Tag: M.W=100-200

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

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. 7681-82-5, name is Sodium iodide, A new synthetic method of this compound is introduced below., Recommanded Product: 7681-82-5

General procedure: 74.4mg (0.133mmol) of 1a? and 201mg (1.34mmol) of NaI are added to a round bottom flask with a stir bar followed by 10ml of THF. A reflux condenser is attached and the flask is submerged in an oil bath and refluxed for 3h. Then the mixture is allowed to cool to room temperature and solvent is evaporated. The residue is extracted with CH2Cl2, sonicated, and filtered through Celite with CH2Cl2. The process was repeated 3 times to remove and sodium halide. The solvent is evaporated from the combined extracts

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; Walsh, Aaron P.; Brennessel, William W.; Jones, William D.; Inorganica Chimica Acta; vol. 407; (2013); p. 131 – 138;,
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

Application of 74-88-4,Some common heterocyclic compound, 74-88-4, name is Iodomethane, molecular formula is CH3I, 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: Following an adaptation of the procedure of McKillop et al.7, anaqueous solution of 1.20 g of NaOH (30 mmol, 3.0 eq.) in 50 mL of deionized water was added to astirring solution of 2.31 g (10 mmol) of 2-bromo-isovanillin (2-bromo-3-hydroxy-4-methoxybenzaldehyde)in 50 mL of dichloromethane. Next, phase transfer catalyst was added, as 3.40 g of eithertetrabutylammonium hydrogen sulfate (TBAHS, 10.0 mmol, 1.0 eq.) or recycled catalyst (assuming thatthe recovered catalyst is tetrabutylammonium hydroxide, 2.6 g is 10 mmol, 1.0 eq). Once dissolved, 17g (120 mmol, 12 eq.) of methyl iodide was then added to the mixture and the reaction was allowed tostir at room temperature. Reaction progress was monitored by HPLC. As monitored by HPLC, reactionprogress generally showed complete turnover to product with no side products by 3 hours, however thesolution was typically allowed to stir overnight for convenience. The reaction mixture was extracted with3 x 50 mL portions of CH2Cl2. The combined organic extracts were washed with brine and deionizedwater, dried over MgSO4, filtered, and concentrated by evaporation under reduced pressure to yield aeither a white or yellow solid. To remove catalyst, the solid was first ground to a fine powder with amortar and pestle. This solid was poured on top of a 2 – 3 cm layer of dry silica gel in a 3 – 4 cm (I.D.)sintered glass fritted Buchner funnel. The solid was extracted with 1:5 ethyl acetate:hexanes in 75 mLportions by pouring the solvent mixture over the dry solids with vacuum suction to collect the solutionin a round bottom flask. Allow the solids to dry between solvent portions for best separation. The first1250 mL typically contained 85 – 95% of pure product. The combined eluent was evaporated to drynessunder reduced pressure to afford a dense, white, flakey solid (2.06 g, 90%). If the product was found tocontain non-halogenated contaminants from the previous step, pure halogenated product was easilyobtained by recrystallization from hexanes. The phase transfer catalyst, presumably a mixture oftetrabutylammonium salts, was recovered by either scooping it out of the filter or by eluting with ethylacetate.

The synthetic route of 74-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maresh, Justin J.; Ralko, Arthur A.; Speltz, Tom E.; Burke, James L.; Murphy, Casey M.; Gaskell, Zachary; Girel, Joann K.; Terranova, Erin; Richtscheidt, Conrad; Krzeszowiec, Mark; Synlett; vol. 25; 20; (2014); p. 2891 – 2894;,
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

Electric Literature of 627-32-7, 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. 627-32-7, name is 3-Iodo-1-propanol belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 191 Preparation of 4-[6,6-dimethyl-4-oxo-3-(phenylamino)-4,5,6,7-tetrahydro-1H-indol-2-yl]-1-(3-hydroxyropyl)pyridinium iodideA mixture of Example 1 (57 mg, 172 muetaetaomicronIota), 3-iodopropan-1 -ol (2eq), K2CO3 (4eq) in DMF (1 mL) was stirred at RT for 16 h and then at 100C for 16h. Filtered, concentrated and purified by preparative HPLC (Column: XBridge C18 5muetaiota 100×30 mm; Solvent A: Water + 0.1 % TFA; Solvent B: Acetonitrile; Gradient; 0-8 min, 20-40% B: Flow: 70 mL/min) to give the desired product (25 mg, 30%).1 H-NMR (400 MHz ,DMSO-d6), d [ppm]= 1 .09 (6H), 1 .97 (2H), 2.29-2.39 (3H), 2.82 (2H), 3.39 (2H), 4.38 (2H), 6.71 (2H), 6.78 (1 H), 7.09-7.17 (2H), 7.73 (2H), 8.12 (1 H), 8.66 (2H), 12.38 (1 H).

The synthetic route of 3-Iodo-1-propanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (2015); A1;,
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

Electric Literature 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.

To a solution of 44.81 g of lithium chloride in acetone was added 151.19 g of sodium iodide(1.05: 1). After 1 hour reaction, the reaction was completed and the sodium chloride was filtered off. The filtrate was concentrated to dryness to obtain lithium iodide. After drying, 134.12 g (97.80%) of anhydrous lithium iodide Rate 98%. Steamed acetone recovery, in addition to water recycling. The conversion ratio of anhydrous lithium chloride and anhydrous sodium iodide was 1.05: 1, and the conversion rate of lithium iodide was higher than that of Example 1.

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

Reference:
Patent; Shandong Boyuan Pharmaceutical And Chemical Co., Ltd.; Li Chenglin; Wang Qingmin; Zhai Yongli; Chu Rongqiang; (8 pag.)CN106928268; (2017); A;,
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. 624-75-9, name is 2-Iodoacetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2H2IN

The compound obtained in Example 64 (4.6 g, 15.35 mmol) and potassium carbonate (10.6 g, 76.73 mmol) were added to acetone (100 mL) and refluxed for 2 hours. To this reaction mixture was dropwise added iodoacetonitrile (1.34 mL, 18.42 mmol), and refluxed over 2 hours. The acetone was removed by vacuum distillation, and the residue was treated in water (200 mL) and ethyl acetate (200 mL). The organic layer was dried over anhydrous magnesium sulfate and distillated in a vacuum. The concentrate was subjected to column chromatography (silica gel, ethyl acetate-hexane 2:3 v/v) to afford a mixture of 2:1 of regioisomers as yellow oil. These two regioisomers (4.16 g, 80%) were used in the next reaction step without separation.Example 65-2Preparation of 4-(2-chloropyridin-5-yl)-5-(3-methoxy-5-methylphenyl)-pyrazol-1-yl)acetonitrile1H NMR (CDCl3) delta 2.28 (s, 3H), 3.66 (s, 3H), 5.16 (s, 2H), 6.71 (s, 2H), 6.84 (s, 1H), 7.24 (d, J=8.3 Hz, 1H), 7.49 (dd, J=2.3, 5.9 Hz, 1H), 7.70 (s, 1H, 8.32 (s, 1H); 13C NMR (CDCl3) delta 21.57, 39.89, 55.23, 110.80, 113.76, 115.28, 117.76, 121.47, 124.02, 127.24, 129.92, 132.57, 138.58, 140.12, 148.71, 149.92, 151.17, 159.69, 162.33.To a solvent mixture of THF and water (4:1, 10 mL) were added the mixture prepared in Example 65 (320 mg, 0.95 mmol), 3-acetylphenylboronic acid (0.19 g, 1.13 mmol), dichlorobis(triphenylphosphine)palladium (II) (33 mg, 0.04 mmol) and potassium carbonate (0.13 g, 0.95 mmol). The reaction system was purged with nitrogen gas for 10 min, and stirred at 70 C. for 12 hours under nitrogen atmosphere. The reaction mixture was cooled at room temperature, washed with ice water (100 mL) and extracted with ethyl acetate (100 mL×3). The organic extract was dried over anhydrous magnesium sulfate and distilled under vacuum. The residue was subjected to prep-TLC using a solvent mixture of ethyl acetate/hexane to purify the desired products.Purification yield by prep-TLC (silica gel, ethyl acetate-hexane, 1:2, v/v): (202 mg); m.p. 73-74 C.; 1H NMR (CDCl3) delta 2.27 (s, 3H), 2.65 (s, 3H), 3.66 (s, 3H), 5.16 (s, 2H), 6.71 (s, 1H), 6.77 (s, 1H), 6.91 (s, 1H), 7.54 (t, J=7.7 Hz, 1H), 7.60-7.72 (m, 3H), 8.97 (d, J=7.5 Hz, 1H), 8.19 (d, J=7.5 Hz, 1H), 8.58 (s, 1H), 8.63 (s, 1H); 13C NMR (CDCl3) delta 21.55, 26.83, 39.84, 55.19, 110.91, 113.92, 115.23, 118.77, 120.03, 121.58, 126.53, 127.18, 128.77, 129.14, 129.93, 131.22, 133.02, 136.57, 137.63, 139.31, 139.97, 149.01, 151.22, 154.56, 159.68, 198.12.

The synthetic route of 624-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEE, So Ha; Yoo, Kyung Ho; Oh, Chang Hyun; Han, Dong Keun; El-Deeb, Ibrahim Mustafa; Park, Byung Sun; Jung, Su Jin; US2011/15395; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

7681-82-5, name is Sodium iodide, 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. HPLC of Formula: INa

Complex (-)-2 (0.29g, 0.32mmol) was dissolved in dichloromethane (50mL) and treated with excess concentrated hydrochloric acid (2mL) at room temperature for 5min. The mixture was then washed with water (3×50mL). Next, sodium iodide (0.1g) in water (50mL) was added and stirred vigorously for 3min. The organic layer was washed with water (3×50mL) and dried (MgSO4). The solvent was removed and the complex (-)-3 was isolated by column chromatography on a silica column with dichloromethane (0.19g, 70%). [alpha]D=-78.6 (c 0.14, CH2Cl2). Mp: 85-86C. Anal. Calcd for C26H26As2I2Pd: C, 36.8; H, 3.1. Found: C, 36.9; H, 3.2. 1H NMR (CDCl3, delta): 1.48 (s, 3H, =CCH3), 1.57 (s, 3H, =CCH3), 2.05 (dd, 3JHH=9.5, 2JHH=13.6Hz, 1H, CHCH2), 2.55 (d, 2JHH=13.0Hz, 1H, CHCH2), 2.96 (dt, 3JHH=2.1, 3JHH=9.4Hz, 1H, CHCH2), 3.07 (d, 3JHH=2.1Hz, 1H, AsCH), 3.52 (d, 3JHH=2.6Hz, 1H, AsCH), 7.37-8.02 (m, 15H, aromatics). 13C NMR (CDCl3, delta): 14.3, 15.7, 30.5, 31.4, 52.2, 56.3, 128.6, 129.1, 129.8, 129.9, 130.0, 130.9, 131.0, 131.1, 131.3, 131.6, 133.3, 133.7, 134.3, 135.8.

The synthetic route of 7681-82-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yao, Weiwei; Ma, Mengtao; Wang, Weifan; Cheng, Jianming; Xu, Li; Pullarkat, Sumod A.; Leung, Pak-Hing; Tetrahedron Asymmetry; vol. 25; 15; (2014); p. 1100 – 1103;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com