Category: 624-76-0

Electric Literature of 624-76-0, These common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, 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: Conc. H2SO4 (0.3 equiv.) was added to 9-(4-methoxyphenyl)fluoren-9-ol (13) (1.0 equiv.) in toluene and warmed up to 60 C for 15 min. After cooling the solution to rt the corresponding hydroxyl alkyl halide (1.5 equiv) or the alkyldiol (2.0 equiv.) was added. The reaction mixture was stirred at rt for the given time and then partitioned between water and toluene. The organic phase was dried over MgSO4, filtered, and concentrated to dryness. The crude product was then purified by CC (iso-hexane/EtOAc = 9.5:0.5). 5.1.1.1 9-(2-Iodoethoxy)-9-(4-methoxyphenyl)-9H-fluorene (21) According to GP1: 9-(4-methoxyphenyl)fluoren-9-ol (13) [21] (1.4 g, 4.8 mmol), toluene (12 mL), conc. H2SO4 (147 mg, 1.50 mmol, 80.0 muL), 2-iodoethanol (14) (1.26 g, 7.35 mmol, 0.573 mL), 20 h. Yield: 2.0 g (92%); colourless solid, m.p. 96-98 C; TLC: Rf = 0.24 (iso-hexane/EtOAc = 9.5/0.5); IR (KBr): 3035, 2931, 2903, 2841, 2044, 1951, 1918, 1605, 1580, 1508, 1447, 1302, 1252, 1184, 1169, 1107, 1031, 993 cm-1; 1H NMR (CDCl3): delta = 3.15-3.20 (m, 2 H, CH2O), 3.20-3.24 (m, 2 H, ICH2), 3.75 (s, 3 H, CH3), 6.76-6.81 (m, 2 H, Har), 7.26 (td, J = 7.4/1.2 Hz, 2 H, Har), 7.29-7.32 (m, 2 H, Har), 7.33 (d, J = 7.4 Hz, 2 H, Har), 7.37 (td, J = 7.4/1.2 Hz, 2 H, Har), 7.66 (d, J = 7.4 Hz, 2 H, Har); 13C NMR (CDCl3): delta = 4.43 (t, 1 C, ICH2), 55.20 (q, 1 C, CH3), 63.93 (t, 1 C, CH2O), 88.42 (s, 1 C, CH2OC), 113.55 (d, 2 C, Car), 120.00 (d, 2 C, Car), 125.43 (d, 2 C, Car), 126.84 (d, 2 C, Car), 128.23 (d, 2 C, Car), 129.15 (d, 2 C, Car), 135.29 (s, 1 C, Car), 140.51 (s, 2 C, Car), 146.87 (s, 2 C, Car), 158.83 (s, 1 C, Car); MS (EI, 70 eV) m/z (%): 442 (30, M+), 271 (100); HRMS (EI, 70 eV): (C22H19IO2) calc. 442.0430, found 442.0475; Anal. C22H19IO2 (C, H, I, O).

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kerscher-Hack, Silke; Renukappa-Gutke, Thejavathi; Hoefner, Georg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 852 – 880;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 624-76-0,Some common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

Take a 50mL bottle,Add 2 mL of 2,3,3-trimethylhydrazine (6.22 mmol),1.46 mL 2-iodoethanol (9.33 mmol),And adding 20mL of CHCl3 as a solvent, under nitrogen protection,The reaction was carried out at 70 C for 48 h, cooled to room temperature and concentrated.A purple oil was obtained which was recrystallized twice from petroleum ether to give a purple solid.The yield was 70%.

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

Reference:
Patent; Jiangxi Science and Technology Normal University; Gao Fei; Shen Liang; Xu Dongdong; Zhong Jiang; Cao Zhiyuan; (8 pag.)CN108864155; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-76-0, A common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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 protected intermediate 39 (1 eq.) in anhydrous DMF (5mL/mmol) under argon were successively added potassium fluoride (2 eq.) and the appropriate alkyl iodide (1.5 eq.). The resulting mixture was stirred at rt until full conversion of the starting material, as assessed by LCMS and TLC. The mixture was then diluted with water and extracted twice with CH2Cl2. The combined organic layers were dried (MgSO4) and concentrated. The product was obtained by purification by flash column chromatography. KF could be substituted to TBAF if necessary.

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; Baud, Matthias G.J.; Bauer, Matthias R.; Verduci, Lorena; Dingler, Felix A.; Patel, Ketan J.; Horil Roy, Deeptee; Joerger, Andreas C.; Fersht, Alan R.; European Journal of Medicinal Chemistry; vol. 152; (2018); p. 101 – 114;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 624-76-0,Some common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

2-(2,5,7,8-Tetramethyl-(2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy))ethan-1-ol (13) A solution of R,R,R-alpha-tocopherol (0.5 g, 1.16 mmol) in N,N-dimethylformamide (20 mL) was treated with iodoethanol (1.7 g, 10 mmol) and an excess of powdered NaOH (2.5 g, 63 mmol). The resulting yellow slurry was stirred vigorously for 24 h at room temperature. The reaction was acidified with 5 N HCl and extracted with diethyl ether (3*30 ml). The combined ether layers were washed with H2O (3*30 ml) and brine (1*30 ml), and then dried with Na2SO4. The ether solution was concentrated to a yellow oil that was purified by silica gel chromatography eluding with 30% (v/v) EtOAc and 2% acetic acid in hexanes. The resulting yellow liquid was dissolved in diethyl ether (30 ml), washed with H2O (3*20 mL) and brine (1*20 mL), and then dried with Na2SO4. The resulting solution was concentrated to a light yellow oil and dried in vacuo for 48 h. This yielded 13 as yellow oil (0.40 g, 73%). 1H-NMR (CDCl3/TMS, ppm): 0.87 (m, 12H, 4a’-, 8a’-, 12a’-, 13′-CH3), 1.0-1.6 (m, 24H, 4′-, 8′-, 12′-CH, 1′-, 2′-, 3′-, 5′-, 6′-, 7′-, 9′-, 10′-, 11′-CH2, 2a-CH3), 1.81 (m, 2H, 3-CH2), 2.07, 2.14, 2.16 (3*s, 9H, 5a-, 7a-, 8a-CH3), 2.59 (t, J=6.6 Hz, 2H, 4-CH2), 3.79 (m, 2H, OCH2), 3.94 (m, 2H, OCH2); 13C-NMR (CDCl3, ppm): 11.7, 11.8, 12.7 (5a-, 7a-, 8a-CH3), 19.6, 19.7 (CH3), 20.6, 21.0 (CH2), 22.6, 22.7 (CH3), 23.8 (2a-CH3), 24.4, 24.8 (CH2), 28.0 (CH), 31.2 (3-CH2), 32.7, 32.8 (CH), 37.3, 37.4, 37.5, 39.4, 40.0 (CH2), 63.1, 69.2 (OCH2), 75.0 (2-C), 117.8, 123.4, 126.4, 128.3 (aryl C), 149.2, 149.5 (aryl C-O); MS (CI, m/z): 475 (M+H+, Calc. for C31H54O3 474.40729).

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

Reference:
Patent; Research Development Foundation; US6703384; (2004); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-76-0,Some common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

(a) Synthesis of compound (m-2) Under a nitrogen atmosphere, a three-necked flask equipped with a stirrer chip and a dropping funnel was charged with 20.9 g (200 mmol) of the compound (m-1), which was dissolved in 160 ml of dichloromethane. The dichloromethane solution was cooled to 0C and 30.4 g (300 mmol) of triethylamine was added, followed by further stirring. After adding 37.8 g (220 mmol) of ethanol diiodide dropwise over 30 minutes, the reaction solution was heated to room temperature and stirred for two hours. After the reaction, the reaction solution was added to 300 ml of saturated ammonia chloride water and the dichloromethane layer was extracted using a separating funnel. The remaining water layer was extracted twice with 200 ml of dichloromethane. After removing the solvent from the collected dichloromethane layer, the residue was separated using column chromatography to obtain a compound (m-2).

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

Reference:
Patent; JSR Corporation; EP1961739; (2008); A1;,
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. 624-76-0, name is 2-Iodoethanol belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Iodoethanol

Production Example 235-1 Synthesis of 2-iodoethyl acetate 2-Iodoethanol (1.541 g, 8.96 mmol) was dissolved in dichloromethane (30 ml). To the solution, pyridine (1.54 ml, 17.92 mmol), N,N-dimethyl-4-aminopyridine (109 mg, 0.896 mmol), and acetic anhydride (2.54 ml, 26.88 mmol) were added, and the mixture was stirred at room temperature for 3 hours. After reaction, the organic layer was washed with 0.1M hydrochloric acid and a saturated aqueous solution of sodium bicarbonate. The organic layer was dried over magnesium sulfate, and the solvent was distilled off to obtain the title compound (1.108 g, yield: 57.8%) as a yellow oil. 1H-NMR (400 MHz, DMSO-d6) delta: 2.10 (3H, s), 3.30 (2H, t, J=6.8 Hz), 4.33 (2H, t, J=6.8 Hz).

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kabushiki Kaisha Yakult Honsha; Ikeda, Takashi; Ono, Masahiro; Ueno, Satoshi; Yamazaki, Ryuta; Yaegashi, Takashi; Matsuzaki, Takeshi; US2014/343017; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 624-76-0, These common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, 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 4a (617mg, 4.6mmol) was reacted with 2-Iodoethanol (0.54mls, 6.9mmol) and diisopropylethylamine (1.2mls, 6.9mmol) in ACN (20mls) at 30oC for 48 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography with hexane and EtOAc to provide the compound (483mg, 2.7mmol, 59% yield) as a light brown oil. HRMS (ESI, positive) m/z calcd. for C11H18N1O1 [M+H]+: 180.13829, found: 180.13829. 1H NMR (400 MHz, CDCl3) delta 7.28 – 7.19 (t, J = 8.0 Hz, 2H), 6.92 – 6.85 (d, J = 8.2 Hz, 2H), 6.83 – 6.75 (t, J = 7.3 Hz, 1H), 4.03 – 3.88 (hept, J = 6.6 Hz, 1H), 3.70 – 3.62 (t, J = 6.2 Hz, 2H), 3.34 – 3.24 (m, 2H), 1.19 – 1.12 (d, J = 6.6 Hz, 6H).

Statistics shows that 2-Iodoethanol is playing an increasingly important role. we look forward to future research findings about 624-76-0.

Reference:
Article; Bell-Horwath, Tiffany R.; Vadukoot, Anish K.; Thowfeik, Fathima Shazna; Li, Guorui; Wunderlich, Mark; Mulloy, James C.; Merino, Edward J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 10; (2013); p. 2951 – 2954;,
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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

1.47 g (3 mmol) of compound (4b) and 1.24 g (9 mmol) of potassium carbonate were added to a 50 ml round-bottomed flask. 25 ml of double distilled DMF was added and 0.7 ml (9 mmol) of iodoethanol was slowly added dropwise and the mixture was stirred at 50 C. for 8-12 h .After the reaction was completed, the reaction mixture was diluted with 100 ml of ethyl acetate and washed with water (25 ml × 4) to remove DMF. The organic phase was dried over anhydrous Na 2 SO 4 for 1 h,The filtrate was spin-dried over the column to give a pale yellow colored solid (5b) 1.08g, 67% yield.

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yantai University; Wang Hongbo; Hong Xuechuan; Fu Fenghua; Tian Jingwei; Lv Zhenbin; Lei Lei; Ma Jinbo; Zhai Rong; Lv Guangyao; (11 pag.)CN106317050; (2017); 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 624-76-0 as follows. COA of Formula: C2H5IO

Example 396 (Z)-3-(2-Hydroxyethyl)-5-[{7-(4-methoxyphenyl)furo[3,2-c]pyridin-2-yl}methylene]thiazolidine-2,4-dione Step 1: Synthesis of 3-(2-hydroxyethyl)thiazolidine-2,4-dione Thiazolidinedione (12.8 mmol), 2-iodoethanol (15.1 mmol), potassium carbonate (17.4 mmol) and tetrabutylammonium iodide (1.3 mmol) were placed in acetone (25 ml), and stirred at 40 C. for 10 hours. The reaction mixture was cooled to room temperature, filtered through Celite, and concentrated under reduced pressure to yield brown oil. The residue thus obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1, v/v) to obtain the title compound as colorless oil (yield: 54%). 1H NMR (CDCl3, 400 MHz) delta 4.00 (s, 2H), 3.85 (brs, 4H), 1.94 (brs, 1H)

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YUHAN CORPORATION; Seo, Hyoung Sig; Kim, Tae Kyun; Lee, Hyun Joo; Kim, Dong Hoon; Lee, Gyu Jin; Park, Jun Chul; Gal, Ji Yeong; Kim, Tae-hoon; Hyun, Kwan Hoon; Ahn, Kyoung Kyu; Park, Kaapjoo; Nam, Su Youn; Lee, Ge Hyeong; Lim, Hee Jong; US2015/191478; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-76-0, name is 2-Iodoethanol, 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. Recommanded Product: 2-Iodoethanol

Cesium carbonate (3.91 g) is added to a solution of N-(4-chlorobenzyl)-4-hydroxy-2- (hydroxymethyl) thieno [[2, 3-B] PYRIDINE-5-CARBOXAMIDE] (3.49 g, prepared as described in US 6,239, 142) and 2-(2-iodoethoxy)tetrahydro-2H-pyran (2.56 g, prepared by mixing equal molar amounts [OF 2-IODOETHANOL] and 3, 4-dihydro-2H-pyran) in DMF (20 mL). The reaction mixture is stirred at [100 C FOR] 17 hours. The solvent is evaporated and the residue is dissolved in 10% CH30H in [CH2C12.] The mixture is washed with water and the organic layer is dried (MgSO4), filtered, concentrated. The crude product is crystallized from EtOAc to afford 3.8 g of the title compound as a white solid. Physical characteristics. 1H NMR (400 [MHZ,] DMSO-d6) delta 10.59, 8.71, 7.39, 7.38, 7.29, 5.79, 4. [69,] 4.58, 4.54, 4. [48,] 3.96, 3.78, 3.30, 1.54, 1.39, 1. [29 ;] MS (EI) [RNLZ] 476 [(M”), HRMS (FAB) ] 477.1245 (M+H) +.

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; FLECK, Bruce, Francis; WO2004/22567; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com