Month: May 2021

Electric Literature of 202982-67-0, The chemical industry reduces the impact on the environment during synthesis 202982-67-0, name is 4-Chloro-3-fluoroiodobenzene, I believe this compound will play a more active role in future production and life.

To a mixture of 4-chloro-3-fluoroiodobenzene (74.27 g, 284 mmol) and cesium carbonate (185.0 g, 568 mmol) in tetrahydrofuran (730 mL) was added under an argon atmosphere cuprous iodide (2.16 g, 11.4 mmol) and bis(triphenylphosphine)palladium (II) chloride (3.98 g, 5.7 mmol). Ethyl propiolate (57.0 g, 575 mmol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 38 h at 35 C, then filtrated over Hyflo and the residue was washed with tetrahydrofuran (285 ml). The filtrate was evaporated and purification of the residue by chromatography (Si02, heptane: ethyl acetate = 90: 10) afforded the title compound (57. lg, 89 %) as a yellow liquid. MS m/e: 226.0 [M]+.

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, 4-Chloro-3-fluoroiodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; KNUST, Henner; KOBLET, Andreas; NETTEKOVEN, Matthias; RATNI, Hasane; RIEMER, Claus; VIFIAN, Walter; WO2011/73160; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 61272-76-2, name is 4-Fluoro-2-iodoaniline, 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 61272-76-2, COA of Formula: C6H5FIN

Step 1 4-dimethylamino-1-[3-(5-fluoro-2-triethylsilanyl-1H-indol-3-yl)propyl]-4-phenylcyclohexanol A mixture of 4-dimethylamino-4-phenyl-1-(5-triethylsilanyl-pent-4-inyl)cyclohexanol (525 mg, 1.31 mmol), 4-fluoro-2-iodoaniline (374 mg, 1.58 mmol), [1,3-bis-(2,6-diisopropyl-phenyl)imidazol-2-ylidene]-(3-chloropyridyl)palladium(II)-chloride (PEPPSI, 178 mg, 0.26 mmol) and sodium carbonate (694 mg, 6.6 mmol) was evacuated for 30 min (oil pump). It was then flushed with argon and absolute N,N-dimethylformamide (5 mL, previously flushed for 1 h with argon) was added by syringe via a Schlenk tube. The mixture was stirred for 18 h at 100° C. and changed colour to dark brown during this. The reaction mixture was then concentrated to low volume in a vacuum, the residue taken up several times in toluol (3*10 mL) and concentrated to low volume again in each case, distributed between water and ethyl acetate (20 mL each) and the phases separated again. The aqueous phase was extracted with ethyl acetate (2*30 mL), the combined organic phases were washed with 1 M sodium thiosulphate solution (30 mL) and saturated sodium chloride solution (50 mL), dried with sodium sulphate and concentrated to low volume in a vacuum. The raw product (1.10 g) was purified by means of flash chromatography (50 g, 20*3.0 cm) with chloroform/methanol (97:3). Yield: 379 mg (57percent) Melting point: 48-50° C. 1H-NMR (DMSO-d6): 0.83-0.99 (m, 15H); 1.23-1.34 (m, 2H); 1.43-1.52 (m, 2H); 1.55-1.64 (m, 6H); 1.72-1.85 (m, 2H); 1.89 (s, 6H); 2.69 (t, 2H, J=7.5 Hz); 3.84 (s, 1H); 6.89 (dt, 1H, J=2.5, 9.3 Hz); 7.22 (dd, 2H, J=2.5, 10.1 Hz); 7.29-7.36 (m, 5H); 10.48 (s, 1H). 13C-NMR (DMSO-d6): 3.2 (3C); 7.3 (3C); 25.6; 26.3; 28.4 (2C); 32.5 (2C); 37.7 (2C); 42.7; 58.8; 68.7; 102.7 (d, J=22 Hz); 109.2 (d, J=27 Hz), 112.0; 125.3; 126.0; 126.7 (2C); 127.2 (2C); 128.2 (d, J=9. Hz); 132.5; 135.6; 139.1; 156.4 (d, J=230 Hz).

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; Grunenthal GMBH; US2009/247505; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 58313-23-8,Some common heterocyclic compound, 58313-23-8, name is Ethyl-3-iodobenzoate, molecular formula is C9H9IO2, 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.

Example 83; (IS, 2R) and (1R, 2S)-3-(2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-l,3′-indoline]- l’-yl)benzoic acid; Synthesis of (IS, 2R) and (1R, 2S)-methyl-3-(2-(4-chlorophoxospiro[cyclopropane-l,3′-indoline]-l’-yl)benzoateA Schlenk tube was charged with Cul (9.6 mg, 0.05 mmol, 5.0 mol %), racemic (1R, 2S) and (I S, 2R)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin]-2′-one (270 mg, 1.0 mmol), and K2C03 (276 mg, 2.0 mmol), evacuated, and backfilled with argon. N, iV- Dimethylethylenediamine (1 1 /L, 0.10 mmol, 10 mol %), ethyl 3-iodobenzoate (278.8 mg, 1.01 mmol), and acetonitrile (1.5 mL) were added under argon. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 80 C for 23 hours. HPLC monitored the reaction finished. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography column (gradient elution, 5-10 % ethyl acetate in petroleum ether) to give the title compound as a yellow powder (290 mg, 72 %). LC/MS m/e calcd. for C24Hi8ClN03: 403, observed (M+H)+: 404.1.

The synthetic route of 58313-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HUANG, Mengwei; FENG, Lichun; HE, Yun; YUN, Hongying; WO2011/69298; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 58313-23-8, These common heterocyclic compound, 58313-23-8, name is Ethyl-3-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.

General procedure: A dry and argon-flushed Schlenk-flask, equipped with a magnetic stirring bar and a rubberseptum, was charged with FeCl2 (10 mol%, 99.5% pure), the corresponding electrophile (1.0equiv) and freshly distilled THF. Thereupon, the benzylic manganese(II) chloride solution (1.05-1.10 euqiv) was dropwise added at 0 C. After the addition was complete, the reaction mixturewas stirred for a given time at the prior adjusted temperature and then allowed to warm toroom temperature. The reaction completion was monitored by GC-analysis of quenched aliquots.A saturated aqueous solution of NH4Cl was added and the aqueous layer was extracted threetimes with Et2O or EtOAc (3 × 50 mL). The combined organic layers were dried over MgSO4,filtered and concentrated under reduced pressure. Purification of the crude products by flashcolumn chromatography afforded the desired products.

The synthetic route of 58313-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Benischke, Andreas D.; Breuillac, Antoine J. A.; Moyeux, Alban; Cahiez, Gerard; Knochel, Paul; Synlett; vol. 27; 3; (2016); p. 471 – 476;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 328-73-4, The chemical industry reduces the impact on the environment during synthesis 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

To a solution of compound 13a (125 mg, 0.412 mmol), and Et3N (1 mL) in DMF (4 mL), 1-iodo-3,5-bis(trifluoromethyl)benzene (146 muL, 0.824 mmol), CuI (15.7 mg, 0.082 mmol) and Pd(PPh3)4 (47.7 mg, 0.041 mmol) were added. The reaction mixture was stirred at room temperature overnight and filtered through a SiO2 pad. The residue was washed with 50percent EtOAc/hexane (4.x.15 mL) and concentrated in vacuo. The residue was purified by flash chromatography using 10percent EtOAc in hexane to afford 11a (138 mg, 65percent yield) as white solid. Rf (20percent EtOAc in hexane) 0.71; 1H NMR (300 MHz, CDCl3) delta 7.89 (s, 2H), 7.82 (s, 1H), 7.54-7.51 (m, 2H), 7.45-7.40 (m, 2H), 5.57 (s, 1H), 5.39 (br s, 1H), 4.55 (d, J=11.3 Hz, 2H), 4.11 (d, J=11.5 Hz, 2H), 1.50 (s, 9H); 13C NMR (75 MHz, CDCl3) delta 154.3, 137.1, 131.9, 129.4, 128.4, 128.4, 126.0, 124.6, 122.1, 102.0, 88.3, 82.9, 80.5, 72.8, 47.9, 28.4; IR (CH2Cl2): 3702, 3669, 3602, 3426, 2983, 2923, 2869, 1720, 1606, 1491, 1457, 1385, 1372, 1181, 1142; LRMS (EI): m/z 496 ([M+-F], 2), 459 (3), 430 (2), 399 (1); HRMS (EI): m/z calcd for C25H23NO4F5 [M+-F]: 496.1544, found: 496.1547.

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-Iodo-3,5-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ko, Rebecca Y. Y.; Chu, John C. K.; Chiu, Pauline; Tetrahedron; vol. 67; 14; (2011); p. 2542 – 2547;,
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. 23399-70-4, name is 5-Chloro-2-iodotoluene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6ClI

Specific operation: In a 25 mL reaction flask equipped with a magnetic stirrer, a metal catalyst palladium acetate (6.7 mg, 0.03 mmol), triphenylphosphine (20.0 mg, 0.075 mmol) was added,S-2-bromophenyl-S-methyliminosulfanone (70.0 mg, 0.3 mmol), norbornene (56.4 mg, 0.6 mmol), potassium carbonate (82.8 mg, 0.6 mmol),Protect with nitrogen (at least three nitrogen cycles), add acetonitrile (3 ml) and 5-chloro-2-iodotoluene (90.9 mg, 0.36 mmol) successively in a nitrogen stream and close the vessel.The reaction solution was heated to 80 C. for about 12 h, and the reaction was complete by TLC.After the treatment, the reaction solution was first diluted with 15 ml of ethyl acetate, and then the inorganic substances such as the catalyst and the alkali were removed by suction filtration through a sand funnel containing silica gel.The resulting filtrate was separated by flash column chromatography to give the pure product 9-chloro-5,7-dimethyldibenzo[c,e][1,2]thiazine-5-oxide compound 3l. Yield: 69%.

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; Jiangxi Normal University; Chen Zhiyuan; Zhou Hao; Wang Xiumei; (17 pag.)CN107987034; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

82777-09-1, name is 2′-Iodo-1,1′:3′,1”-terphenyl, 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. Computed Properties of C18H13I

(2) In a 50-mL reaction container, XX-2 (109 mg, 0.243 mmol) and XX-3 (190.4 mg, 0.535 mmol) were mixed in a toluene/ethyl alcohol (3 mL/1.5 mL) mixture solvent, and dissolved oxygen was removed by nitrogen. Note that XX-3 is a compound synthesized in accordance with the procedure described in The Journal of Organic Chemistry, 51, 3162 (1986). Then, Pd(PPh3)4 (14.0 mg, 0.01215 mmol) and an aqueous solution of 2 M cesium carbonate (1.5 mL) were added to the mixture under a nitrogen atmosphere, followed by heating to 85C and reaction at the temperature for 12 hours. The reaction solution was cooled to room temperature,concentrated under reduced pressure, and subjected to silica gel chromatography (mobile phase: hexane/toluene = 3/1) for isolation and purification to obtain A-2 (35 mg, yield: 17%) as a white solid powder.[0083] Mass-spectrometry (MS) and nuclear magneticresonance spectrometry (NMR) of compound A-2 gave theresults that the molecular weight and the ratio ofintegrated values of NMR peaks well agreed with thestructure of compound A-2. Specifically, 846 as M+ of this compound was confirmed by matrix-assisted laser desorption- ionization mass spectrometry (MALDI-MS) . The measurement results of nuclear magnetic resonance spectrometry are shown below :1H-NMR (THF-d8) ? (ppm) : 7.52 (t, 2H) , 7.42 (d, 4H) , 7.38 (d, 2H) , 7.25 (m, 8H) , 7.19-7.11 (m, 12H) , 6.70 (s, 2H) .13C-NMR (THF-ds) ? (ppm): 142.31, 140.43, 139.64, 139.51, 139. 24, 130.03, 129.25, 128.29, 127.93, 127.16, 126.39, 125.24, 124.45, 121.91, 119.25.

The synthetic route of 82777-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANON KABUSHIKI KAISHA; YAMADA, Kenji; OKADA, Shinjiro; WO2012/2185; (2012); 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. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-2-iodobenzoic acid

4-Bromo-2-iodo-benzoic acid (4.0 g; 12.24 mmol) is stirred in thionyl chloride (8.0 ml) under reflux for 1 hour. The reaction mixture is evaporated under reduced pressure and taken up immediately in 20 ml methylene dichloride and cooled down to 0 C. Ethanol (20.0 ml; 342.96 mmol) is added and stirred for 1 hour at ambient temperature. The ethanol is evaporated and the residue taken up in methylene dichloride and extracted with saturated NaHCO3 solution. The organic layer is separated, dried over MgSO4 and evaporated to dryness. Yield: 99% (4.28 g; 12.06 mmol) HPLC-MS: (M+H)+=355/357; tRet=2.12 min; AM11

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 1133123-02-0.

Reference:
Patent; Boehringer Ingelheim International GmbH; ENGELHARDT, Harald; GIANNI, Davide; MANTOULIDIS, Andreas; SMETHURST, Christian; US2014/296229; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 3930-83-4,Some common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, molecular formula is C7H6INO, 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 10 mL reaction tube were added MCM-41-L-Proline-CuBr(135 mg, 0.1 mmol), 2-halobenzamide 1 (1.0 mmol), benzylamine derivative 2 (2.0 mmol), K2CO3 (3.0 mmol), and DMSO (3 mL). The reaction mixture was stirred at 110 or 120 C under air for 6-12 h.After being cooled to room temperature, the reaction mixture was diluted with 20 mL of EtOAc, and filtered. The MCM-41-L-Proline-CuBr complex was washed with distilled water (2 5 mL) and ethanol (2 5 mL), and reused in the next run. The filtrate was washed with water (2 10 mL) and dried over MgSO4. After being concentrated in vacuo, the residue was purified by flash column chromatography on silica gel (petroleum ether/EtOAc 3:1 to 2:1)to afford the target product 3.

The synthetic route of 3930-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yan, Nan; You, Chongren; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 897; (2019); p. 161 – 169;,
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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H9IO2

General procedure: A mixture of aryl halide (1 mmol), phenylboronic acid(1.2 mmol), K2CO3 (2 mmol), Fe3O4-AuSF-SBA-15 nanocatalyst(50 mg or 0.64 mmol% of Au) and 5 mL of C2H5OH/H2O (1:1) wereadded to a 25 mL round-bottom flask and stirred at 80 C forappropriate times. After completion the reaction (controlled byTLC), the mixture was cooled and the catalyst was recovered by amagnet and washed three times with ethyl acetate and ethanol.The combined organic layer was dried over MgSO4. Then the solventwas evaporated and the residue was purified by column chromatographyand characterized by its 1H NMR, 13C NMR andmelting point.

The synthetic route of 5460-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khodaei, Mohammad Mehdi; Dehghan, Mahsa; Polyhedron; vol. 162; (2019); p. 219 – 231;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com