Month: February 2021

Application of 18282-51-4, These common heterocyclic compound, 18282-51-4, name is (4-Iodophenyl)methanol, 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.

In a 10 mL round bottom flask, 1.17 g of 4-iodobenzyl alcohol and 2 g of diethylene glycol dimethyl ether were sequentially added.The resulting mixture was subjected to ultrasonic irradiation at 40 kHz/30 W/70 C for 30 minutes in an ultrasonic reaction apparatus. Diethylene glycol dimethyl ether was removed under reduced pressure and recrystallized to give 1.15 g of 4-iodobenzoic acid, yield 93%.

The synthetic route of 18282-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Central South University; Xiao Fang; Xiao Yuanyuan; Zeng Ming; Li Na; Yin Lirong; (15 pag.)CN108467342; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 52548-63-7, name is 5-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. SDS of cas: 52548-63-7

To a mixture of tert-butyl 4-(1H-pyrrolo[2,3-c]pyridin-3-yl)piperidine-1- carboxylate (10 g, 0.03 mol) in DMF (200 mL) was added 5-fluoro-2-iodobenzoic acid (8.3 g, 0.03 mol), Cu (384 mg, 0.01 mol) and K2CO3 (12 g, 0.09 mol). The mixture was degassed and purged with N23 times followed by heating under N2 at 130oC for 17 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was added to water (500 mL) and 3 M HCl (aq.) to a pH = 3-4, extracted with EtOAc/i-PrOH (v/v, 10/3, 3 ¡Á 400 mL), and the combined organic layers were dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated under reduced pressure to give 2-(3-(1-(tert-butoxycarbonyl)piperidin-4-yl)-1H-pyrrolo[2,3- c]pyridin-1-yl)-5-fluorobenzoic acid as brown solid. Yield: 14 g (100% crude); LCMS method C: Rt= 0.645 min; (M+H)+= 440.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 52548-63-7, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David A.; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen D.; SINGH, Suresh B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; (285 pag.)WO2018/53267; (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. 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 811842-30-5

Into a 1 L four-necked round bottom flask equipped with a stirrer, an Erlin condenser, a nitrogen inlet tube, and a thermometer, 23.2 g (101.8 mmol) of 4-dibenzothiopheneboronic acid of Synthesis Example 9,33.6 g (111.9 mmol) of 3-bromo-4-iodo-1-fluorobenzene of Synthesis Example 23, 340 mL of toluene, 170 mL of ethanol,28.0 g (202.6 mmol) of potassium carbonate and 90 mL of water were placed, and the mixture was stirred at room temperature for 30 minutes under a nitrogen stream.Subsequently, 0.11 g (0.50 mmol) of palladium acetate and 0.30 g (0.98 mmol) of tri (o-tolyl) phosphine were added and heated, followed by stirring at a reflux temperature for 2 hours. The resulting reaction solution was cooled to room temperature, the aqueous layer was separated, and extracted with 150 mL of ethyl acetate. Then, the organic layers were combined, washed with 150 mL of saturated brine, dried with magnesium sulfate, magnesium sulfate was removed by suction filtration, and the solvent was distilled off under reduced pressure. Subsequently, the resulting oil was purified by recrystallization using a mixed solvent of n-heptane and toluene to obtain 18.4 g (yield 53.0%) of the objective compound.

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 811842-30-5.

Reference:
Patent; YAMAGATA UNIVERSITY; CHEMIPRO KASEI KAISHA LIMITED; KIDO, JUNJI; SASABE, HISAHIRO; TAKAHASHI, JUN; NAGAI, NAGAI; (723 pag.)JP2018/90561; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-85-5, These common heterocyclic compound, 181765-85-5, name is Methyl 4-chloro-2-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: To a solution of the corresponding benzoate (1.0 equiv) in dry THF (2.0 mL per 1.0 mmol of benzoate) under N2 atm was cooled to -40 C. Then, i-PrMgCl (2.0 equiv, 2M in THF) was added dropwise and stirred for 0.5 h at the same temperature. Afterwards CuCN.2LiCl (0.1 equiv) was added and after 5 minutes 2-chloro-3-iodo-propene (2.0 equiv) were added slowly. Then, the reaction was allowed to warm up at room temperature for 1.5 h. The reaction was quenched with saturated aqueous NH4Cl and extracted with diethyl ether. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 22a and 22b.

The synthetic route of 181765-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jorgensen, William L.; Anderson, Karen S.; US2015/105351; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 355-43-1, These common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

Statistics shows that 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane is playing an increasingly important role. we look forward to future research findings about 355-43-1.

Reference:
Article; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13420-63-8, 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. 13420-63-8, name is 2-Chloro-6-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of ortho-diiodobenzoic acid derivative (2.67 mmol,1.0 equiv.), NIS (2.0 equiv.), and 1,2-dichloroethane (DCE; 10 mL) were added to a flame-dried 100 mL round-bottom flask, and the mixture was irradiated with 100 W (tungsten lamp) under reflux conditions for 24 h. The reaction mixture was then cooled to room temperature. The mixture was then washed withsaturated NaHSO3, saturated NaHCO3, and brine. The organic layers were collected and then dried over anhydrous Na2SO4, filtered, and concentrated in a rotary evaporator. The residue was then purified by flash chromatography on silica gel (100% hexane) to give the desired iodinated product.

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-Chloro-6-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Al-Zoubi, Raed M.; Al-Mughaid, Hussein; McDonald, Robert; Australian Journal of Chemistry; vol. 68; 6; (2015); p. 912 – 918;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 628-77-3, 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 628-77-3 as follows.

Example 1.12: Preparation of 2′,3′,4′,4a’,5′,6′-hexahydro-l’/ -spiro[cyclohexane-l,7′- naphtho[l,8-cd]azepine] (Compound 117) Step A: Preparation of 3′,4′-dihyd ‘/ -spiro[cyclohexane-l,l’-naphthalen]-2′-one To a suspension of 60% sodium hydride dispersion (1.2 g, 30.00 mmol) in 70 mL THF, a solution of 3,4-dihydronaphthalen-2(lH)-one (2.0 g, 13.68 mmol) in 30 mL THF was added (over ca. 5 min). After stirring at room temperature for 10 min, 1,5-diiodopentane (2.04 mL, 13.71 mmol) was added. After stirring at room temperature overnight, the mixture was partly concentrated and residue was extracted with water and AcOEt. Organic phase was dried over MgS04, filtered, and concentrated. The residue was purified by biotage column chromatography (S1O2, hexane/ AcOEt gradient) to give 3′,4′-dihydro-2’H-spiro[cyclohexane-l,r-naphthalen]-2′-one (2.24 g, 76%) as a colorless oil. NMR (400 MHz, CDCI3) delta 1.27-1.39 (m, 1H), 1.62-1.79 (m, 7H), 2.10-2.17 (m, 2H), 2.70 (t, / = 7.1 Hz, 2H), 3.19 (t, / = 7.2 Hz, 2H), 7.12 (m, 2H), 7.22-7.27 (m, 1H), 7.38-7.40 (m, 1H).

According to the analysis of related databases, 628-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; LEHMANN, Juerg; FEICHTINGER, Konrad; REN, Albert S.; SEMPLE, Graeme; (205 pag.)WO2017/23679; (2017); 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. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, A new synthetic method of this compound is introduced below., COA of Formula: C8H16INO2

Tripyrrole 1a (50.4 mg, 0.102 mmol) was added to a suspension of dry K2CO3 (210 mg, 1.52 mmol) in 3 mL of dry acetone and DMF (0.5 mL). tert-Butyl (3-iodopropyl)carbamate (173.8 mg, 0.610 mmol) was added, and the resulting mixture was refluxed for 8 h. The solid was removed by filtration through Celite, the filtrate was concentrated, and the resulting residue was purified by RP-HPLC (H2O/CH3CN) to give an amorphous pale-brown solid (25 mg, 38%). 1H NMR (400 MHz, CD3OD) delta (ppm): 7.31-6.85 (m, 6H); 4.29 (m, 2H); 3.91 (s, 3H); 3.69 (s, 3H); 3.35 (m, 2H); 2.78 (m, 2H); 2.54 (m, 2H); 2.40 (m, 2H); 2.34 (s, 6H); 1.80 (s, 3H); 1.42 (m, 2H); 1.04 (s, 9H). 13C NMR (100.6 MHz, CD3OD) delta (ppm): 173.3 (C); 167.2 (C); 164.4 (C); 163.7 (C); 150.8 (CH); 136.1 (C); 135.6 (C); 126.2 (C); 126.1(C); 120.4 (CH); 109.6 (CH); 109.1 (CH); 107.9 (CH); 107.6 (CH); 79.8 (C); 61.2 (CH2); 48.2 (CH2); 47.6 (CH3); 41.0 (CH3); 39.8 (CH2); 39.7 (CH3); 37.2 (CH3); 31.6 (CH2); 31.1 (CH3); 28.2 (CH3); 25.8 (CH2). MS (ESI): [MH]+ calcd for C32H48N9O6=654.7, found: m/z 654.3.

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; Jimenez-Balsa, Adrian; Dodero, Veronica I.; Mascarenas, Jose L.; Tetrahedron; vol. 69; 36; (2013); p. 7847 – 7853;,
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 128140-82-9 as follows. COA of Formula: C7H5F2IO

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1 : 1) (250mg) was added to a degassed mixture of 4,4,5,5-tetramethyl-2-(4-nitro-phenyl)-[1,3,2]dioxaborolane (1.67g, 6.70mmoles), 1-difluoromethoxy-4-iodo-benzene (2.17g, 8.04mmoles) and 2M aqueous cesium carbonate (10.05ml) in 1,4-dioxan (120ml). The mixture was placed under an argon atmosphere and was heated at 80C for 20 hours. After cooling, the mixture was concentrated and the residue was partitioned between dichloromethane (2 x 200ml) and water (100ml). The combined extracts were washed with brine (150ml) and dried (MgSO4). After evaporation of the solvent, the residue was purified by flash chromatography, using petrol (60-80)/diethyl ether 19 : 1v/v as eluent, to afford compound 168 (1.15g) as a beige coloured solid.

According to the analysis of related databases, 128140-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMAGENE LABORATORIES LIMITED; WO2004/67524; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-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. COA of Formula: C7H4BrIO2

5-Bromo-2-iodobenzoic acid (7c) (750 mg, 2.3 mmol) was dissolved in dry THF (25 mL) and the reaction mixture was cooled to 0 C. NEt3 (0.48 mL, 3.4 mmol) and ethyl chloroformate (0.33 mL, 3.4 mmol) were added and the reaction mixture was stirred for 1 hour. Next a solution of NaBH (130 mg, 3.4 mmol) in H20 (2 mL) was added and the mixture was stirred for 1.5 hour. The reaction was quenched with H20 (15 mL), whereupon CH2C12 (20 mL) was added and the layers were separated. Hereupon, the H20-layer was extracted with CH2C12 (20 mL). Subsequently, the combined organic layers were washed with H20 (25 mL) and brine (25 mL), dried over MgS04 and concentrated in vacuo. The crude product was purified by gradient column chromatography (-heptane/EtOAc, 19: 1 to 9: 1) to obtain compound 7c as a white solid (410 mg, 54% over 2 steps). RF = 0.40 (EtOAc/-heptane, 1 :4). 1H- NMR (400 MHz, CDC13) delta: 7.65 (d, J = 8.3 Hz, 1H), 7.63 (d, J = 2.4 Hz, 1H), 7.14 (dd, J = 8.3, 2.5 Hz, 1H), 4.64 (d, J = 6.1 Hz, 2H), 1.96 (t, J = 6.2 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21740-00-1, its application will become more common.

Reference:
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SYNAFFIX B.V.; DEBETS, Marjoke Froukje; RUTJES, Floris Petrus Johannes Theodorus; VAN HEST, Jan Cornelis Maria; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; WO2014/189370; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com