Tag: M.W=100-200

Application of 624-75-9, 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.

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 (0.3 g, 0.89 mmol), 2-acetylphenylboronic acid (0.18 g, 1.07 mmol), dichlorobis(triphenylphosphine)palladium (II) (32 mg, 0.05 mmol) and potassium carbonate(0.13 g, 0.89 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 to room temperature, washed with ice water (100 mL) and extracted with ethyl acetate (100 mL¡Á3). 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): (72 mg); m.p. 72-73 C.; 1H NMR (CDCl3) delta 2.18 (s, 3H), 2.36 (s, 3H), 3.78 (s, 3H), 4.95 (s, 2H), 6.68 (s, 1H), 6.75 (s, 1H), 6.86 (s, 1H), 7.43-7.59 (m, 6H), 7.91 (s, 1H), 8.49 (s, 1H); 13C NMR (CDCl3) delta 21.55, 30.49, 37.81, 55.38, 112.37, 114.78, 116.72, 118.33, 122.13, 122.67, 126.78, 127.62, 128.64, 128.92, 128.99, 130.26, 134.89, 138.22, 139.49, 141.23, 141.33, 141.58, 147.50, 155.33, 160.40, 204.23.

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-Iodoacetonitrile, other downstream synthetic routes, hurry up and to see.

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

Adding a certain compound to certain chemical reactions, such as: 624-75-9, name is 2-Iodoacetonitrile, 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 624-75-9, Formula: C2H2IN

A mixture of (2S,2’S)-3,3′-((((2,2′-dimethyl-[1,1′-biphenyl]-3,3′- diyl)bis(oxy))bis(propane-3,1-diyl))bis(azanediyl))bis(propane-1,2-diol) (Example 2079, 20 mg, 0.042 mmol) and 2-iodoacetonitrile (20 mul, 0.276 mmol) in methanol (1 mL) and N,N-diisopropylethylamine (50 muL, 0.286 mmol) was heated at 65 C for 4 h. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-mum particles;Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 25-65% B over 15 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min to give the pure title compound: (16.1 mg, 64%). LC/MS Condition E: ret time 1.65 min; m/e = 555 (M+H)+. LC/MS Condition F: ret time 1.45 min; m/e = 555 (M+H)+.

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-Iodoacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; GRANT-YOUNG, Katharine A.; ZHU, Juliang; SAULNIER, Mark G.; FRENNESSON, David B.; LANGLEY, David R.; HEWAWASAM, Piyasena; WANG, Tao; ZHANG, Zhongxing; MENG, Zhaoxing; SUN, Li-Qiang; MULL, Eric; SCOLA, Paul Michael; (370 pag.)WO2018/44963; (2018); 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. 624-75-9, name is 2-Iodoacetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C2H2IN

General procedure: Starting amine (5.0 mmol) was dissolved in dry diethyl ether (17 mL) and iodoacetonitrile (5.5 mmol, 919 mg) was added dropwise under cooling. The mixture was stirred at room temperature for 3-14 days, then precipitate was filtered off, washed with diethyl ether and dried in vacuo to give the corresponding quaternary ammonium salt 2. If the solid precipitate was not formed after 7 days, the mixture was evaporated under reduced pressure. The crude product was washed with diethyl ether (3 ¡Á 15mL) and dried in vacuo. The quaternary ammonium salt 2 was used in the next step without additional purification. The corresponding quaternary ammonium salt (3.0 mmol) was heated at 150 C on oil bath in freshly distilled DMF (7 mL) in a 25 mL round-bottom flask fitted with reflux condenser and CaCl2-tube for 15 minutes. The mixture was cooled to room temperature, diluted with H2O (20 mL) and extracted with PhMe (2 ¡Á 15mL). The organic phase then was washed with H2O (2 ¡Á 15mL) and brine (15 mL), dried over Na2SO4 and evaporated in vacuo to give the desired aminoacetonitrile 4. The latter, if necessary, was purified by column chromatography (it is convenient to visualize aminoacetonitriles on TLC-plate by treating with the diluted solution of ninhydrin in EtOH). Note, that aminoacetonitriles are moisture sensitive. Products after column chromatography were additionally dried by the addition of dry PhMe (5 mL) and evaporation in vacuo.

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

Reference:
Article; Buev, Evgeny M.; Smorodina, Anastasia A.; Stepanov, Maxim A.; Moshkin, Vladimir S.; Sosnovskikh, Vyacheslav Y.; Tetrahedron Letters; vol. 59; 17; (2018); p. 1638 – 1641;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 624-76-0, name is 2-Iodoethanol, 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 624-76-0, category: iodides-buliding-blocks

1.57 g (3 mmol) of the compound (4d) and 1.24 g (9 mmol) of potassium carbonate were added to a 50 ml round bottom flask,Add 25ml double distilled DMF, slowly add iodoethanol 0.7ml (9mmol), the reaction was stirred at 50 for 12h.After the reaction was completed, the reaction mixture was diluted with 100 ml of ethyl acetate and washed with water (25 ml ¡Á 4) to remove DMF. The organic phase was dried over anhydrous Na 2 SO 4 for 1 h, filtered and the filtrateRotate the column to give a pale yellow solid (5d) 1.11g, 65% 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; 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

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. 74-88-4, name is Iodomethane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: CH3I

To a solution of 3-iodo-4-hydroxy-5-methoxybenzaldehyde (1.05 g, 3.78 mmol) in CH2Cl2 (50.0 mL) was added aqueous NaOH solution (1.93 g in 30.0 mL of water) and tbutylammonium iodide (2.09 g, 5.66 mmol) and stirred until clear. Methyl iodide (2.80 mL, 45.8 mmol) was added to the reaction mixture and stirred for 12 h at room temperature. The reaction was quenched with 6N HCl, and the organic product was extracted with CH2Cl2, washed with brine, dried, and concentrated to give a solid. The solid was chromatographed (pentane:dichloromethane, 1:1) to give a white solid. (Yield: 957 mg, 3.28 mmol, 87%). 1H NMR (d1-CDCl3, 400 MHz, 20C): delta = 9.81 (s, 1H, C(O)H), 7.83 (d, J = 1.8 Hz, 1H, ArH), 7.39 (d, J = 1.8 Hz, 1H, ArH), 3.91 (m, 6H, 2x OCH3). 13C NMR (d1-CDCl3, 100 MHz, 20C): delta = 189.7, 154.1, 153.0, 134.6, 133.9, 111.1, 92.1, 60.6, 56.1. ESMS calcd for C9H10IO3 [M+H]+ : 292.9669, found 292.9675.

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 74-88-4.

Reference:
Article; Waghorn, Philip A.; Jackson, Mark R.; Gouverneur, Veronique; Vallis, Katherine A.; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 117 – 129;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 74-88-4, 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. 74-88-4 name is Iodomethane, 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.

l,5-Dichloro-2-iodo-3-methoxybenzene (10a)To the crude material from the preparation of 3,5-dichloro-2-iodophenol (9) in DMF (300ml) was added CS2CO3 (63.7g, 196mmol) and Mel (14.4ml, 231mmol). After 16 h, the reaction mixture was filtered over Celite, concentrated, and then partitioned between EtOAc and 2M HC1. Separation of the organic phase and concentration provided an oil, which was triturated from PE to provide the title compound as a pale yellow solid; (32g, 57%).NMR (CDCI3) delta 7.19 (1H, d, J2.2), 6.74 (1H, d, J2.2), 3.95 (3H, s);MS (m/e) No MI observed, Rt 1.15min (QC Method 1).

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

Reference:
Patent; ARROW THERAPEUTICS LIMITED; ASTRAZENECA UK LIMITED; BARNES, Michael, Christopher, Stratton; FLACK, Stephen, Sean; FRASER, Ian; LUMLEY, James, Andrew; PANG, Pui Shan; SPENCER, Keith, Charles; TIBERGHIEN, Nathalie, Anne, Laure; TOMKINSON, Gary, Peter; WO2011/151651; (2011); A1;,
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., Recommanded Product: 624-76-0

Step 2 tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane To 2-iodoethanol (20 gm, 116 mmol) suspended in methylene chloride (500 mL) was added dimethylaminopyridine (100 mg) followed by diisopropylethylamine (30 mL, 174 mmol) and tert-butyldimethylsilyl chloride (19 gm, 128 mmol). The reaction was stirred overnight and the solvent was removed in vacuo and the residue was passed through a short column of silica gel and eluted with 95:5 methylene chloride: methanol. The desired fractions were combined and the solvent was removed in vacuo to give the desired product. 1 H NMR (400 MHz, CDCl3) delta 3.84 (dd, 2H); 3.20 (dd, 2H); 0.9 (m, 9H); 0.1 (m, 6H).

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; Merck & Co., Inc.; US5939439; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 7681-82-5, 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. 7681-82-5, name is Sodium iodide, This compound has unique chemical properties. The synthetic route is as follows.

PdCl2 (PPh3) 2 (50 mg, 0.071 mmol),NaI (107 mg, 0.71 mmol),10 mL of dichloromethane,And 10 mL of water were sequentially added to a 50 mL round bottom flask,The reaction was stirred at room temperature for 8 hours and the organic layer was separated,Dried over anhydrous sodium sulfate,Filter concentrate,The crude product was recrystallized from dichloromethane / petroleum ether to give red crystals as PdI2 (PPH3) 2 complex,Yield: 90%.

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

Reference:
Patent; Tianjin Normal University; Liu, Guiyan; Liu, Chengxin; (7 pag.)CN106243151; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 624-75-9, 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.

To a ice cooled stirred solution of ((benzyloxy)carbonyl)-phenylalanine (19) (0.5 g, 1.670 mmol) and TEA (0.233 mL, 1.670 mmol) in DMF (5 mL) was added 2-iodoacetonitrile (0.121 mL, 1.670 mmol) drop-wise and the resulting solution was stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (2 x 25 mL). Combined organic layer was washed with water (50 mL), saturated brine solution (50 mL) and dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to afford brown gummy liquid of the crude product. The crude compound was purified by silica-gel flash column chromatography (eluted with ethyl-acetate/pet-ether = 2/10) to afford Cyanomethyl ((benzyloxy)carbonyl)phenylalaninate (1f) (0.5 g, 88%) as off-white solid. 1H NMR (300 MHz, DMSO-d6): delta 7.19-7.38 (m, 11H), 5.02 (s, 2H), 4.96 (d, 2H), 4.33-4.41 (m, 1H), 2.87-3.10 (m, 2H). 13C NMR (75 MHz, DMSO-d6): delta 171.4, 156.3, 136.4, 137.3, 137.2, 129.6, 128.8, 128.7, 128.2, 128.0, 127.1, 116.1, 65.9, 55.6, 49.9, 36.5 MS (ESI): 356.2 as [M+H2O] in +Ve mode and as 338.2 [M-1] in -Ve mode.

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-Iodoacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Karmakar, Ananta; Basha, Mushkin; Venkatesh Babu; Botlagunta, Murali; Malik, Noormohamed Abdul; Rampulla, Richard; Mathur, Arvind; Gupta, Arun Kumar; Tetrahedron Letters; (2018); p. 4267 – 4271;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, 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. category: iodides-buliding-blocks

1-Methylimidazole and 12 iodoacetonitrile in 13 ethanol was refluxed and stirred at 50C for 12h, the mole ratio was 1:1. A faint yellow powder forms in the reaction. After evaporation of the solvent, the crude product was washed with ethyl acetate and diethyl ether three times, respectively, and dried under vacuum at 50C for 24h to provide pure [MCNIm][I]. Anion exchange with LiTFSI afforded the liquid-state [MCNIm][TFSI] in high yield over 80%. The chemical structure was further confirmed by 1H NMR (DMSO-d6, 400MHz): 9.26 (s, 1H), 7.90 (t, 1H), 7.81 (t, 1H), 5.60 (s, 2H), 3.89 (s, 3H). Using a similar procedure, [RCNIm][I] and [RCNIm][TFSI] from 14 1-ethylimidazole and 1-buthylimidazole can also be obtained and purified. 1HNMR (DMSO-d6, 400MHz) for [ECNIm][I]: 9.34 (s, 1H), 7.92 (t, 2H), 5.59 (s, 2H), 4.26 (m, 2H), 1.43 (s, 3H). 1HNMR (DMSO-d6, 400MHz) for [BCNIm][I]: 9.34 (s, 1H), 7.93 (t, 1H), 7.91 (t, 1H), 5.59 (s, 2H), 4.23 (m, 2H), 1.78 (m, 2H), 1.26 (m, 2H), 0.91 (t, 3H).

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

Reference:
Article; Su, Ying; Wang, Hao; Zhao, Jie; Rummeli, Mark H.; Gao, Yongqian; Jiang, Ying-Bing; Zhang, Labao; Zou, Guifu; Electrochimica Acta; vol. 280; (2018); p. 258 – 265;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com