Category: iodides-buliding-blocks

Synthetic Route of 25309-64-2, These common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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 stirred solution of aryl halides (1.0 mmol) and indoline/indoline carboxylic acid (1.0 equiv) in dry DMSO (2.0 mL) at rt was added nano CuO (5.0 mol %) followed by Cs2CO3 (2.0 equiv) and heated at 80 C for 8 h. The progress of the reaction was monitored by TLC. After the reaction was complete, the reaction mixture was cooled to room temperature and catalyst was filtered, the crude residue was extracted with ethyl acetate (3 × 10 mL). The combined organic layers were extracted with water, saturated brine solution, and dried over anhydrous Na2SO4. The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography by using ethyl acetate/hexane (7:3) as eluent to give the corresponding N-substituted indoles in excellent yields. The identity and purity of the product were confirmed by 1H, 13C NMR, and mass spectra.

The synthetic route of 25309-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, K. Harsha Vardhan; Satish; Ramesh; Karnakar; Nageswar; Tetrahedron Letters; vol. 53; 24; (2012); p. 3061 – 3065;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6940-76-7, 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 6940-76-7 as follows.

Anhydrous potassium carbonate (10.6 g, 6 eq) was added to a solution of 4-chloro-7-hydroxy-6-methoxyquinoline-3-carbonitrile (3 g,12.7 mmol) in DMF (30 mL)After stirring for half an hour,1-Chloro-3-iodopropane (13 g, 63.9 mmol) was added to the suspension and stirred at room temperature overnight.The reaction solution was diluted with water (500 mL)Dichloromethane extraction (250 mL X2),The organic phases were combined,Respectively, with water,Washed with a saturated saline solution,Dried over anhydrous sodium sulfate,filter,Concentrated under reduced pressure,Silica gel column chromatography gave 4-chloro-7- (3-chloro-propoxy) -6-methoxy-quinoline-3-carbonitrile (yellow solid, 3.1 g)Yield 77%.

According to the analysis of related databases, 6940-76-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Pharmaceuticals Holding Co., Ltd.; Wan, huixin; Shen, JingKang; Li, ChunLi; Han, yanan; Liu, Haiyan; Zhou, ZhaoLi; Li, Ping; Li, Yufeng; Chen, gang; Xu, Jia; (54 pag.)CN103848785; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-32-7, name is 3-Iodo-1-propanol, 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 627-32-7, Recommanded Product: 3-Iodo-1-propanol

K2CO3 (118mg, 0.86mmol), NaHCO3 (115mg, 1.36mmol) and, 3-iodo-1-propanol (0.06mL, 0.59mmol) were added to a solution of amine 19 (75mg, 0.39mmol) in acetone (4mL). The reaction mixture was heated to reflux. After 6h, the reaction was cooled to room temperature and the solvent was removed in vacuo. The reaction mixture was purified by chromatography (silica gel, gradient from CH2Cl2 to 95:5 CH2Cl2/MeOH) to afford compound 21 (66mg, 67%) as a brown solid; mp 85-87C; 1H NMR (400MHz, CDCl3) delta 3.77 (m, 2H), 3.13-3.00 (m, 2H), 2.66 (d, J=16.5Hz, 1H), 2.49 (dd, J=17.1, J=6.6Hz, 1H), 2.30-2.07 (m, 6H), 1.92 (m, 1H), 1.79 (m, 1H), 1.73-1.58 (m, 5H), 1.57-1.47 (m, 3H), 1.47-1.29 (m, 2H); 13C NMR (100MHz, CDCl3) delta 212.6, 64.5, 59.5, 48.5, 46.9, 44.3, 42.2, 39.0, 38.1, 35.8, 32.9, 27.8, 26.1, 25.6, 19.6; HRMS (ESI): m/z calcd for C15H26NO2 [M+H]+: 252.1958, found: 252.1962; FTIR (neat) numax: 3384, 2931, 2874, 1703, 1468, 1443, 1416, 1336, 1253, 1231, 1172, 1125, 1111, 1067, 733cm-1.

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:
Article; de Miguel, Irene; Velado, Marina; Herradon, Bernardo; Mann, Enrique; Tetrahedron; vol. 72; 31; (2016); p. 4617 – 4625;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2468-56-6, name is 6-Iodohex-1-yne, 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 2468-56-6, Formula: C6H9I

To a solution of diisopropylamine (0.86 mL, 6.1 mmol) in anhydrous THF (10 mL) at 0 C was added n-butyllithium (2.5M in hexane) under nitrogen to give a light yellow solution which was stirred at room temperature for 10 mm. Ethyl 2-(1,3,5-trimethyl-1 H-pyrazol-4- yl)acetate (1.00 g, 5.10 mmol) was added at -78 C and the yellowish orange mixture was stirred at -78 C for 1 hr. 6-iodo-1-hexyne (0.78 mL, 5.9 mmol) was added to give orange mixture which was stirred at -78 C for another I hr before the addition of I ,3-Dimethyl- 3,4,5,6-tetrahydro-2(1 H)-pyrimidinone (DMPU). The mixture was slowly warmed to 0 C in 1 hr and water (5 mL) was added to quench the reaction. Ethyl acetate (3x 200 mL) was used to extract the product and the organic layer was washed with saturated aqueous ammonium chloride solution (20 mL), hydrochloric acid (IM, 20 mL), saturated aqueous sodium carbonate solution (20 mL), brine (20 mL), dried over MgSO4 and concentrated in vacuo to give an orange liquid. The crude product was purified by flash column chromatography by elution with 50% ethyl acetate in hexane to give Ethyl 2-(1 ,3,5-trimethyl-1 H-pyrazol-4-yl)oct- 7-ynoate as a pale yellow oil (233 mg, 17%). ESI HRMS, found 277.1919 (C16H25N202), MW, requires 277.1916. 1H NMR (COds, 400 MHz, 300 K) 64.12-4.01 (2H, m), 3.66 (3H, s), 3.37 (1H, dd, J = 8.4, 7.1 Hz,), 2.17 (6H, d, J = 3.8 Hz), 2.13 (2H, td, J = 7.1, 2.5 Hz), 2.07-1.97 (1 H, m), 1.89 (1 H, t, J 2.6 Hz), 1.73-1.64 (1 H, m), 1.54-1.46 (2H, m,), 1.35-1.27 (2H, m), 1.18 (3H, t, J= 7.1 Hz, Hk).

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, 6-Iodohex-1-yne, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IMPERIAL INNOVATIONS LIMITED; BELL, Andrew Simon; TATE, Edward William; LEATHERBARROW, Robin John; HUTTON, Jennie Ann; BRANNIGAN, James Antony; (213 pag.)WO2017/1812; (2017); 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. 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 811842-30-5

General procedure: To a 20 mL vial with a stir bar was added aryl halide 1 (2.00 mmol), Pd(dba)2 (28.8 mg, 2.5 mol %), Xantphos (28.9 mg, 2.5 mol %). The vial was sealed with a Teflon-lined cap and THF (6.0 mL) was added. The mixture was vacuumed and backfilled with nitrogen (3×). A solution of ethyl 2-bromozincacetate (2a) in THF (0.40 M, 6.0 mL, 1.2 equiv) filtered through a Target Nylon 0.45 mum filter (1.25-inch OD) was syringed in and the reaction mixture was then heated to 65 C and monitored by HPLC. Upon reaction completion based on HPLC analysis (?95% conversion unless the reaction was stalled), the mixture was cooled to room temperature and quenched with 1 M aq HCl (5.0 mL), followed by addition of brine (5.0 mL). The organic layer was separated and concentrated in vacuum. The residue was purified by silica gel column chromatography using gradient EtOAc in hexanes.

The synthetic route of 811842-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wong, Brian; Linghu, Xin; Crawford, James J.; Drobnick, Joy; Lee, Wendy; Zhang, Haiming; Tetrahedron; vol. 70; 7; (2014); p. 1508 – 1515;,
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. 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

A 5 mL Biotage microwave vial was charged with FibreCat (Aldrich, 0.4 mmol/g; 37.5 mg, 3 mol%) and biphenyl-4- boronic acid (1 19.0 mg, 0.600 mmol). A solution of S-chloro^-iodo^-nitro-phenylamine (Intermediate 1, 149.0 mg, 0.500 mmol) in EtOH (4.4 mL) was added followed by IM aqueous K2CO3 (0.6 mL). The vial was heated in a microwave synthesizer (Biotage Initiator) at 1100C for 8 min. Contents of the vial were diluted with EtOAc (2 mL) and filtered. The resulting precipitate was washed with EtOAc (three times, 2 mL). The filtrate and washes were combined and evaporated to dryness in vacuo. The residue was dissolved in EtOAc (4 mL), washed with 1 M aqueous K2CO3 (twice, 1 mL) and evaporated to dryness in vacuo to give an orange-yellow solid. LR-MS (API-ES): calculated for Ci8Hi3ClN2O2 324.1, observed m/e 367.2 (100%), 347.0 ((M + Na)+, 325.0 (M + H)+, (Rt 3.56 min). The crude product was used in the next step without further purification.

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:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; DANG, Qun; CHUNG, De Michael; GIBSON, Tony, S.; JIANG, Hongjian; CASHION, Daniel, K.; BAO, Jianming; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WODKA, Dariusz; WO2010/51176; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 82998-57-0, 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 82998-57-0 as follows.

Procedure for synthesis of compound 62. TBTU (920 mg, 2.86 mmol, 1.5 eq.), triethylamine (0.42 mL, 3.00 mmol, 1.6 eq.) and 3-imidazol-l-yl-propylamine (4) (263 mg, 2.10 mmol, 1.1 eq.) were added to a solution of 3-iodo-4-methyl-benzoic acid (61) (500 mg, 1.91 mmol, 1.0 eq.) in DCM (20 mL) and DMF (3 mL). The reaction mixture was stirred at room temperature for 20 hours, then diluted with a saturated aqueous NaHC03 solution (15 mL), again stirred at room temperature for 1.5 hour and extracted with DCM. The organic phase was dried over sodium sulfate and concentrated at reduced pressure. The obtained residue was purified by column chromatography (silica gel; ethyl acetate/MeOH/Nf^OH, 40:2: 1) giving compound 62 (635 mg, 90%) as a yellowish oil. 1H NMR deltaEta (400 MHz, CDC13): 2.12 (m, 2H), 2.45 (s, 3H), 3.47(q, 2H), 4.05 (t, 2H), 6.25 (brs, 1H), 6.96 (s, 1H), 7.09 (s,lH), 7.27 (d, 1H), 7.52 (s, 1H), 7.60 (dd, 1H), 8.17 (d, 1H). APCI-MS (m/z (intensity)): 370.19 ([M+H]+, 100%).

According to the analysis of related databases, 82998-57-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONCOTARTIS, INC.; POLINSKY, Alexander; KOROTCHKINA, Lioubov; VUJCIC, Slavoljub; CHERNOVA, Olga; WO2015/100322; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 847685-01-2, 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. 847685-01-2, name is 4,5-Difluoro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of aniline 1(2 mmol) and alkyne 2 (3 mmol) in MeCN (12 mL) were added Pd(PPh3)2Cl2 (56 mg, 0.08 mmol), CuI (34 mg,0.18 mmol) and Et3N (3 mL) at room temperature under an argon atmosphere. The reaction mixture was stirred at 60 C for 2 h. After the mixture was cooled to room temperature, diluted with CH2Cl2(10 mL), poured into H2O (40 mL) and extracted with CH2Cl2(3 × 50 mL). The combined organic layers were washed with H2O (30mL) and dried (MgSO4). After evaporation of the solvent in vacuo,the crude product 3 was obtained (the 1H and19FNMR spectra closely agree with the literature data [2]) and used further without purification.

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, 4,5-Difluoro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Politanskaya, Larisa; Shteingarts, Vitalij; Tretyakov, Evgeny; Potapov, Alexander; Tetrahedron Letters; vol. 56; 39; (2015); p. 5328 – 5332;,
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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H9I

General procedure: n-BuLi (0.63 mmol, 2.12 M solution in hexanes) was added dropwise to a solution of the alkyne (0.60 mmol) in THF (1.0 mL) at -78 C. The resultant solution was stirred for 30 min, whereupon a solution of ZnBr2 (0.63 mmol) in THF (0.65 mL) was added. The cooling bath was removed, and the solution was warmed to ambient temperature. The aryl iodide (0.30 mmol), PEPPSI-IPr (0.009 mmol), and LiBr (0.90 mmol) were placed into a dry, 10 mL glass sleeve. The sleeve was placed into the metal jacket of the stainless steel pressure reactor, fitted with a rubber septum, and placed under nitrogen. NMP (2 mL) was added, and the mixture was cooled to -78 C, whereupon the previously prepared zinc acetylide solution (2 mL, 0.3 M) was added dropwise. The jacket was removed from the bath, and the pressure reactor was sealed. The reactor was evacuated and backfilled with CO(g) (three cycles, 60 psi). The reactor was heated to 80 C (oil bath) with stirring for 24 h at 60 psi of CO(g). The reaction mixture was diluted with CH2Cl2 (20 mL) and brine (20 mL). The layers were separated, and the aqueous layer was extracted with CH2Cl2 (2×10 mL). The combined organics were dried (MgSO4), filtered, and concentrated under reduced pressure. The crude residue was purified by flash column chromatography, eluting with the indicated solvent to deliver the desired ketone.

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; O’Keefe, B. Michael; Simmons, Nicholas; Martin, Stephen F.; Tetrahedron; vol. 67; 24; (2011); p. 4344 – 4351;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6940-76-7, These common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, 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.

1-[3-(4-Butylpiperidin-1-yl)propyl]-6-fluoro-7-methyl-3,4-dihydro-1H-quinolin-2-one (107LH93-1) A reaction flask was charged with 6-fluoro-7-methyl-3,4-dihydro-1H-quinolin-2-one (0.150 g, 0.84 mmol) in dry DMF (1 mL) under N2. NaH (60% in oil, 0.038 g, 0.92 mmol) was added and stirred at rt for 30 min. Then 3-chloro-1-iodopropane (0.131 g, 0.84 mmol) was added followed by stirring at r.t for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The crude material was dissolved in MeCN (2 mL) followed by addition of 4-butylpiperidine (0.085 g, 0.6 mmol), NaI (0.150 g, 1.0 mmol), and K2CO3 (0.138 g, 1.0 mmol) and shaken at 50 C. for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by cation exchange CC followed by flash CC (SiO2; EtOAc) to give the title compound (107LH93-1) (0.166 g, total yield 55%). 1H NMR (CH3OD) delta 7.00 (d, J=6.4 Hz, 1H), 6.88 (d, J=9.2 Hz, 1H), 3.99-3.91 (m, 2H), 2.93-2.86 (m, 2H), 2.85-2.78 (m, 2H), 2.58-2.52 (m, 2H), 2.40-2.43 (m, 2H), 2.25 (d, J=2.0 Hz, 3H), 1.98-1.76 (m, 4H), 1.70-1.62 (m, 2H), 1.35-1.22 (m, 9 H), 0.88 (t, J=7.0 Hz, 3H); 13C NMR (CH3OD) 6 171.1, 157.2 (d, J=241 Hz), 135.1 (d, J=3 Hz), 126.5 (d, J=8 Hz), 123.2 (d, J=18 Hz), 118.1 (d, J=5 Hz), 114.3 (d, J=24 Hz), 55.8, 43.9, 40.4, 36.2, 35.7, 32.0, 31.5, 29.0, 24.6, 24.3, 22.8, 13.4 (br).

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Skjaerbaek, Niels; Koch, Kristian Norup; Mikael Friberg, Bo Lennart; Tolf, Bo-Ragnar; US2005/209226; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com