Tag: M.W=100-200

Electric Literature of 624-75-9, 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. 624-75-9, name is 2-Iodoacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 5-bromo-2-isopropyl-4-methoxy- phenol from step 4(0.831 g, 34 mmol) and K2C03 (0.562 g, 4.1 mmol) in 17 mE dimethyl formamide (DMF) was added iodoacetonitrile (0.594 g, 3.6 mmol). The mixture was warmed to 60 C. for 30 minutes and then allowed to cool to room temperature. After cooling to room temperature the mixture was taken up in SOmE of H20 and extracted with 1:1 toluene/ethyl acetate, washed with H20 and then with brine. The combined organic layers were dried over Na2504, filtered and concentrated in vacuo to give a crude solid. Purification via flash chromatography (1:1 hexane/CH2C12) afforded (5-bromo-2-isopropyl-4-methoxy-phenoxy)-aceto- nitrile (0.611 g, 63%) as a while solid.

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

Reference:
Patent; Ford, Anthony P.; McCarthy, Bruce G.; US2015/57299; (2015); A1;,
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Some common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, molecular formula is C2H2IN, 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. Product Details of 624-75-9

A mixture of [4- (4-HYDROXYPHENYL) butyl] carbamic acid tert-butyl ester 31 (0.365 g, 1.37 mmol) and Cs2CO3 (0.672 g, 2.06 mmol) in anhydrous DMF (8 mL) was heated at 65 C for 30 min. IODOACETONITRILE (0.276 g, 1.651 mmol) was then added to the mixture in one portion. The mixture was stirred at 65 C overnight, and then cooled to room temperature. The precipitated solid was filtered, and the filtrate was partitioned between water and dichloromethane (each 50 mL). The organic layer was separated, washed with brine (3 x 50 mL), dried over anhydrous NA2S04 and concentrated under vacuum. The residue was chromatographed on silica gel, eluting with a mixture of diethyl ether/dichloromethane (6: 94, v/v), to afford the desired product 40 (0.109 g, 38% yield) as a colorless viscous OIL. 1H NMR (300 MHz, CDC13) : 8 1.43 (s, 9H), 1.57 (M, 4H), 2.60 (t, 2H), 3.15 (M, 2H), 4.49 (br, 1H), 4.75 (s, 2H), 6.91 (d, 2H), 7.13 (d, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 624-75-9, its application will become more common.

Reference:
Patent; PARION SCIENCES, INC.; WO2005/18644; (2005); A1;,
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Synthetic Route of 624-75-9, A common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, molecular formula is C2H2IN, 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: Individual solutions of secondary N-alpha-trimethylsilylmethyl-N-benzylamines19 (5mmol) in acetonitrile (100mL) containing K2CO3 (10mmol) and 2-iodoacetonitrile (4.5mmol) were stirred for 12hat room temperature and concentrated in vacuo to give residues that were partitioned between water and CH2Cl2. The CH2Cl2 layers were dried and concentrated in vacuo to afford residues that were subjected to silica gel column chromatography (EtOAc/hexane=1: 15 – 1: 30) to yield corresponding alpha-aminonitiriles 11a18 (91%), 11b (74%), 11c (78%), 11d (85%), 11e (75%), 11f (75%), 11g (74%), 11h (75%), 11i (78%), 11j (78%) and 11k (66%). 11a (liq): 1H NMR 0.12 (s, 9H), 2.18 (s, 2H), 3.40 (s, 2H), 3.62 (s, 2H), 7.27-7.34 (m, 5H).

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

Reference:
Article; Lim, Suk Hyun; Cho, Dae Won; Choi, Jungkweon; An, Hyunjun; Shim, Jun Ho; Mariano, Patrick S.; Tetrahedron; vol. 73; 44; (2017); p. 6249 – 6261;,
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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 7681-82-5 as follows. Recommanded Product: Sodium iodide

General procedure: Complexes 2 and 3 were synthesised by following a similar procedure as described for complex 1 but using anhydrous Cd(ClO4)2 (0.311g, 1mmol) and NaBr (0.101g, 1mmol) (For complex 2)/NaI (0.149g, 1mmol) (For complex 3) respectively instead of CdCl2 (0.183g, 1mmol). The needle shaped brown colored crystals of 2 and 3 were washed with a methanol-water mixture and dried in desiccator containing anhydrous CaCl2 and then characterized by elemental analysis, spectroscopic methods, and X-ray diffraction. Complex 2: Yield: 0.851g, 73.36% (with respect to CuL). Anal. Calc. for C50H40CdCu2Br2N4O4: C, 51.76; H, 3.48; N, 4.83. Found: C, 51.59; H, 3.41; N, 4.94%. IR (KBr pellet, cm-1): nu(C=N) 1603. UV/Vis: lambdamax(nm) [epsilonmax(M-1 cm-1)] in (DMF)=588(470), 383(29570), 313(62182). Complex 3: Yield: 0.910g, 72.56% (with respect to CuL). Anal. Calc. for C50H40CdCu2I2N4O4: C, 47.88; H, 3.21; N, 4.47. Found: C, 47.73; H, 3.07; N, 4.30%. IR (KBr pellet, cm-1): nu(C=N) 1602. UV/Vis: lambdamax(nm) [epsilonmax(M-1 cm-1)] in (DMF)=589(479), 382(38868), 313(81774).

According to the analysis of related databases, 7681-82-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ganguly, Sayantan; Bauza, Antonio; Frontera, Antonio; Ghosh, Ashutosh; Inorganica Chimica Acta; vol. 492; (2019); p. 142 – 149;,
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Synthetic Route 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.

Synthesis of 49; A Schlenk tube was charged with complex 3 (83.4 mg, 0.18 mmol), Nal (539.6 mg,3.6 mmol), and 5 mL of THF. The reaction mixture was stirred at room temperature for 8 h. All volatiles were removed under vacuum. The residue was dissolved in toluene, and the resulting suspension was passed through a plug of Celite. All the volatiles were removed, and the residue was washed with diethyl ether (3 x 5 mL) to give 49 as a dark red powder. Yield: 68% (78.5 mg, 0.12 mmol).1H NMR (CD2C12, 300 MHz): delta 7.19 (s, 2H,CHiinid), 5.69 (d, J = 5.91 Hz, 2H, CHpCym), 5.52 (septet, J = 6.60 Hz, 2H, CHiSoP imid), 5.15 (d, J = 5.88 Hz, 2H, CHpcym), 3.29 (septet, J = 6.93 Hz, 1H, CHjsop pcym ), 2.01 (s, 3H, CH3pcym), 1.44 (br, 12H, CH3isop imid), 1.32 (d,13C {1H} NMR (CD2C12, 100MHz): delta 167.6 (C-Ru), 120.1 (CHimid), 108.4 (Cqpcym), 99.8( qpcym), 87.3 (CHpcym), 82.3 (CHpcym), 55.0 (CHjsop jmid), 32.0 (CHjSop pcym), 25.7 (CH3jsop imid), 25.1 (CH3jsop imid), 23.2 (CH3isop pcym), 19.8 (CH3pcym).Anal, calcd for C20H32C12I2N2-Ru (49-3CH2Cl2, 726.3): C, 33.08; H, 4.44; N, 3.86. Found: C, 33.46; H, 4.01; N, 4.03.

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

Reference:
Patent; NANYANG TECHNOLOGICAL UNIVERSITY; HONG, Soon Hyeok; GHOSH, Subhash Chandra; ZHANG, Yao; MUTHAIAH, Senthilkumar; CHEN, Cheng; XU, Xiangya; WO2011/34506; (2011); A1;,
Iodide – Wikipedia,
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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. 624-75-9, name is 2-Iodoacetonitrile, A new synthetic method of this compound is introduced below., Formula: C2H2IN

A 500-mL three-neck round-bottomed flask equipped with an addition funnel, thermometer and charged with 118a (6.70 g, 37.4 mmol), Iodoacetonitrile (12.5 g, 74.9 mmol), iron (II) sulfate heptahydrate (5.20 g, 18.7 mmol) and dimethyl sulfoxide (250 mL). Hydrogen peroxide (35%, 18.2 g, 187 mmol) was added dropwise to the mixture in 1 h through a syringe pump at room temperature using a water bath. Iron (II) sulfateheptahydrate (2 to 3 equivalent) was added to the reaction mixture in portions to keep the temperature between 25 C to 35 C, until the color of the reaction mixture is deep red. If TLC show the reaction not completed, then more hydrogen peroxide (2-3 equivalent) and more iron (II) sulfate heptahydrate (1-2 equivalent) were added in the same manner until the reaction is completed. After that time, the reaction mixture was partitioned between saturated sodium bicarbonate solution (200 mL) and ethyl acetate (400 mL). The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with saturated Sodium thiosulfate solution (50 mL), dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to afford a 78% yield (6.40 g) of 118b as a yellow oil: ]H NMR (500 MHz, CDC13) delta 6.23 (s, 1H), 4.23 (s, 2H), 3.94 (t, 2H, J = 6.5 Hz), 3.81 (s, 3H), 2.74 (t, 2H, J = 6.5 Hz), 2.00 (m, 2H), 1.83 (m, 2H); (APCI+) m/z 219.3 (M+H)

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

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
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Electric Literature of 74-88-4, The chemical industry reduces the impact on the environment during synthesis 74-88-4, name is Iodomethane, I believe this compound will play a more active role in future production and life.

In 10 ml of N,N-dimethylformamide was dissolved 1.8 g (10.6 mmol) of 2-chloro-6-methylbenzoic acid, and then, 1.49 g (10.8 mmol) of potassium carbonate and 2.7 ml of methyl iodide were added to the solution, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, water was added to the reaction mixture and the mixture was extracted with diethyl ether. The organic layer was successively washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was applied to silica gel column chromatography (eluent: hexane/ethyl acetate=9/1(volume ratio)) to obtain 1.69 g of the title compound as pale yellowish liquid. CI-MS (m/z); 171 (M++1).1H-NMR (delta, CDCl3); 2.32 (s, 3H), 3.95 (s, 3H), 7.10 (t, J=4.3Hz, 1H), 7.22-7.23 (m, 2H).

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, Iodomethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ube Industries, Ltd.; EP1408033; (2004); 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 [3]- (50 mg, 0.081 mmol) in acetonitrile (2 mL), chloramine-T (37 mg, 0.129 mmol),sodium iodide (15 mg, 0.097 mmol) and acetic acid (130 L) were added. The reaction mixture wasallowed to stir at room temperature for 10 h. For the workup, 20 mL of water were added and extractedwith ethyl acetate (3 x 15 mL), the organic layers were combined and washed with brine solution beforedrying over anhydrous sodium sulphate. The solvent was evaporated and the crude was purifiedusing column chromatography (silica gel, 10% MeOH in dichloromethane) to yield [5]- as a yellowsolid (25 mg, 41.6%). 1H-NMR (methanol-d4) delta 4.27 [Cc-H, 2H, s], 4.13 [Cc-H, 2H, s], 3.37 [CH2O, 2 H,t], 2.85 [CH2-S, 2 H, t], 2.31 [CH3, 3 H, s], 1.55 [CH2-CH2-O, 2 H, m], 1.45 [CH2-CH2S, 2 H, m], 1.36[CH2-CH2CH2O, 2 H, m]; 11B-NMR (methanol-d4) delta 21.47 [1B, s], 0.42[2B, d, 1J(B-H) = 145.4], 4.39[1B, s], 5.71 [4B, d, 1J(B-H) = 140.0], 7.27 [4B, d, 1J(B-H) = 152.8], 18.07 [2B, d, 1J(B-H) = 152.4],20.04 [2B, d, 1J(B-H) = 161.3], 23.45 [1B, d, 1J(B-H) = 161.3], 27.37 [1B, d, 1J(B-H) = 170.4]; 13C-NMR(CDCl3) delta 191.05, 70.24, 58.99, 56.52, 34.78, 33.10, 32.97, 32.52, 29.24. LCMS (ESI) Experimental [M]- m/z = 606.6 (theoretical [M]- m/z = 607.6).

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

Reference:
Article; Pulagam, Krishna R.; Gona, Kiran B.; Gomez-Vallejo, Vanessa; Meijer, Jan; Zilberfain, Carolin; Estrela-Lopis, Irina; Baz, Zurine; Cossio, Unai; Llop, Jordi; Molecules; vol. 24; 19; (2019);,
Iodide – Wikipedia,
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Related Products of 624-75-9, 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.

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 × 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 × 15mL). The organic phase then was washed with H2O (2 × 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.

Statistics shows that 2-Iodoacetonitrile is playing an increasingly important role. we look forward to future research findings about 624-75-9.

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

Reference of 624-76-0, 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.

General procedure: To a solution of 5-(tert-butyl)-N-(8-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)- 2,3,4,5-tetrahydro-1H-benzo[c]azepin-5-yl)-1,2,4-oxadiazole-3-carboxamide (200 mg, 0.41 mmol) in CH3CN (20 mL) were added 2-iodoethanol (141 mg, 0.82 mmol) and K2co3(170 mg, 1.23 mmol). The mixture was stirred at 80oC for 2 h. The mixture was diluted with EtOAc (100 mL), washed with water (60 mL) and concentrated. The crude product was purified by prep- HPLC (CH3CN/H2O with 0.05% NH4Hco3as mobile phase) to give 5-(tert-butyl)-N-(2-(2- hydroxyethyl)-8-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2,3,4,5-tetrahydro-1H- benzo[c]azepin-5-yl)-1,2,4-oxadiazole-3-carboxamide as a yellow solid (90 mg, yield: 32%). ESI-MS (M+H)+: 532.3.1H NMR (400 MHz, CD3OD) delta: 8.43 (d, J = 5.2 Hz, 1H), 8.04-8.00 (m, 3H), 7.64 (s, 1H), 7.47 (d, J = 8.0 Hz, 1H), 7.25 (d, J = 5.0 Hz, 1H), 5.60 (d, J = 9.6 Hz, 1H), 4.22-4.10 (m, 2H), 3.91 (s, 3H), 3.75 (t, J = 6.0 Hz, 2H), 3.28-3.21 (m, 2H), 2.69-2.65 (m, 2H), 2.31-2.27 (m, 1H), 2.00-1.97 (m, 1H), 1.53 (s, 9H).

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; BIOGEN MA INC.; HOPKINS, Brian, T.; MA, Bin; PRINCE, Robin; MARX, Isaac; LYSSIKATOS, Joseph, P.; ZHENG, Fengmei; PETERSON, Matthew; PATIENCE, Daniel, B.; (205 pag.)WO2018/191577; (2018); A1;,
Iodide – Wikipedia,
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