Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, 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 71838-16-9, SDS of cas: 71838-16-9

General procedure: The following were charged to a screw-capculture tube: siloxane 8a (0.101 g, 0.703 mmol, 1.0 equiv), THF (4 mL), 1-iodo-2,5-dimethoxy-4-methylbenzene (9) (0.293 g, 1.05 mmol, 1.5 equiv), and TBAF (1.40 mL 1 M in THF, 1.40 mmol) followed byPd2(dba)3 (0.064 g, 0.070 mmol, 10 mol %). The tube was capped and after stirring 5 min, the tube was placedin a 50 C oil bath for 18 h. The cooled mixture was filtered through a plug of silica gel, rinsing the plug with Et2O. The filtrate was concentrated by rotary evaporation and purified by flash chromatography (2:1hexanes:EtOAc) to provide 10 as a pale yellow oil (0.152 g, 0.643 mmol, 92%).

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; Vyvyan, James R.; Engles, Courtney A.; Bray, Scott L.; Wold, Erik D.; Porter, Christopher L.; Konev, Mikhail O.; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2122 – 2127;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 21740-00-1, The chemical industry reduces the impact on the environment during synthesis 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

A solution of 5-bromo-2-iodobenzoic acid (10.0 g, 30.6 mmol) in DMF was treated with (2.11 g, 30.6 mmol) 1,2,3-triazole, 14.09 g (61.2 mmol) K3PO4.H2O and 583 mg (3.06 mmol) CuI. The mixture was heated at 60 C. for 3 hours with stirring under N2. The reaction was cooled to rt, diluted with water and acidified with 1N HCl. The mixture was partitioned with EtOAc three times. The organic layers were combined, rinsed with brine, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography (EtOAc in hexanes, 1% AcOH buffer) to give the faster eluting desired 5-bromo-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A-3. Data for A-3: 1HNMR (500 MHz, DMSO-d6) delta 13.4 (br s, 1H), 8.12 (m, 2H), 7.94-7.88 (m, 2H), 7.78-7.73 (m, 1H) ppm. The undesired 5-bromo-2-(1H-1,2,3-triazol-2-yl)benzoic acid eluted second.

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-Bromo-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 124700-41-0, These common heterocyclic compound, 124700-41-0, name is 2-Fluoro-5-iodobenzoic acid, 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.

2-Fluoro-5-iodobenzoyl chloride (45f) A suspension of the acid (5.37 g, 20.19 mmol) in SOCl2 (40.82 g, 25 mL, 343 mmol) was refluxed for 22h. The solvents were removed by rotary evaporation and the residue partitioned between EtOAc and saturated aqueous Na2CO3. The organic extracts were dried over MgSO4 and concentrated yielding 45f (5.36 g, 93%) as a pale pink solid which was used in the next step without further purification: 1H NMR (CDCl3) 6.96 (t, J=6.0 Hz, 1H), 7.90-7.94 (m, 1H), 8.35 (d, J=3.0 Hz, 1H).

Statistics shows that 2-Fluoro-5-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 124700-41-0.

Reference:
Patent; PFIZER INC; US2005/90529; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 58313-23-8, The chemical industry reduces the impact on the environment during synthesis 58313-23-8, name is Ethyl-3-iodobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of an appropriate unnatural amino acid carboxamide 6 (0.15-0.2 mmol, 1 equiv), an appropriate aryl iodide (5 equiv), Pd(OAc)2 (10 mol%) and AgOAc (2.5 equiv) in anhydrous toluene (2-3 mL) was heated at 110 C for 15-24 h under a nitrogen atm or in a sealed tube. After the reaction period, the reaction mixture was concentrated under reduced pressure to afford a crude reaction mixture, which was purified by column chromatography on neutral alumina or silica gel (eluent EtOAc:hexane) to give the corresponding arylated amino acid (see the respective Schemes/Tables for the specific entries). 3.4.18. Ethyl 3-(1-(1,3-dioxoisoindolin-2-yl)-4-oxo-4-(quinolin-8-ylamino)butan-2-yl)benzoate (8u). The compound 8u was obtained after purification by column chromatography on silica gel (EtOAc:hexane 40:60) as a colourless solid (59 mg, 77%); Rf (40% EtOAc/hexane) 0.3; mp: 142-144 C; IR (DCM): 3054, 2986, 1713, 1266, 743 cm-1; 1H NMR (400 MHz, CDCl3): dH 9.72 (1H, br. s), 8.80-8.79 (1H, m), 8.45 (1H, d, J 7.5 Hz), 8.12-8.10 (2H, m), 7.92 (2H, d, J 7.6 Hz), 7.67-7.62 (3H, m), 7.56 (2H, dd, J1 5.6, J2 3.0 Hz), 7.46-7.33 (4H, m), 4.37 (2H, q, J 7.1 Hz), 4.10-3.97 (3H, m), 3.08-2.97 (2H, m), 1.39 (3H, t, J 7.1 Hz); 13C NMR (CDCl3, 101 MHz): dC 168.9, 168.3, 166.4, 148.1, 141.3, 138.1, 136.2, 134.1, 133.8, 132.6, 131.8, 131.0, 128.8, 128.6, 127.7, 127.2, 123.1, 121.6, 121.4, 116.2, 61.0, 43.1, 41.8, 40.8, 14.4; HRMS (ESI) calcd for C30H26N3O5 [MH] 508.1872 found 508.1847.

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-3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tomar, Radha; Bhattacharya, Debabrata; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 75; 17; (2019); p. 2447 – 2465;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25245-29-8,Some common heterocyclic compound, 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, molecular formula is C9H11IO3, 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 mixture of a (hetero)aryl iodide 3 (2.00 mmol), PdCl2(PPh3)2 (28.1 mg, 0.04 mmol,2 mol %), and CuCl (7.92 mg, 0.08 mmol, 4 mol %) was dissolved in DMSO (2.00mL) in a 80 mL microwave vessel equipped with a stirring bar and a septum and was degassed with N2 for 5 min. After addition of trimethylsilylacetylene (0.42 mL,3.00 mmol) and dry triethylamine (0.55 mL, 4.00 mmol) the solution was stirred atroom temperature for 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 5-Iodo-1,2,3-trimethoxybenzene, its application will become more common.

Reference:
Article; Klukas, Fabian; Grunwald, Alexander; Menschel, Franziska; Mueller, Thomas J. J.; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 672 – 679;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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. Safety of 5-Iodo-2-methylaniline

General procedure: The aromatic azides are prepared (Scheme 2) by addition of 6 NHCl solution to stirring dichloromethane solution of the appropriate amine at 0 C followed by drop wise saturated aqueous solution of NaNO2 and the contents stirred for 30 min. To the reaction mixture, added NaN3 stirred the contents for further 30 min.The contents were allowed to attain room temperature, the two phases were separated, and the aqueous phase extracted with DCM. The combined organic layers were washed with aqueous solution of NaHCO3, followed by then brine solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the aryl azides which were used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 83863-33-6, its application will become more common.

Reference:
Article; Majeed, Rabiya; Sangwan, Payare L.; Chinthakindi, Praveen K.; Khan, Imran; Dangroo, Nisar A.; Thota, Niranjan; Hamid, Abid; Sharma, Parduman R.; Saxena, Ajit K.; Koul, Surrinder; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 782 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 35944-64-0, The chemical industry reduces the impact on the environment during synthesis 35944-64-0, name is 3-Iodo-4-methylaniline, I believe this compound will play a more active role in future production and life.

4-(5-Amino-2-methyl-phenyl)-2-methyl-but-3-yn-2-ol 3-Iodo-4-methylaniline (100 g), bis(triphenylphosphine)palladium (II) chloride (6.0 g), triphenylphosphine (112 g) and 2-methyl-but-3-yn-2-ol (83 mL) were added to piperidine (600 mL) and stirred at reflux under an inert atmosphere for 4 hours. The piperidine was removed in vacuo to afford a viscous black sludge. The slurry was stirred in diethyl ether (300 mL) before being acidified with aqueous citric acid (500 mL). The aqueous was washed with another portion of diethyl ether (150 mL), the ether layers were combined and re-extracted with aqueous citric acid (500 mL), the combined aqueous layer was then basified with potassium carbonate, extracted with diethyl ether (3*500 mL), dried (MgSO4) and the solvent removed in vacuo to yield a black viscous oil. The oil was dissolved in 80% diethyl ether/iso-hexane and passed down a 4 inch plug of silica eluding with 80% diethyl ether/iso-hexane. On removal of the solvent an orange oil was obtained which solidified overnight (87 g); MS m/e MH+190.

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-Iodo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2008/194552; (2008); 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. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Iodo-2-(trifluoromethyl)benzonitrile

A suspension of frans-1-(4-methoxybenzyl)hexahydropyrano [3,4-cfl imidazol-2(3/-/)-one [racemic (±)] (0.25 g, 0.95 mmol), 4-iodo-2-(trifluoromethyl)benzonitrile (0.28 g, 0.95 mmol), frans-A/,A/’-dimethylcyclohexane-1 ,2-diamine (0.032 g, 0.29 mmol) and potassium carbonate (0.395 g, 2.86 mmol) in toluene (15 ml_) was degassed for 30 min in a microwave vial. Cul (0.009 g, 0.05 mmol) was added and the vial was sealed with an aluminum cap. The sealed vial was kept in a preheated oil bath at 1 10 C and stirred for 12 h. The reaction mixture was cooled to RT, filtered through a pad of celite, and filtrates were concentrated under reduced pressure to give a black residue. The residue was purified by column chromatography on silica gel (dichloromethane/methanol = 100:0 to 99: 1 ) to give the title compound (0.17 g, 41.0%) as an off white solid. LCMS: m/z 432.1 [M+H]+; H NMR (400 MHz, CDCI3) delta 7.80-7.74 (m, 2H), 7.54 (d, 1 H), 7.20 (d, 2H), 6.84 (d, 2H), 4.50 (d, 1 H), 4.40-4.30 (m, 2H), 4.15-4.05 (m, 1 H), 3.80 (s, 3H), 3.65 (ddd, 1 H), 3.50-3.20 (m, 2H), 3.10 (ddd, 1 H), 1.90 (d, 1 H), 1 .72-1.68 (m, 1 H).

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 101066-87-9.

Reference:
Patent; NOVARTIS AG; BOCK, Mark; CHIKKANNA, Dinesh; GERSPACHER, Marc; KHAIRNAR, Vinayak; LAGU, Bharat; PANDIT, Chetan; WO2013/84138; (2013); 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. 214279-40-0, name is 2-Iodo-4-methoxy-1-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4-methoxy-1-nitrobenzene

To a solution of 3-iodo-4-nitroanisole (2.79 g, 10.0 mmol) in anhydrous THF (10 mL) at minus 40C under a nitrogen atmosphere, phenylmagnesium chloride (2 M in THF, 4.2 mL, 8.3 mmol) was added dropwise at a rate such that the temperature would not exceed minus 35C. Upon completion of the addition, the mixture was stirred at minus 40C for two hours, followed by addition of trimethylacetaldehyde (1.1 mL, 10 mmol). The mixture was stirred at minus 40C for two hours and then at room temperature for another one hour. The reaction was then quenched with brine (100 mL), and the mixture was extracted with CH2CI2 (40 mL) three times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel column chromatography to yield racemic (R/S)-l -(5-methoxy-2-nitrophenyl)-2,2-dimethyl- l-propanol (1.76 g, 88%). 1H NMR (400 MHz, CDCk): delta 7.89 (d, 1 H, J = 9.2 Hz, Ph-H), 7.27 (d, 1 H, J = 2.8 Hz, Ph-H), 6.84 (dd, 1 H, J= 8.8 and 2.8 Hz, Ph-H), 5.62 (d, 1 H, J= 4.0 Hz, PhCH), 3.89 (s, 3 H, OCH3), 2.08 (d, 1 H, J= 4.0 Hz, OH), 0.89 (s, 9 H, C(CH3)3).

According to the analysis of related databases, 214279-40-0, the application of this compound in the production field has become more and more popular.

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

Related Products of 13194-68-8, A common heterocyclic compound, 13194-68-8, name is 4-Iodo-2-methylaniline, molecular formula is C7H8IN, 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 mixture of CuCl (5 g, 50.5 mmol) and pyridine (50 mL) was stirred at r.t. for 30 min. The suspension was filtered and the halogenated aniline (1.5 equiv) was added to the green solution. Air was bubbled through the solution for 18 h. The residue was diluted with CH2Cl2 (200 mL) and aq 1 M HCl (100 mL). The aqueous layer was extracted with CH2Cl2 (3 × 100 mL). The combined organic layers were washed with H2O (100 mL), dried (MgSO4), and concentrated.The crude product was recrystallized from EtOH.

The synthetic route of 13194-68-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Koehl, Isabel; Luening, Ulrich; Synthesis; vol. 46; 17; (2014); p. 2376 – 2382;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com