Month: August 2021

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 90347-66-3 as follows. category: iodides-buliding-blocks

Methyl-3-Iodo-4-methylbenzoate (3 g, 109 mmol, 1 eq) dissolved in MeOH (30 ml) was added sodium hydroxide (1.3 g, 327 mmol, 3 eq) followed by the addition of water (15 ml). The above solution was stirred at room temperature for 14 h. The solution was concentrated under vacuum, and then added water. The pH of the reaction was bought to 3 using Conc.HCl. The solid obtained was filtered and dried under vacuum. Yield: 2.7 g (96 %). 1HNMR (400MHz, DMSO-d6): delta 2.44 (s, 3H), 7.45 (d, J= 8.00 Hz , 1H), 7.85 (d, J= 3.18 Hz, 1H), 8.31 (s, 1H).

According to the analysis of related databases, 90347-66-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PRACITTO, Richard; KADOW, John, F.; BENDER, John, A.; BENO, Brett, R.; GRANT-YOUNG, Katharine; HAN, Ying; HEWAWASAM, Piyasena; NICKEL, Andrew; PARCELLA, Kyle, E.; YEUNG, Kap-Sun; CHUPAK, Louis, S.; WO2011/112186; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3,Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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: In a typical experiment, the alkene derivative (1.5 mmol), halobenzenesulfonyl chloride derivative (1 mmol), Li2CO3 (0.222 g, 3 mmol), and PdCl2(CH3CN)2 (12.9 mg, 0.05 mmol) were dissolved in 1,4-dioxane (2 mL) under an argon atmosphere. The reaction mixture was stirred at 100 C for 24 h. After evaporation of the solvent, the product was purified by silica gel column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodobenzenesulfonyl chloride, its application will become more common.

Reference:
Article; Skhiri, Aymen; Salem, Ridha Ben; Soule, Jean-Francois; Doucet, Henri; Synthesis; vol. 48; 18; (2016); p. 3097 – 3106;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-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 20555-91-3, Formula: C6H3Cl2I

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). 3.4.5. 3-(3,4-Dichlorophenyl)-4-(1,3-dioxoisoindolin-2-yl)-N-(quinolin-8-yl)butanamide (8f). The compound 8f was obtained after purification by column chromatography on silica gel (EtOAc:hexane 40:60) as a colourlesssolid (65 mg, 65%); Rf (40% EtOAc/hexane) 0.6; mp:186e188 C; IR (DCM): 3055, 2985, 1711, 1265, 746 cm1; 1H NMR(400 MHz, CDCl3): dH 9.70 (1H, br. s), 8.81 (1H, dd, J1 4.2,J2 1.6 Hz), 8.47 (1H, dd, J1 7.5, J2 1.0 Hz), 8.14 (1H, dd, J1 8.3,J2 1.5 Hz), 7.70 (2H, dd, J1 5.4, J2 3.1 Hz), 7.60 (2H, dd, J1 5.5,J2 3.0 Hz), 7.53 (1H, d, J 2.0 Hz), 7.48e7.44 (2H, m), 7.41e7.36(2H, m), 7.28e7.26 (1H, m), 4.03e3.95 (3H, m), 3.03e2.90 (2H, m);13C NMR (CDCl3, 101 MHz): dC 168.4, 168.2, 148.2, 141.1, 138.1, 136.2,134.0,133.9,132.8, 131.7,131.3,130.7,129.8,127.8,127.3,127.2, 123.3,121.6, 121.5, 116.3, 42.8, 41.8, 40.3; HRMS (ESI) calcd forC27H20Cl2N3O3 [MH] 504.0882 found 504.0901.

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; 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 56404-21-8,Some common heterocyclic compound, 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene, molecular formula is C8H8INO2, 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 2 L Parr autoclave with mechanical stirring is added 1- iodo-2,4-dimethyl-3-nitro-benzene (70 g, 252.7 mmol), Pd(OAc)2 (2.8 g, 12.6 mmol), l,4-bis(diphenylphosphino)butane (6.5 g, 15.2 mmol), acetonitrile (462 mL), triethylamine (88.2 mL), and MeOH (280 mL). The Parr autoclave is sealed, purged, and pressurized with CO to 551.6 kPa (80 psig). The mixture is heated to 100 C for 2 hours. The mixture is cooled to ambient temperature and then vented. The mixture is then concentrated to dryness under reduced pressure. EtOAc (300 mL) and water (300 mL) are added. The layers are separated, and the aqueous layer discarded. The organic layer is dried over MgS04, filtered, and concentrated to dryness to afford methyl 2,4-dimethyl- 3-nitro-benzoate as a red oil that crystallizes upon standing (52 g, 98 %). 1H NMR (300.13 MHz, CDC13): delta 7.89 (d, J= 8.2 Hz, 1H), 7.19 (d, J= 8.2 Hz, 1H), 3.91 (s, 3H), 2.49 (s, 3H), 2.33 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2,4-dimethyl-3-nitrobenzene, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; MANNINEN, Peter Rudolph; SCHIFFLER, Matthew Allen; VETMAN, Tatiana Natali; WARSHAWSKY, Alan M.; YORK, Jeremy Schulenburg; WO2015/94912; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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 3-bromo-5-iodo-benzoic acid (D7) (50 g, 153 mmol, 1 equiv) in CH2CI2 (500 ML) was added 1- (3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (30.8 g, 160 mmol, 1.05 equiv), DMAP (14 g, 114 mmol, 0.75 equiv) and TERT BUTANOL (90 ML, 917 mmol, 6 equiv). The resulting mixture was stirred at room temperature for 48 h. DMAP (4.67 g, 38 mmol, 0.25 equiv) was then added and the solution was stirred for another 24 h then concentrated in vacuo. The residue was dissolved in AcOEt and washed sequentially with 2N aqueous HCI solution, 1 N aqueous NAOH solution and brine, dried over MGS04 and concentrated in vacuo to give 3-bromo-5-iodo-benzoic acid tert-butyl ester (D8b) (50.6 g, 86%) as a brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/50619; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 41860-64-4 as follows. HPLC of Formula: C6H3FINO2

To 4-fluoro-2-iodo-1-nitrobenzene (40.0 g, 150 mmol) in THF (200 mL) at -40 C. was added phenylmagnesium chloride (80.0 mL, 2M in THF, 161 mmol) dropwise. The reaction was stirred for 30 min followed by dropwise addition of CuCN.2LiCl (26.0 g, 150 mmol) in THF. The mixture was stirred an additional 30 min at which time allyl bromide (20.0 g, 161 mmol) was added. The reaction was stirred at -40 C. for 2 h followed by rt overnight. The reaction was quenched with saturated ammonium chloride and extracted with EtOAc. The organic layer was washed with brine, dried (MgSO4) and concentrated. Purification by flash chromatography provided the title compound of step B (11.0 g, 60.7 mmol, 42%). 1H NMR (400 MHz, CDCl3) delta ppm 3.70 (d, J=6.4 Hz, 2H), 5.08-5.71 (m, 2H), 6.87-6.02 (m, 1H), 7.01-7.11 (m, 2H), 7.95-8.05 (m, 1H).

According to the analysis of related databases, 41860-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kuntz, Kevin; Uehling, David Edward; Waterson, Alex Gregory; Emmitte, Kyle Allen; Stevens, Kirk; Shotwell, John Brad; Smith, Stephon Cornell; Nailor, Kristen E.; Salovich, James M.; Wilson, Brian John; Cheung, Mui; Mook, Robert Anthony; Baum, Erich W.; Moorthy, Ganesh; US2008/300242; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 20555-91-3, A common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, molecular formula is C6H3Cl2I, 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 Schlenk tube was charged with aryl iodides (0.5mmol), phen (18mg, 0.1mmol) and t-BuOK (112mg, 1.0mmol) under an atmosphere of nitrogen at room temperature, and then THF (4.0mL) was added. The resulting mixture was stirred at 70C for 24h. After cooling to room temperature, the reaction mixture was quenched and extracted with ethyl ether (10mL×3). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure, and then purified by silica gel chromatograph to yield the desired dehalogenation product.

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:
Article; Liu, Wei; Hou, Fanyi; Tetrahedron; vol. 73; 7; (2017); p. 931 – 937;,
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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H8I2O

EXAMPLE 2 Process for Producing 3′-Deamino-3′-morpholino-adriamycin STR10 To a solution of adriamycin hydrochloride (20 mg; 0.034 mmoles) in 1 ml of DMF were added 200 mg (0.614 mmoles) of bis(2-iodoethyl)ether and 0.014 ml (0.104 mmoles) of triethylamine, and the reaction was carried out for 36 hours at room temperature. The product was worked up in the same way as in the purification procedure of Example 1 to give 13 mg (yield 61%) of the title compound.

According to the analysis of related databases, 34270-90-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai; US4374980; (1983); 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. 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H9IO2

To a stirred solution of 3-(4-iodophenyl)propanoic acid (commercially available) in toluene and methanol (9:1, 0.2 M) 0 0C was added (diazomethyl)trimethylsilane (1 N solution in EhS), 2 eq). After stirring at room temperature overnight the reaction mixture was concentrated under vacuum and the resulting crude residue was purified by chromatography (silica gel, 20 – 50% EtOAc in hexanes) to afford methyl 3-(4-iodophenyl)propanoate.

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; IRM LLC; NOVARTIS AG.; WO2009/111337; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6213-88-3, The chemical industry reduces the impact on the environment during synthesis 6213-88-3, name is (E)-Methyl 3-iodoacrylate, I believe this compound will play a more active role in future production and life.

General procedure: Under nitrogen condition, Pd(PPh3)2Cl2 (18 mg, 0.025 mmol, 0.05 eq), CuI (6 mg, 0.025 mmol, 0.05 eq) and substrates (0.5 mmol, 1.0 eq) weres uccessively added to a 25 mL vial equipped with a stir bar. Dry THF (5.0 mL) was added using a syringe, then alkenyl iodine compounds (0.6 mmol, 1.2 eq) was added to the mixture. Et3N (150 mg, 1.5 mmol, 3.0 eq) was added at last. The reaction was stirredat 60 C for 12h. Solvent was removed in vacuoto leave a crude mixture, which is purified by silica gel column chromatography to afford pure product (PE:EA = 10:1).

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, (E)-Methyl 3-iodoacrylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Dianpeng; Xing, Gangdong; Chen, Xueyuan; Yao, Jinzhong; Zhou, Hongwei; Tetrahedron Letters; vol. 57; 46; (2016); p. 5124 – 5126;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com