Month: April 2021

Related Products of 1829-28-3, 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. 1829-28-3, name is Ethyl 2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

S-Phos (13mg, 0.03mmol, 10molpercent) was introduced in dry toluene (0.5mL) under Argon, then Pd(OAc)2 (4mg, 0.02mmol, 5molpercent) was added. The resulting solution was heated at 80¡ãC for 10min. A solution of N-(4-(tri(n-butyl)stannyl)pyridazin-3-yl)pivalamide 3b (150mg, 0.32mmol, 1.0equiv) in dry toluene (0.8mL) and ethyl 2-iodobenzoate (80muL, 0.48mmol, 1.5equiv) were successively added. The solution was refluxed overnight and the resulting mixture was evaporated to dryness. The crude product was purified by column chromatography (eluent: PE/EtOAc (6:4)) to give the desired product 5j (31mg, 49percent) as a yellow powder; mp>260¡ãC; IR (neat) nu (cm?1) 3156 (NH), 3047, 2918, 1654 (C=O), 1606, 1479, 1436, 1345, 1324; 1H NMR (300MHz, DMSO-d6) delta 12.55 (s, 1H), 9.17 (d, J=5.3Hz, 1H), 8.67 (d, J=7.9Hz, 1H), 8.60 (d, J=5.3Hz, 1H), 8.36 (d, J=7.9Hz, 1H), 7.97 (dd, J=7.9, 7.5Hz, 1H), 7.84 (dd, J=7.9, 7.5Hz, 1H); 13C NMR (75MHz, DMSO-d6) delta 161.3, 151.0, 147.2, 133.5, 131.3, 130.7, 127.7, 127.5, 124.7, 120.4, 116.8; HRMS (ESI+): calcd for C11H8N3O m/z 198.0667 [M+H], found 198.0673.

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

Reference:
Article; Fresneau, Nathalie; Cailly, Thomas; Fabis, Fre?de?ric; Bouillon, Jean-Philippe; Tetrahedron; vol. 69; 26; (2013); p. 5393 – 5400;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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 31827-94-8, Quality Control of 2-Bromo-1-(4-iodophenyl)ethanone

Example 21; Preparation of compound 1024; Step 1:; 4a9 (30.0 g, 132 mmol) and 21a1 (42.9 g, 132 mmol) are added to a 1 L RBF and the mixture is purged with argon. Anhydrous acetonitrile (300 mL) and diisopropylethylamine (57.5 mL, 330 mmol) are added. Stirring is initiated and the mixture is then agitated at RT until complete conversion (>99 A%, 220 nm with respect to 21a1). The mixture is concentrated via reduced pressure. Toluene (150 mL) is added to the mixture. The mixture is reduced to ~100 mL and is filtered through a filter frit into a 1 L RBF containing ammonium acetate (102 g, 1.32 mol). The original 1 L RBF is rinsed with 2×100 mL of toluene and the washes are passed through the solids within the filter frit. Stirring is initiated and the mixture is purged with argon. The mixture is heated to 98-102 C and agitated for 6 h. The mixture is cooled to RT until complete conversion (>99 A%, 220 nm). The mixture is washed with water. The mixture is again concentrated to via reduced pressure. 1 ,4-dioxane (100 mL) is added and the mixture is reduced. 1 ,4-dioxane (150 mL) is added and the mixture is stirred. The mixture is purged with argon, heated to 45-52 C and agitated until a homogeneous solution is obtained. 264 mL (1.06 mol) of a 4 N HCI solution in 1 ,4-dioxane is added drop-wise. The mixture is agitated at 45-52 C until complete conversion (>99 A, 220 nm). The mixture is cooled to 10-12 C and agitated at 10-12C for 30 min; the solids are collected by filtration. The filtrate is charged back to the RBF and cooled to 10-12 C. The filtrate is passed through the filter pad, and the resulting solids are washed with 1 ,4-dioxane (50 ml.) pre-cooled to 1 1-13 C. The solids are suction dried for 1 h and dried in a vacuum oven at 50C under house vacuum with a nitrogen bleed for 15 h. 21a2 (52.4 g) is recovered.

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-Bromo-1-(4-iodophenyl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; THIBEAULT, Carl; EDWARDS, Paul, J.; KUHN, Cyrille; MOREAU, Benoit; POIRIER, Maude; SURPRENANT, Simon; WO2012/48421; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 791642-68-7, 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 791642-68-7 as follows.

To a solution of 5-bromo-2-iodoanisole (10.0 g, 31.9 mmol) and cyclobutanone (3.6 mL, 48 mmol) in tetrahydrofuran (107 mL) at -78 C. followed by the addition of n-butyl lithium (2.5 M in hexane, 15.6 mL, 39.0 mmol) dropwise over 20 minutes. The reaction mixture was stirred at -78 C. for 2.5 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride and the reaction mixture was warmed to room temperature and extracted two times with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure yielding 9.73 g of crude material. The crude material was purified using the Biotage Isolera One (SNAP 100 g silica gel column) and eluting with a gradient of 0-70% ethyl acetate/heptane yielding 4.75 g (57.9% yield) of the title compound. GC/MS: 257. 1H NMR (500 MHz, CDCl3) delta 7.19-7.14 (m, 1H), 7.12-7.01 (m, 1H), 7.04 (d, J=2.0 Hz, 1H), 3.88 (s, 3H), 2.53-2.40 (m, 2H), 2.39-2.28 (m, 2H), 2.11-2.00 (m, 1H), 1.67-1.55 (m, 1H).

According to the analysis of related databases, 791642-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 7681-82-5, These common heterocyclic compound, 7681-82-5, name is Sodium iodide, 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 typical example is exemplified by the synthesis of 4b: To a stirred solution of TMEDA (1.36 mL,9 mmol) in hexane (5 mL) was added dropwise at ice bath temperature n-butyllithium (9 mmol) in hexane followed by acetophenone trimethylsilyl enol ether 1 (576 mg, 3 mmol), and the mixture was stirred for 24 h at room temperature. In a separate flask, a mixture of bismuth(III) chloride (315.5 mg,1 mmol) and tris(4-methylphenyl)bismuthane (964 mg, 2 mmol) was stirred in ether (10 mL) at room temperature for 1 h. To the suspension of chlorobis(4-methylphenyl)bismuthane (ca. 3 mmol) thus formed was added sodium iodide (450 mg, 3 mmol) and a few drops of 15-crown-5 ether and the resulting yellowish mixture was stirred for 3 h at room temperature. To a suspension of the lithium compound previously prepared was added at room temperature magnesium dibromide diethyl etherate (775 mg, 3 mmol) followed by, at -30 C, a suspension of iodobis(4-methylphenyl)bismuthane(ca. 9 mmol), and the resulting mixture was stirred for 1 h, during which time the temperature was raised to ambient temperature. The reaction mixture was poured into brine (50 mL) and extracted with ethyl acetate (50 mL ¡Á 3). The combined extracts were concentrated to leave an oily residue, which was purified by chromatography (silica gel) using hexane-ethyl acetate (5:1) as the eluent to afford 4b in 30% yield (459 mg, 0.9 mmol). Because 4a, 4f and 10 underwent decomposition when purified by chromatography on silica gel, these compounds were converted into the corresponding halobismuthanes 5a, 5f and 11, respectively, without isolation.

Statistics shows that Sodium iodide is playing an increasingly important role. we look forward to future research findings about 7681-82-5.

Reference:
Article; Murafuji, Toshihiro; Tomura, Mai; Ishiguro, Katsuya; Miyakawa, Isamu; Molecules; vol. 19; 8; (2014); p. 11077 – 11095;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 103440-54-6,Some common heterocyclic compound, 103440-54-6, name is Methyl 5-iodo-2-methylbenzoate, 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.

Preparation 37 Methyl 2-methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoate To a solution of methyl 5-iodo-2-methylbenzoate (Preparation 42, 69 g, 0.25 mol) in DMF (800 mL) was added bispinacolatodiboron (100 g, 0.40 mol) and potassium acetate (92 g, 0.93 mol) followed by degassing with nitrogen. [1 ,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (6 g) was added and the reaction heated to 100C for 18 hours. The reaction was cooled and filtered through celite, washing through with EtOAc (3 x 1 L). The filtrates were combined, washed with brine (3 x 500 mL), dried over Na2S04 and concentrated in vacuo. The residue was washed with petroleum ether (2 x 500 mL), filtered and dried to afford the title compound as a yellow powder (60 g, 87%) that was taken directly on to the next step.

The synthetic route of 103440-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; OWEN, Robert Mckenzie; PRYDE, David Cameron; TAKEUCHI, Mifune; WATSON, Christine Anne Louise; WO2015/189744; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 77317-55-6, name is Methyl 2-amino-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 77317-55-6, Computed Properties of C8H8INO2

To a solution of methyl anthranilate (7.75 g, 51.3 mmol, Aldrich) in DMF [(50] [ML)] was added NIS (11. [5] g, [51.] 3 mmol, Aldrich). The solution was stirred for 63 hours before being added to a separatory funnel with 200 mL of MTBE and washed with 5 X 200 mL of water. The organics were dried over MgS04 and evaporated yielding 13.8 g of tan solid as methyl [2-AMINO-5-IODOBENZOATE.] A mixture of methyl 2-amino-5- iodobenzoate (3.13 g, 11.3 mmol) and tetrakis (triphenylphosphine) palladium [(0)] (282 mg, 0.244 mmol, Strem) was placed under 1 atm of CO. THF (20 mL) was added, [ANDTHE SOLUTIONWAS HEATEDTO 60 C. TRI-N-BUTYLTINHYDRIDE] (3.7 mL, 12.7 mmol, Aldrich) was added dropwise with rapid stirring over 4 hours. The dark orange solution was heated a further 45 minutes and then added to a separatory funnel with [150] mL of EtOAc. This solution was washed with 2 X [150] mL of saturated aqueous NaHCO3 followed by 100 mL of brine. It was dried over MgS04 and evaporated leaving a brown oil that was purified by chromatography using a Biotage Flash 40 M silica cartridge with a gradient from [CHUCK] to 5% EtOAc in [CHZCLZ] as eluent. This chromatography failed to remove all of the tin, so the product was re- chromatographed using a Biotage Flash 40 M silica cartridge with 5% EtOAc in [CHUCK] as eluent. Yield was 863 mg of white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-5-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18414; (2004); A2;,
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. 3210-08-0, name is 4-Iodobutan-1-ol, A new synthetic method of this compound is introduced below., Recommanded Product: 3210-08-0

To a solution of 5-iodobutan-1-ol (16.5 g, 82.5 mmol, 1 equiv) in dryDMSO (75 mL), solid NaCN (6.06 g, 124 mmol, 1.5 equiv) was added in small portions at0 C. The reaction progress was surveilled by NMR spectroscopy. It is instant and the titlecompound as well as THF (6 : 5) are formed. After complete conversion, the reaction mixturewas diluted with water (75 mL) and extracted with Et2O (5 ¡Á 100 mL). The combined organiclayers were washed with brine and dried over Na2SO4. Evaporation of the solvent yielded thetitle compound in pure form.

The synthetic route of 3210-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wuensch, Matthias; Schroeder, David; Froehr, Tanja; Teichmann, Lisa; Hedwig, Sebastian; Janson, Nils; Belu, Clara; Simon, Jasmin; Heidemeyer, Shari; Holtkamp, Philipp; Rudlof, Jens; Klemme, Lennard; Hinzmann, Alessa; Neumann, Beate; Stammler, Hans-Georg; Sewald, Norbert; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2428 – 2441;,
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. 146137-72-6, name is 2-Fluoro-6-iodobenzaldehyde belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Fluoro-6-iodobenzaldehyde

General procedure: A mixture of 2-ethynylbenzaldehyde (12a) (1.00 g, 7.68 mmol), 1-bromo-2-iodo-benzene (13a) (1.18 mL, 9.22 mmol), CuI (146 mg, 0.77 mmol), PdCl2(PPh3)2 (107 mg, 0.15 mmol), and Et3N (15 mL) in THF (15 mL) was stirred at 80 C for 2 h under argon, and filtrated through a pad of Celite. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography over silica gel with hexane-EtOAc (15:1).

The synthetic route of 146137-72-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tokimizu, Yusuke; Ohta, Yusuke; Chiba, Hiroaki; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki; Tetrahedron; vol. 67; 29; (2011); p. 5168 – 5175;,
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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., SDS of cas: 460-37-7

General procedure: 500 mg (2.00 mmol) of the compound from Ex. 31A and 690 mg (5.00 mmol) of potassium carbonate were stirred in 10 ml of anhydrous DMF at RT for 15 min, before 449 mul (4.00 mmol) of (bromomethyl)cyclobutane were added. Then the reaction mixture was stirred at 50 C. for about 16 h. After cooling to RT, water was added and the mixture was extracted with ethyl acetate. The organic extract was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated. The product was isolated by means of MPLC (Biotage Isolera One, SNAP KP-Sil cartridge, 50 g of silica gel, eluent: cyclohexane/ethyl acetate 2:1). After concentration of the product fractions and drying under high vacuum, 486 mg (76% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 10.07 (s, 1H), 3.96 (d, 2H), 2.82-2.69 (m, 1H), 2.76 (s, 3H), 2.66-2.58 (m, 1H), 2.04-1.91 (m, 2H), 1.89-1.74 (m, 4H), 1.07-0.96 (m, 2H), 0.73-0.64 (m, 2H). LC/MS (Method 1, ESIpos): Rt=1.89 min, m/z=319.11 [M+H]+.

The synthetic route of 460-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; HAERTER, Michael; KOSEMUND, Dirk; CANCHO GRANDE, Yolanda; DELBECK, Martina; KALTHOF, Bernd; LUSTIG, Klemens; SUESSMEIER, Frank; US2020/16159; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 35674-27-2,Some common heterocyclic compound, 35674-27-2, name is 4-Iodo-3-nitrobenzoic acid, molecular formula is C7H4INO4, 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 2 Preparation of 4-iodo-3-nitrobenzoic Acid Methyl Ester Using Trimethyl Orthoacetate A solution of 4-iodo-3-nitrobenzoic acid (3 g, 10 mmol) in trimethyl orthoacetate (30 ml) is refluxed (?110 C.) for 15 hours and then solvent is evaporated under reduced pressure. The 4-iodo-3-nitrobenzoic acid methyl ester is obtained as a yellow solid (3.11 g, 99% yield, 97.5% HPLC).

The synthetic route of 35674-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIVI’S LABORATORIES LIMITED; Divi, Murali Krishna Prasad; Rao, Mysore Aswatha Narayana; Rajuri, Venkataramana; US2013/172618; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com