Tag: M.W=300-400

Electric Literature of 16355-92-3, 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 16355-92-3 as follows.

First, 260.3 g (2.0 mol) of ethyl acetoacetate and 500 ml of acetone were fed into a 2 L four-necked flask equipped with a stirrer, a thermometer and a reflux condenser, and after stirring and mixing, 97 mass 61.9 g (1.5 mol) of% sodium hydroxide was added and allowed to react for 15 minutes. Next, after adding 197.0 g (0.5 mol) of 1,10-diiododecane, the mixture was refluxed.For 6 hours.[0139]After completion of the reaction, acetone was removed by distillation under reduced pressure, and 2N hydrochloric acid was added to neutralize, followed by liquid separation treatment.The upper organic layer was separated from the lower water tank. After the separation treatment, the upper organic layer and 800 g of a 10% by mass aqueous sodium hydroxide solution (2.0 mol)And saponification reaction at room temperature for 8 hours, and then 50% by weight sulfuric acid aqueous solution 205.8 g (1.1 mol) was added and the whole was refluxed for 3 hours to carry out a decarboxylation reaction. After completion of the decarboxylation reaction, the upper organic layer (dissolved 2,15-hexadecanedione) is obtained by liquid separationAnd the sulfuric acid layer are separated, and the organic layer is cooled to room temperature to give 2,15-hexa130.8 g of a crude product of decanedione was obtained. A part of the obtained crystal was collected and analyzed by gas chromatography.The conversion of iododecane is 100%, the purity of 2,15-hexadecanedione is 92%,The yield of 2,15-hexadecanedione based on 10-diiododecane was 95%.

According to the analysis of related databases, 16355-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Toho Earth Tech Co., Ltd.; Kazama, Shoutarou; toishi, Shoushi; Takizawa, Kazuhiro; (21 pag.)JP6572399; (2019); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 162358-07-8, These common heterocyclic compound, 162358-07-8, name is 1-(2-Iodoethyl)-4-octylbenzene, 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.

Example 2: Preparation of diethyl 2-acetamido-2-(4-octylphenyl) ethyl malonate (III) Diethyl acetamidomalonate (59.86 gms), cesium carbonate (89.67gm, 0.27moles) and tetrabutyl ammonium iodide (21.42gms; 0.05moles) in DMSO (400ml) were stirred at 25 to 30C. 2-(4-Octylphenyl)ethyl iodide (IV) (lOOgms, 0.29moles) was gradually added to the reaction mixture under nitrogen atmosphere and stirred at 80 to 85C till completion of reaction. The reaction mixture was filtered,, mixed with 1% potassium hydrogen sulfate solution, cooled to 0 to 5 C and filtered. The obtained solid was mixed with ethyl acetate and water was added to the mixture. Separation and concentration of the organic layer provided a residue containing 2-acetamido-2-(4- octylphenyl)ethyl malonate (III) which was crystallized from hexane.Yield: 110.8gms (88%);Purity: 99.9%

The synthetic route of 162358-07-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EMCURE PHARMACEUTICALS LIMITED; GURJAR MUKUND KESHAV; TRIPATHY NARENDRA KUMAR; NEELAKANDAN KALIAPERUMAL; PANCHABHAI PRASAD PANDURANG; SRINIVAS NANDALA; BALASUBRAMANIAN PRABHAKARAN; BUCHUDE SANDIP BAJABA; MUGALE BALAJI RAM; AHIRRAO PRAVIN PRABHAKAR; MEHTA SAMIT SATISH; WO2015/92809; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, 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 628-21-7, category: iodides-buliding-blocks

General procedure: Compound15(2.50 g, 12.8mmol) was dissolved in anhydrous DMF (20 mL). The solution was cooled to 0 C.NaH(1.02 g, 25.6mmol, 60% dispersion in oil) was added slowly and cautiously. The resulting mixture was allowed to warm to r.t. and was stirred for additional 20 min. The solution was cooled again to 0 C, the appropriatedihaloalkane(25.6mmol) was added dropwise, and the resulting solution was allowed to stir at 0 C. for 30 min. The solution was warmed to r.t. and stirred for additional 1 h. The solution was cooled to 0 C and quenched with water, maintaining 0 C throughout the quenching process. The obtained mixture was extracted with CH2Cl2(2 x 20 mL). The combined organic layers were washed with water and brine and dried overNa2SO4. This was removed by filtration and the filtrate concentrated under vacuum to give the crude esters22-25.

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, 1,4-Diiodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Deplano, Alessandro; Morgillo, Carmine Marco; Demurtas, Monica; Bjoerklund, Emmelie; Cipriano, Mariateresa; Svensson, Mona; Hashemian, Sanaz; Smaldone, Giovanni; Pedone, Emilia; Luque, F. Javier; Cabiddu, Maria G.; Novellino, Ettore; Fowler, Christopher J.; Catalanotti, Bruno; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 523 – 542;,
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 791642-68-7 as follows. Quality Control of 4-Bromo-1-iodo-2-methoxybenzene

2-Methylpyridine-4-boronic acid pinacol ester (5.49 g, 25.1 mmol) and Pd(PPh3)4 (3.62 g, 3.1 mmol) was added to a solution of intermediate 54 (9.8 g, 31.3 mmol) in dioxane (200 ml), H2O (50 ml) and K2CO3 (13 g, 94 mmol). The resulting mixture was stirred and heated at 100 C. for 18 h. The r.m. was cooled to r.t. and partitioned between H2O and DCM. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel (eluent: DCM/MeOH from 100/0 to 98/4). The product fractions were collected and concentrated in vacuo, yielding 4.5 g of intermediate 55 (52%).

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; Van Brandt, Sven Franciscus Anna; De Cleyn, Michel Anna Jozef; Gijsen, Henricus Jacobus Maria; Berthelot, Didier Jean-Claude; Surkyn, Michel; US2012/295891; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 199850-56-1, The chemical industry reduces the impact on the environment during synthesis 199850-56-1, name is Methyl 2-amino-4-chloro-5-iodobenzoate, I believe this compound will play a more active role in future production and life.

Intermediate 11 1 : 7-Chloro-4-hvdroxy-6-iodo-3-(o-tolyloxy)quinolin-2(1 H)-oneMethyl 2-amino-4-chloro-5-iodobenzoate (Intermediate 2) (1 g, 3.21 mmol) and ethyl 2-(o- tolyloxy)acetate (Aldrich, 0.655 g, 3.37 mmol) were dissolved in THF (10 mL) and KHMDS 1 M/THF (9.63 mL, 9.63 mmol) was added in one portion at room temperature under N2. The reaction mixture was stirred at room temperature for 1 h before quenched with MeOH and concentrated under reduced pressure. The residue was dissolved in 1 N NaOH then extracted with Et20. The aqueous extracts were acidified with 1 N HCI and the resulting precipitate was collected by filtration then washed successively with water and diethyl ether to give 7-chloro-4-hydroxy-6-iodo-3-(o-tolyloxy)quinolin-2(1 H)-one (1.03 g, 2.409 mmol, 75 % yield) as white solid. LCMS: (M+H)+ = 428; Rt = 2.46 min.

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, Methyl 2-amino-4-chloro-5-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; DAUGAN, Alain Claude-Marie; LAMOTTE, Yann; MIRGUET, Olivier; WO2012/119978; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 34270-90-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 34270-90-1 name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of Intermediate 34 (2.60 g, 10.9 mmol) in DML (20 mL) was added sodium hydride (1.04 g, 21.7 mmol) at 0C. The reaction mixture was stirred at r.t. for 30 minutes, then l-iodo-2-(2-iodoethoxy)ethane (5.31 g, 16.3 mmol) was added. The reaction mixture was heated at 80C for 16 h, then poured into ice and extracted with EtOAc (3 x 100 mL). The combined organic layers were separated, washed with water (100 mL) and brine (100 mL), then dried over anhydrous Na2S04and concentrated in vacuo. The crude residue was purified by flash chromatography on silica (0-20% EtOAc in hexanes) to afford the title compound (2.00 g, 60%) as a yellow oil. 6n (400 MHz, DMSO-de) 1.06 (t, J7.09 Hz, 3H), 1.95-2.02 (m, 2H), 2.17-2.22 (m, 2H), 3.64-3.71 (m, 2H), 3.72-3.80 (m, 2H), 3.85 (s, 3H), 4.05 (q, J6.85 Hz, 2H), 7.66 (d, J8.80 Hz, 1H),7.75 (s, 1H), 7.83-7.88 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-2-(2-iodoethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; UCB BIOPHARMA SRL; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; FOULKES, Gregory; LECOMTE, Fabien Claude; (0 pag.)WO2020/11731; (2020); 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 260355-20-2 as follows. Safety of 1-Chloro-4-iodo-2-(trifluoromethyl)benzene

The 1-chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in the reaction 1.2 was dissolved in 20 ml of toluene, and the system was sequentially added with isoxazol-4-amine (12 mmol), palladium acetate ( 0.5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine, stirred for 10 minutes,Add 10 ml of cesium carbonate (10 mmol) aqueous solution, and heat to 50 C for 4 hours. After the reaction is completed, add 20 ml of water to the system, stir for 20 minutes, separate the liquid, and dry the organic phase with anhydrous sodium sulfate. Column chromatography gave 2.2 g of yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder in a yield of 84%

According to the analysis of related databases, 260355-20-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108432777; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-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. Computed Properties of C8H6BrIO2

A mixture of methyl 5-bromo-2-iodobenzoate (3.849 g,11.259 mmol), phenanthren-1-ylboronic acid (4) (3 g,13.510 mmol), 2 M aqueous potassium carbonate (30 mL), and tetrakis(triphenylphosphine)palladium (0.651 g, 0.563 mmol) in THF (100 mL) and methanol (30 mL) was heated at reflux in a nitrogen atmosphere for 24 h. After the reaction mixture had been concentrated in vacuo, the resulting mixture was extracted with dichloromethane. The organic layer was washed with water and brine and dried using anhydrous sodium sulfate. The filtrate was concentrated in vacuo to give a crude mixture that was purified by column chromatography (SiO2, dichloromethane:hexane 1:4) to afford methyl 5-bromo-2-(phenanthren-1-yl)benzoate (3.5 g,8.945 mmol, 79%) as a white solid. 1H NMR (300 MHz, CDCl3): delta (ppm) 8.80 (d, J = 12.6 Hz, 2H), 8.22 (s, 1H), 7.88 (d, J = 7.8 Hz, 1H),7.77 (dd, J = 5.1, 1.8 Hz, 1H), 7.73-7.60 (m, 4H), 7.40 (dd, J = 7.8,1.5 Hz, 2H), 7.32 (d, J = 8.1 Hz, 1H), 3.41 (s, 3H). 13C NMR (75 MHz,CDCl3): delta (ppm) 166.4, 140.7, 139.0, 134.6, 133.5, 133.1, 131.7, 130.3,130.2, 130.0, 128.5, 127.2, 126.8, 126.7, 125.7, 123.9, 122.9, 122.4,121.5, 52.1. HR-Mass (EI+): calcd for C22H15BrO2 390.0255, found392.0257.

The synthetic route of Methyl 5-bromo-2-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeong, Seongjin; Hong, Jong-In; Dyes and Pigments; vol. 144; (2017); p. 9 – 16;,
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 17024-12-3 as follows. HPLC of Formula: C14H9I

Mixed under argon flow were 100 g of 1-aminonaphthalene (manufactured by Aldrich Co., Ltd.), 255 g of 9-iodophenanthrene, 204 g of anhydrous potassium carbonate (manufactured by Tokyo Kasei Kogyo Co., Ltd.), 4.7 g of copper powder (manufactured by Hiroshima Wako Co., Ltd.) and 750 ml of decalin, and they were reacted at 190C for 3 days. After cooling, 2 liter of toluene was added thereto to filter an insoluble matter. The matter filtered was dissolved in 4.5 liter of chloroform to filter off an insoluble matter, and then the filtrate was treated with activated carbon and concentrated under reduced pressure. Acetone 3 litter was added when the solution became slurry in the middle of concentration, and crystal deposited was filtered and refined through a column. Mixed under argon flow were the powder obtained, 200 g of 4-bromoiodobenzene (manufactured by Tokyo Kasei Kogyo Co., Ltd.), 204 g of anhydrous potassium carbonate (manufactured by Tokyo Kasei Kogyo Co., Ltd.), 4.7 g of copper powder (manufactured by Hiroshima Wako Co., Ltd.) and 750 ml of decalin, and they were reacted at 190C for 3 days. After cooling, 2 liter of toluene was added thereto to filter an insoluble matter. The matter filtered was dissolved in 4.5 liter of chloroform to filter off an insoluble matter, and then the filtrate was treated with activated carbon and concentrated under reduced pressure. Acetone 3 litter was added when the solution became slurry in the middle of concentration, and crystal deposited was filtered. This was refined through a column and dissolved in toluene, and hexane was added thereto to reprecipitate crystal. It was filtered and then dried to obtain 64 g of N-(4-bromophenyl)-N-(phenantho-9-yl)-1-naphthylamine (B8).

According to the analysis of related databases, 17024-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1559706; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

500mL round-bottom flask reactor, methyl 5-bromo-2-iodo benzoate (25.0g, 73mmol) in 4-dibenzofuran boronic acid [0410] (18.7g, 88mmol), tetrakis (triphenylphosphine) palladium (1.7g, 0.15mmol), potassium carbonate (20.2 g, 146.7mmol) put the toluene 125 mL, tetrahydrofuran 125mL, water 50 mL. The temperature of the reactor was 80 C, 10 hours was stirred. When the reaction is complete cool down the temperature of the reactor to room temperature, extracted with ethyl acetate and the organic layer was separated It was. The organic layer was concentrated under reduced pressure and separated by column chromatography to give the intermediate 1-a. (75.0g, 60.1%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 5-bromo-2-iodobenzoate, its application will become more common.

Reference:
Patent; SFC CO LTD; PARK, SEOK BAE; SONG, JU MAN; LEE, YUR IM; KIM, HEE DAE; PARK, SANG WOO; JEONG, KYUNG SEOK; CHA, SOON WOOK; (96 pag.)KR2015/130206; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com