Tag: M.W=300-400

1256945-00-2, name is 4-Bromo-2-iodo-1-(trifluoromethyl)benzene, 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. Quality Control of 4-Bromo-2-iodo-1-(trifluoromethyl)benzene

Into a glass reaction vessel equipped with a stirrer and a capacity of 200 mL,3.51 g of 4-bromo-2-iodo-1- (trifluoromethyl) benzene(10.0 mmol), 67 mL of dehydrated tetrahydrofuran,8.4 mL (60.0 mmol) of diisopropylamine,701.9 mg (1.0 mmol) of dichlorobis (triphenylphosphine) palladium (II), 190.5 mg (1.0 mmol) of copper (I) iodide) Was added, and while keeping the internal temperature at -30 C., 832 muL of 3-butyn-1-ol(11.0 mmol) were added, followed by reaction at room temperature for 19 hours.The solvent was distilled off under reduced pressure, and a saturated aqueous solution of ammonium chloride was added to the resulting reaction crude productThe mixture was extracted with diethyl ether, dried over magnesium sulfate and the solvent was distilled off under reduced pressure,Silica gel column chromatography (hexane: ethyl acetate = 8: 2)To obtain 2.5 g of compound (C14-e) as a pale yellow solid.

The synthetic route of 1256945-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ube Industries Ltd; Tanaka, Yasuhiro; Homma, Takashi; (66 pag.)JP2018/168138; (2018); A;,
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 188815-32-9 as follows. COA of Formula: C7H4BrIO2

To a solution of 3-bromo-5-iodo-benzoic acid (commercially available from Avocado, 50g, 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, 0.75equiv) and fert-butanol (90 ml, 917 mmol, 6 equiv). The resulting mixture was stirred atroom temperature for 48 h. DMAP (4.67 g, 38 mmol, 0.25 equiv) was then added and thesolution was stirred for another 24 h then concentrated in vacua. The residue wasdissolved in AcOEt and washed sequentially with 2N aqueous HCI solution, 1N aqueousNaOH solution and brine, dried over MgSO4 and concentrated in vacua to give 1,1-dimethylethyl 3-bromo-5-iodobenzoate (D7) (50.6 g, 86%) as a brown solid which wasused in the next step without further purification.

According to the analysis of related databases, 188815-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/111022; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 672-57-1, A common heterocyclic compound, 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3ClF3I, 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.

Compound 1 : 5-(2-chloro-5-trifluoromethyl-phenyl)-thiophene-2-carboxylic acid (2,6-difluoro-phenyl)-amide; Step 1; A mixture of 1-chloro-2-iodo-4-trifluoromethyl-benzene (a, 6 mmol), 5- (dihydroxyboryl)-2-thiophenecarboxylic acid (b, 6 mmol), bis(triphenylphosrhohine) palladium(ll) dichloride catalyst (0.30 mmol), potassium carbonate (1 g) in dry 1-methyl-2-pyrrolidinone (NMP) (6 mL) was heated at 120 0C for 4 h. Alternatively, 0.30 mmol of Pd(BnCI)(PPh3)2 may be used instead of bis(triphenylphosphine) palladium(ll) dichloride. The mixture was taken up with ethyl acetate (EtOAc) (100 mL), washed with water (2×100 mL) and dried over Na2SO4. The oil obtained on concentration was passed through silica gel and crystallized from EtOAc/hexanes to give c as a white solid (0.98 g).

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; SYNTA PHARMACEUTICALS CORP.; WO2006/81389; (2006); 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

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

Related Products of 16355-92-3, These common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, 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.

Intermediate 1 (300 mg, 0.67 mmol), 1 ,10-diiododecane (600 mg, 1.5 mmol), 1 M aqueous sodium hydroxide (1.5 ml, 1.5 mmol), tetra-n-butylamonium iodide (27 mg, 0.072 mmol) and water (2 ml) were charged into a 5 ml Biotage microwave vial. The mixture was then irradiated at 1400C for 5 min. The resulting orange solution was extracted with EtOAc and the combined EtOAc fractions were reduced to afford an orange gum. Purification was achieved via column chromatography (loaded onto diatomaceous earth) using 0-14% step gradient of EtOAc in cyclohexane (2% steps) as eluent, followed by 100% cyclohexane, followed by 30% EtOAc in cyclohexane to afford the product as a colorless gum.Yield: 272 mg (57%)LC-MS (Method 3): Rt 5.57 min, m/z 711 [MH+]

The synthetic route of 16355-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARGENTA DISCOVERY LTD.; WO2007/42815; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, 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 21740-00-1, Computed Properties of C7H4BrIO2

General procedure: A sealed tube was charged with CuCl (0.02 mmol), BFMO (0.02 mmol), N-protected N-alkenylhydrazine (2.0 mmol), 2-iodobenzoic acid (2.4 mmol), and K2CO3 (4 mmol). The tube was evacuated and backfilled with argon three times before anhydrous DMSO (4.0 mL) was added via syringe (NOTE: for liquid substrates, they were added into the tube via syringe after the tube was backfilled with argon). The mixture was sealed and stirred at 80 C for 24 h. The mixture was diluted with EtOAc, washed with water, dried over anhydrous sodium sulfate, and filtrated. The filtrate was concentrated in vacuo and the residue was treated with 4M HCl/1,4-dioxane (1.2 mL) at 80 C. After the starting material was completely consumed, the solution was cooled and diluted with EtOAc. The resultant mixture was washed with water and dried over anhydrous sodium sulfate. After the solution was concentratedin vacuo, the residue was purified by flash chromatography to afford the corresponding indole.

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; Wei, Quanpeng; Wang, Yunhan; Zhao, Jinlong; Zhang, Xiaojing; Ma, Dawei; Tetrahedron; vol. 76; 1; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 98-61-3, A common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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: C5-Arylated Furans; General Procedure To a 25-mL oven-dried Schlenk tube, arenesulfonyl chloride (1.5-2 mmol), furan derivative (1 mmol), Li2CO3 (0.222 g, 3 mmol), 1,4-dioxane (2 mL) and PdCl2(MeCN)2 (12.9 mg, 0.05 mmol) wereadded successively. The mixture was evacuated by vacuum-argoncycles (5 ) and stirred at 140 C (oil bath temperature) for 20-72 h(see tables and schemes). After cooling the reaction at r.t. and con-centration, the crude mixture was purified by column chromatogra-phy (silica gel) to afford the C5-arylated furans.

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; Beladhria, Anissa; Yuan, Kedong; Ben Ammar, Hamed; Soule, Jean-Francois; Ben Salem, Ridha; Doucet, Henri; Synthesis; vol. 46; 18; (2014); p. 2515 – 2523;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, 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 689291-89-2, Quality Control of 5-Bromo-2-iodobenzaldehyde

To an ice-cold solution of 2,2,5, 5-tetramethyldihydrofuran-3-one (0.388g, 2.73mmoles) in anhydrous 1 ,2-diotamethoxyethane (5ml) is added sodium methoxide (0.177g, 3.27mmoles) in one portion. The reaction mixture is stirred for 5 minutes at this temperature, followed by the dropwise addition of 5-bromo-2-iodo-benzaldehyde (0.85Og, 2.73mmoles) as a solution in 1 ,2-dimethoxyethane (5ml). The reaction mixture is further stirred at O0C for 30 minutes, then at ambient temperature for a 1 hour. After partitioning between 1 M hydrochloric acid and dichloromethane, the organic phase is separated, and the aqueous phase is extracted again with additional dichloromethane. All organics are combined then concentrated in vacuo to afford 4-[1-(5-bromo-2-iodophenyl)methyliotadene]-2,2,5,5-tetramethyldihydrofuran-3-one(1.18g) as a yellow gum.

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; SYNGENTA LIMITED; SCUTT, James Nicholas; WO2010/136431; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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 500-mL round-bottom flask reactor, methyl 5-bromo-2-iodobenzoate (25.0 g, 73 mmol), 4-dibenzofuran boronic acid (18.7 g, 88 mmol), tetrakis(triphenylphosphine)palladium (1.7 g, 0.15 mmol), and potassium carbonate (20.2 g, 146.7 mmol) were stirred together with toluene (125 mL), tetrahydrofuran (125 mL), and water (50 mL) for 10 hrs at 80 C. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer thus formed was separated, concentrated in a vacuum, and purified by column chromatography to afford . (75.0 g, 60.1%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; Cha, Soon-Wook; Park, Young-Hwan; Yoon, Seo-Yeon; Shim, So Young; (152 pag.)US2017/18723; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com