Month: December 2020

The chemical industry reduces the impact on the environment during synthesis 20776-55-0, name is 2-Amino-3-iodobenzoic acid, I believe this compound will play a more active role in future production and life. 20776-55-0

General procedure: A suspention of anthranilic acid A1-A17 (0.001mol), a catalytic amount of triethylamine and 4-isothiocyanato-benzenesulfonamide B17b (0.169g, 0.001mol) in absolute ethanol (25ml) was refluxed for 3. The reaction mixture was filtered while hot, left to cool and the solvent was removed under reduced pressure. The obtained residue was triturated from diethyl ether, filtered and dried under vacuo to obtain titled compound C: 1-17 as a whitish solid.

The chemical industry reduces the impact on the environment during synthesis 20776-55-0. I believe this compound will play a more active role in future production and life.

Reference:
Article; Alafeefy, Ahmed M.; Carta, Fabrizio; Ceruso, Mariangela; Supuran, Claudiu T.; Al-Tamimi, Abdul-Malek S.; Al-Kahtani, Abdulla A.; Bioorganic and medicinal chemistry; vol. 24; 6; (2016); p. 1402 – 1407;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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. 19099-54-8

0.3 mmol of sodium carbonate and 0.1 mmol of 1,2-bis(4-methoxyphenyl)acetylene,Tetrakis(triphenylphosphine palladium) 0.005 mmol, bis(2-diphenylphosphinophenyl)ether 0.005 mmol,0.2 mmol of [1,1′-biphenyl]-4-ylboronic acid, 0.3 mmol of 2-isopropyliodobenzene, and 1 mL of N,N-dimethylformamide were added to a 15 mL reaction tube.Nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C, and reacted for 24 hours;Cooled to room temperature, the reaction was diluted with ethyl acetate, washed with water three times, the organic phase dried over anhydrous Na2SO4, filtered, and concentratedPurification by thin layer chromatography to give 30.6mg of the desired product in 60% yield.

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 19099-54-8.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

103962-05-6, 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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation of (1S)-N-(2-amino-1-hydroxycarbamoyl-ethyl)-4-(4-trifluoromethoxy- phenylethynyl)-benzamide (5). Resin (3) (120 mg, 0.084 mmol) was swelled in DCM (2 mL) for 1 h and drained. A solution of 4-(trifiuoromethoxy)iodobenzene (4) (96.8 mg, 0.336 mmol) and Et3N (150 muL, 1.10 mmol) in DMF (2.0 mL) was purged with a stream of N2 bubbles for two minutes and added to the resin. After mixing for 5 min, PdCl2(PPh3 )2 (18.0 mg, 0.025 mmol) and CuI (8.0 mg, 0.042 mmol) were added and the mixture shaken for 24 h. The resin was drained, washed with DMF (3×2 mL), DCM (3×2 mL) and cleaved with 10percent TFA/DCM (2.0 mL) for 20 min. The solution was collected and the resin was rinsed with additional 10percent TFA/DCM (1.0 mL). The cleavage fractions were combined, treated with neat TFA (3.0 mL), stirred for 1 h at rt and concentrated by rotary evaporation to give a crude brown residue. Purification by RP-HPLC (C18 column, CH3CN gradient 5-55percent, 0.1percent TFA, UV analysis 300 nm, 28 min) and lyophilization of the collected fractions afforded 9.0 mg (25percent yield) of (5) as a white solid. LRMS (ES+) m/z 408.0 (C19Hi6F3N3O4+H requires 408.11); RP-HPLC (300 nm, 28 min run) 18.0 min.

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; ACHAOGEN, INC.; WO2008/154642; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6828-35-9, 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. 6828-35-9, name is 5-Chloro-2-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of 5-chloro-2-iodoaniline (18.7 g, 0.074 mol, 1.0 eq.) in 500 mL of water was added hydroxylamine hydrochloride (18.5 g, 0.27 mol, 3.6 eq.), sodium sulfate (84.0 g, 0.59 mol, 8.0 eq.), chloral hydrate (14.7 g, 0.89 mol, 1.2 eq.) and 2N aqueous hydrochloric acid (25 mL). The mixture was stirred at 70 C for 18 h, then allowed to cool to room temperature. The resulting mixture was extracted with EtOAc (400 mL X 3) and the combined organic layers were dried (Na2S04), filtered and concentrated to afford compound 2 (17.0 g, 72.1% yield).

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; LUDWIG INSTITUTE FOR CANCER RESEARCH LTD; GAHMAN, Timothy; SHIAU, Andrew; KOLODNER, Richard; (234 pag.)WO2017/51251; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

20776-54-9, Name is 2-Amino-4-iodobenzoic acid, 20776-54-9, 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.

[00313] Step A: To a solution of 2-amino-4-iodobenzoic acid (2.5 g, 9.50 mmol) in DMF (10 mL) at rt under argon were added EDCI (2.18 g, 11.40 mmol), 1 – hydroxybenzotriazole (1.54 g, 11.40 mmol), DIEA (1.98 mL, 11.40 mmol), and ammonia (7.0 N solution in MeOH; 1.90 mL, 13.30 mmol). The dark solution was stirred at rt overnight and diluted with H2O until precipitate formed. The precipitate was separated by filtration, washed with H2O, and dried under high vacuum for several hours to afford 2-amino-4-iodobenzamide as a tan solid (1.3 g, 52%). LC-MS (ESI) m/z 263 (M + H)+.

Statistics shows that 2-Amino-4-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 20776-54-9.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; LIU, Gang; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ABRAHAM, Sunny; SETTI, Eduardo; WO2010/99379; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

117832-17-4, Adding some certain compound to certain chemical reactions, such as: 117832-17-4, name is 2-Iodo-4,5-dimethylaniline, 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 117832-17-4.

General procedure: 2-iodoaniline (54.8 mg, 0.25 mmol) 1a, sodium azide (19.5 mg, 0.3mmol) 3, CuI (4.8 mg, 0.025 mmol), K2CO3 (34.5 mg, 0.25 mmol),phenylacetaldehyde (58 muL, 0.5 mmol) 2a, (DMEDA) (3 muL, 0.025mmol) were taken in a round bottom flask equipped with stirrer in 1.0mL of DMSO. The reaction mixture was heated to 80 C for 20 h.After cooling the room temperature, to the reaction mixture wasadded water (2 mL), and extracted with EtOAc (310 mL). Thecombined organic phases were washed with brine (25 mL), driedover anhydrous MgSO4 and concentrated in vacuo. The residue wassubjected to flash column chromatography with petroleum/ethylacetate (20/1) to afford the final product 4aa as light yellow solid

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 117832-17-4.

Reference:
Article; Yuan, Hua; Li, Kangning; Chen, Yongxin; Wang, Yu; Cui, Jiaojiao; Chen, Baohua; Synlett; vol. 24; 17; (2013); p. 2315 – 2319;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

51560-21-5, The chemical industry reduces the impact on the environment during synthesis 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

In a 100.0mL Schlenk flask equipped with astir bar, 10 (0.2500 g, 0.641mmol), PdCl2(PPh3)2 (0.0442 g, 0.0632mmol), and CuI (0.3762 g, 1.976mmol) were added. A condenser was added, and the apparatus was purged andfilled with argon. Through the sidearm of the flask, 5.0mL of distilled triethylamine and 10.0mL of distilled toluene were added via a purged and filled airtight syringe. Lastly, 15mLof TMS acetylene was placed in a small round bottom flask and was degassed with argon for about 10 min before it was added through the sidearm of the Schlenk flask (0.1916 mL,1.346mmol) with a purged and filled airtight syringe. The apparatus was lowered into an 80C oil bath and heated for 24 hours. The solvent was removed from the light orange reaction mixture via rotary evaporation, and the solid was extracted with 10 mL of ethyl acetate and 10 minutes o fsonication. The remaining solid was removed via filtration,and the filtrate was rotovapped to produce crude product 11as a grayish/gold solid. The product was purified via MPLC on silica. The product eluted at 70 : 30 hexanes : ethyl acetate in quantitative yield. 1H NMR (500MHz, CDCl3) delta 0.21 (s,CH3, 18H), 3.76 (s, OCH3, 6H), 6.86 (s, Ph, 2H).

The chemical industry reduces the impact on the environment during synthesis 1,4-Diiodo-2,5-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Basinger, Corinne A.; Sullivan, Kaitlin; Siemer, Sarah; Oehrle, Stuart; Walters, Keith A.; Journal of Chemistry; vol. 2015; (2015);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 191348-14-8 name is 2-Iodo-4-methoxyaniline, 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. 191348-14-8

General procedure: General procedure for the synthesis of N-Boc Indoles: (Step 1) A mixture of o-iodoaniline (10 mmol), CuI (19.5 mg, 0.1 mmol, 1.0 mol%) and Pd(PPh3)2Cl2 (140.4 mg, 0.2 mmol, 2.0 mol%) in dry NEt3 (20 mL) was added into a three-neck flask (50 mL) and stirred at room temperature in nitrogen atmosphere. Followed by dropwise addition of alkyne (12.0 mmol, 1.2 equiv) and the mixture was stirred at room temperature (rt) until complete disappearance of the o-iodoaniline (TLC monitoring). Then saturated NH4Cl solution was added and the mixture was stirred for another 30 minutes. The mixture was extracted with dichloromethane (30 mL¡Á3) and the organic layer was washed with brine solution, dried over anhydrous Na2SO4, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography. (Step 2) The purified product of Step 1 and PdCl2 (5.0 mol%) in CH3CN (25 mL) was heated at 85 C in a round-bottom (50 mL) under nitrogen atmosphere until complete disappearance of the starting material (TLC monitoring). The mixture was allowed reach to rt, the solvent was evaporated under reduced pressure and the residue was purified with by column chromatography. (Step 3) The product of Step 2 and (Boc)2O (1.1 equiv) in dry CH3CN (20 mL) was (50 mL) was stirred at room temperature in a round-bottom (50 mL). Then 4-(N,N-dimethylamino)pyridine (3.0 mol%) was added and the mixture was stirred at room temperature until complete disappearance of the starting material (TLC monitoring). Then the solvent was evaporated under reduced pressure and the residue was purified by column chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Article; Zhou, Xiao-Yu; Chen, Xia; Wang, Liang-Guang; Yang, Dan; Li, Zhi; Synthesis; vol. 49; 16; (2017); p. 3662 – 3669;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 31599-61-8

General procedure: Under an ambient atmosphere, Pd(PPh3)4 (116 mg, 5 mol%), K2CO3 (552 mg, 4.0 mmol), and the corresponding aryl iodide (2.0 mmol) were suspended in MeOH (5 mL) and toluene (5 mL) in a 25 mL flask. Dimethyl (1-diazo-2-oxopropyl)phosphonate (499 mg, 1.3 equiv) was then added, and the resulting solution was stirred at r.t. for 5 h. The mixture was filtered through a short pad of silica gel eluting with EtOAc and the filtrate was evaporated in vacuo to remove the volatile materials. The crude residue was purified by column chromatography (silica gel, EtOAc-PE, 1:1) to afford the respective final product 3; yield: 50-90%.

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, 31599-61-8, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Chenggui; Ye, Fei; Wu, Guojiao; Xu, Shuai; Deng, Guisheng; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 48; 5; (2016); p. 751 – 760;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

13421-00-6, name is 5-Chloro-2-iodobenzoic acid, 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. 13421-00-6

To a solution of 5-chloro-2-iodobenzoic acid (3.0 g, 10.6 mmol) in toluene (150 mL), SOCl2 (7.75 mL, 106 mmol) was added and the mixture was heated at 100 C. for 3 hours. The solvent was concentrated in vacuum and the residue was co-evaporated from toluene twice to give the title compound as a grey solid. Yield (3.2 g, 100%) [0177] 1H NMR (400 MHz, CDCl3): delta 7.26 (dd, 1H), 7.98 (d, 1H), 8.03 (d, 1H).

Statistics shows that 13421-00-6 is playing an increasingly important role. we look forward to future research findings about 5-Chloro-2-iodobenzoic acid.

Reference:
Patent; Stasi, Luigi Piero; Rovati, Lucio Claudio; US2015/65523; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com