica (2Og, SiO2) eluting with dichloromethane to afford a brown oil (6.15g, 100%)1H NMR (CDCl3) delta 7.71 ( IH, d), 7.58 ( IH, dd), 7.505 ( IH, s), 6.64 (IH, d), 3.01 (6H, s)LC-MS rt 3.46 m/z 299 MH+; Example 2; N*4*-(4-Morpholin-4-yI-phenyl)-N*4*-phenyl-[6,6′]biquinazolinyl-4,4′- diamine; N’-(2-Cyano-4-iodo-phenyl)-N,N-dimethyl-formamidine; 2-Amino-5-iodo-benzonitrile (5g) in DMF-DMA ( 10ml) was heated to 110 for 2h. The cooled reaction mixture was diluted with water (100ml) and extracted into ethyl acetate (3xl00ml). The combined organic phases were dried (MgSO4) and concentrated to give a viscous brown oil (~ quantitative) which was used without further purification.1H NMR (CDCl3) delta 7.77 (IH, m), 7.65 (IH, dm, J8.85Hz), 7.57 (IH, s), 6.70 ( IH, d,J8.85Hz), 3.012 (6H, s)LC-MS rt 3.46 m/z 299.78

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-Amino-5-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2006/79833; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 773136-66-6, name is Ethyl 2-Fluoro-5-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 773136-66-6, Formula: C9H8FIO2

Under nitrogen atmosphere, starting Ester Intermediate 5e (5.0 g, 15.3 mmol) was dissolved in THF (40 mL), the reaction mixture was cooled to -50C and stirred for 10 minutes. Isopropyl-magnesium-chloride (1 1 mL of a 2M solution in THF) was added dropwise and the reaction mixture was stirred at -50C for 2h. The reaction mixture was cooled to -78C and a solution of cyclobutanone (2.15 g, 30.6 mmol) in THF (10 mL) was added dropwise. The reaction mixture was stirred at -78C for 1 h, then warmed to room temperature and stirred for 18h. The solvent was removed under vacuum, dichloromethane was added and the reaction mixture was washed with a saturated solution of NaHCO3, The organic phase was concentrated under vacuum and the crude product obtained was purified by flash chromatography (eluent from 90:10 to 80:20 Cy/EtOAc) to obtain the desired product (3.0 g). GC-MS (Method 10): Rt = 10.91 min MS : m/z = 210 (M-28)+

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, Ethyl 2-Fluoro-5-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; BERTANI, Barbara; FRATTINI, Sara; DI ANTONIO, Giustino; WO2014/19979; (2014); 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. 59382-39-7, name is 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H3F4I

Dissolve 1-fluoro-4-iodo-2-trifluoromethylbenzene (813 mg, 2. 8 mmol) in triethylamine (6 mL). Add 3-ethynyl-5-methoxypyridine, (prepared as described in PREPARATION 10), (400 mg, 3. 0 mmol) followed by bis (triphenylphosphine) palladium (II) dichloride (0. 100 g, 0. 14 mmol) and copper (I) iodide (53 mg, 0. 28 mmol). Heat at 70 C for 16 h, concentrate, and purify using silica gel chromatography, eluting with 100 : 0 to 90 : 10 methylene chloride : ethyl acetate, to give the title compound as a pale yellow solid (820 mg, 99%). 1HNMR (300 MHz, CDCl3) 6 3. 89 (s, 3H), 7. 19-7. 26 (m, 1H), 7. 30-7. 31 (m, 1H), 7. 69- 7. 74 (m, 1H), 7. 79-7. 82 (m, 1H), 8. 30 (d, J = 2. 8 Hz, 1H), 8. 38 (d, J = 1. 3 Hz, 1H) ; MS (APCI) : m/z = 296 [M+H] +.

The synthetic route of 59382-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 914636-93-4, The chemical industry reduces the impact on the environment during synthesis 914636-93-4, name is 3-Fluoro-5-iodobenzaldehyde, I believe this compound will play a more active role in future production and life.

3-Fluoro-5-iodocinnamic Acid Methyl Ester 3-Fluoro-5-iodobenzaldehyde, monomethyl malonate, and a catalytic amount of pyrrolidine are heated in pyridine. After cooling, the solvent is distilled off in vacuo. 2N HCl and ethyl acetate are added to the residue, and the phases are separated. The organic layer is washed with brine and dried over Na2SO4. After evaporation, the residue is purified by CC on silica gel with EtOAc/hexane. Evaporation of appropriate fractions yields the title compound.

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-Fluoro-5-iodobenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 52914-23-5, 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. 52914-23-5 name is 2-(4-Iodophenyl)ethanol, 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.

3-[4-[2-(Benzyloxy)ethyl]phenyl]-5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]pyridine Into a 50-mL 3-necked round-bottom flask under N2 was placed a solution of 2-(4-iodophenyl)ethanol (470 mg, 1.90 mmol) in tetrahydrofuran (10 mL). Sodium hydride (91 mg, 3.8 mmol, 1.2 equiv.) was added at 0 C. The mixture was warmed to room temperature and stirred at room temperature for 2 h. Benzyl bromide (272 muL, 3.9 mmol, 1.2 equiv.) and tetra-n-butylammonium bromide (61 mg, 0.19 mmol, 0.10 equiv.) were added at room temperature. The resulting solution was stirred for 20 h at room temperature. The reaction was then quenched by the addition of 10 mL of aqueous NH4Cl. The solution was extracted with 3*60 mL of EtOAc, and the organic layers were combined and washed with 50 mL of brine. After evaporation, the residue was applied onto a silica gel column, and the product was eluted with EtOAc/petroleum ether 1:20 to furnish 600 mg (94%) of 1-[2-(benzyloxy)ethyl]-4-iodobenzene as a white solid. A solution/suspension of 3-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine (427 mg, 1.00 mmol), 1-[2-(benzyloxy)ethyl]-4-iodobenzene (338 mg, 1.00 mmol), CsF (304 mg, 2.00 mmol), Pd(PPh3)4 (58 mg, 0.05 mmol) and CuI (19 mg, 0.10 mmol) in anhydrous DMF (5 mL) was stirred at 50 C. for 5 h under N2. The reaction mixture was cooled and concentrated under vacuum. The residue was applied onto a silica gel column, and the product was eluted with EtOAc/petroleum ether/Et3N 3:6:0.5 as the eluent to give the title compound (280 mg, 59%) as light-yellow oil. 1H NMR (CDCl3, 300 MHz) delta 8.48 (s, 1H), 8.33 (d, J=2.1 Hz, 1H), 7.55 (d, J=8.1 Hz, 2H), 7.48 (s, 1H), 7.37-7.29 (m, 7H), 4.57 (s, 3H), 4.42 (s, 1H), 4.24 (dd, J=7.2, 3.0 Hz, 1H), 3.93 (t, J=7.2 Hz, 2H), 3.75 (t, J=7.2 Hz, 2H), 3.00 (t, J=7.2 Hz, 2H), 2.43-2.30 (m, 2H), 1.42 (s, 9H). LC-MS (ESI) m/z 475 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Iodophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); A1;,
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. 52914-23-5, name is 2-(4-Iodophenyl)ethanol, A new synthetic method of this compound is introduced below., Safety of 2-(4-Iodophenyl)ethanol

EXAMPLE 19 n-Hexyl-p-Iodophenethyl Carbonate (m of Table I) p-Iodophenethyl alcohol was reacted with n-hexyl-chloroformate according to the carbonate synthesis of Procedure B. The isolated material gave an ir and nmr spectra in agreement with the proposed structure. The oil had a refractive index of ND25 = 1.5295. The mass spectrum (70 ev) parent ion was measured at m/e 376.0508, and calculated for C15 H21 IO3 at 376.0538. Analysis: calculated C15 H21 IO3: C, 47.91; H, 5.63; found C, 48.07; H, 5.66.

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; Lafayette Pharmacal, Inc.; US4022814; (1977); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 52914-23-5, name is 2-(4-Iodophenyl)ethanol, 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 52914-23-5, Formula: C8H9IO

D. 2-(4-Iodophenyl)ethylchloride To a 500 mL round-bottomed flask equipped with dropping funnel, condenser and N2 inlet were added 307 g (124 mmol) 2-(4-iodophenyl)ethanol, 200 mL chloroform, and 10.0 mL (124 mmol) pyridine. A solution of 13.5 mL (186 mmol) thionyl chloride in 50 mL chloroform was added dropwise over 15 min, and the reaction then heated at reflux for 2 hr. The reaction was cooled, the solvent evaporated, and the residue taken up in ethyl acetate, washed with 1 N hydrochloric acid, water, saturated aqueous sodium bicarbonate solution and brine, dried, and evaporated. The resulting oil was chromatographed on silica gel using 20% ethyl acetate in hexane as eluant to afford 32.6 g (99%) of the product as an oil. 1H-NMR (CDCl3, delta): 3.00 (t, J=7, 2H), 3.68 (t, J=7, 2H), 6.99 (m, 2H), 7.63 (m, 2H). 13C-NMR (CDCl3, delta): 38.6, 44.6, 92.3, 128.8, 130.9, 137.7.

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; Pfizer Inc.; US6235747; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1542-34-3,Some common heterocyclic compound, 1542-34-3, name is 3,5-Difluoro-4-iodoaniline, molecular formula is C6H4F2IN, 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 suspension of 3,Sdifluoro4-4odoaniline (14.7 g, 55.9 mmol), CuT (0.745 g, 3.91 mmoi), bis(triphenyiphosphine)paiiadium(ll) dichioride (1 .59 g, 2,24 mrnoi), methyl 4 ethynylbenzoate (9.05 , 55.9 mmol), TEA (114 mL) and THF (44.1 mL) is stirred at 60Cfor 3 hr. The mixture is cooled to RT and the solvent evaporated to dryness under reduced pressure. EtOAc (10() mL) and H2() (100 mL) are added, and the resulting solid is filtered over diatornaceous earth. The organic layer from the filtrate is separated, dried over MgSO4, and evaporated to dryness under reduced pressure. A 1:1 mixture of DCM:heptane (400 nI) is added to the resulting residue and the mixture is stirred at RT overnight. The resultingsolid is collected by filtration and dried under vacuum to obtain the title compound (8.0 g,45.8% yield) as a brown solid. ?H NMR (300 MHz, DMSO-d6) oe 3.86 (s, 3H), 6.266.37 (m,4H), 7.59 (d, J = 8.2 Hz, 2H), 7.96 (d, J = 8.5 Hz, 2H).

The synthetic route of 1542-34-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; COATES, David Andrew; FALES, Kevin Robert; PETERSON, Jeffrey Alan; SCHKERYANTZ, Jeffrey Michael; SHEN, Quanrong; VALLI, Matthew John; WETTERAU II, John Rowley; WODKA, Dariusz Stanislaw; XU, Yangping; (118 pag.)WO2018/34883; (2018); 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. 3824-21-3, name is 2-Fluoro-4-iodo-1-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H6FIO

2-Fluoro-4-iodo-1-methoxybenzene a16 (0.0252 g, 0.10 mmol), acridine photosensitizer (A) (0.0029 g, 0.005 mmol) and L-valine were added sequentially under argon atmosphere. Ethyl b1 (0.0218 g, 0.15 mmol), 1,2-dichloroethane (DCE) 2.0 mL.The reaction was irradiated for 48 hours under a 6W blue light at room temperature.After completion of the reaction, the solvent was evaporated under reduced pressure and purified by column chromatography, eluting solvent: (V) petroleum ether / (V) ethyl acetate = 30/1.Yellow liquid (33) (0.0100 g, 87%) was obtained.

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 3824-21-3.

Reference:
Patent; Central China Normal University; Zhou Shaolin; Shi Weimin; (27 pag.)CN110294685; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com