Category: 5460-32-2

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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H9IO2

General procedure: A mixture of aryl halide (1 mmol), phenylboronic acid(1.2 mmol), K2CO3 (2 mmol), Fe3O4-AuSF-SBA-15 nanocatalyst(50 mg or 0.64 mmol% of Au) and 5 mL of C2H5OH/H2O (1:1) wereadded to a 25 mL round-bottom flask and stirred at 80 C forappropriate times. After completion the reaction (controlled byTLC), the mixture was cooled and the catalyst was recovered by amagnet and washed three times with ethyl acetate and ethanol.The combined organic layer was dried over MgSO4. Then the solventwas evaporated and the residue was purified by column chromatographyand characterized by its 1H NMR, 13C NMR andmelting point.

The synthetic route of 5460-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khodaei, Mohammad Mehdi; Dehghan, Mahsa; Polyhedron; vol. 162; (2019); p. 219 – 231;,
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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., SDS of cas: 5460-32-2

General procedure: To a stirred solution of 4-iodoanisole (5.85 g, 25 mmol), 4-bromoaniline (1.72 g, 10 mmol), and 1,10-phenanthroline (0.18 g, 1 mmol) in toluene (100 mL) were added potassium hydroxide (5.61 g, 100 mmol) and copper(I) iodide (0.19 g, 1 mmol). The reaction mixture was heated under reflux for 24 h at 125 ¡ãC. The crude product was extracted into dichloromethane, and the organic layer was washed with 1 N HCl solution, brine, and water. The organic layer was dried with anhydrous MgSO4 and then the solvent was removed in vacuo. The residue was purified by column chromatography using silica gel and dichloromethane-hexane (1:1; v/v) as the eluent to give 3 (2.39 g, 62.2percent).

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; Kim, Se Hun; Choi, Jun; Sakong, Chun; Namgoong, Jin Woong; Lee, Woosung; Kim, Dong Hoe; Kim, Boeun; Ko, Min Jae; Kim, Jae Pil; Dyes and Pigments; vol. 113; (2015); p. 390 – 401;,
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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., COA of Formula: C8H9IO2

Compound 1 was mixed with with aryliodide 2c (132.0 mg, 0.50 mmol), ortho-bromoacetophenone 1a (109.4 mg, 0.55 mmol), Pd(OAc)2 (2.2 mg, 2 molpercent), xantphos (11.6 mg, 4 molpercent), tBuOK (72.9 mg, 0.65 mmol), and dry toluene (4 mL)at 80 ¡ãC for 45 min. Silica-gel column chromatography (20g, petroleum ether/ethyl acetate, 85:15 to 80:20) furnished the title compound 3ac (155 mg, 92percent) as yellow solid, recrystallized the solid with dichloromethane/hexane, mp 74?76 ¡ãC [TLCc ontrol (petroleum ether/ethyl acetate 90:10), Rf(1a)0.55, Rf(2c)0.45, and Rf(3ac) 0.20, UV detection]. IR (MIR-ATR, 4000?600 cm1): numax2956, 2923,2852, 1697, 1587, 1512, 1463, 1422, 1259, 1154, 1140, 1025, 791, 757, 678 cm1. 1HNMR (CDCl3, 400 MHz): d7.57 (d, 1H, J7.8 Hz, Ar-H), 7.35?7.15 (m, 3H,Ar-H), 6.78 (d, 1H, J8.7 Hz, Ar-H), 6.76 (dd, 1H, J8.7 and 1.9 Hz, Ar-H),6.74 (d, 1H. J1.9 Hz, Ar-H), 4.15 (s, 2H, ArCOCH2), 3.83 (s, 3H, ArOCH3),3.82 (s, 3H, ArOCH3) ppm. 13C NMR (CDCl3, 100 MHz): 201.8 (s, Ar-C=O),148.9 (s, Ar-C), 148.1 (s, Ar-C), 141.4 (s, Ar-C), 133.5 (d, Ar-CH), 131.4 (d, Ar-CH),128.6 (d, Ar-CH), 127.2 (d, Ar-CH), 125.8 (s, Ar-C), 121.9 (d, Ar-CH), 118.6(s, Ar-C), 112.7 (d, Ar-CH), 111.2 (d, Ar-CH), 55.8 (q, 2C, 2ArOCH3), 49.0 (t, Ar-COCH2) ppm. HR-MS (ESI) m=z calculated for [C16H7916 BrO3][MH]:335.0277; found 335.0294. [C16H8116 BrO3][MH]: 337.0259; found 337.0274.

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; Krishna, Jonnada; Reddy, Alavala Gopi Krishna; Satyanarayana, Gedu; Synthetic Communications; vol. 44; 14; (2014); p. 2103 – 2111;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, 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. Product Details of 5460-32-2

To a solution of the appropriate 4-iodobenzene 7a,b (1.0 mmol)in DMF (10 mL) were added the following reagents through thereferred order: acrolein diethyl acetal (0.46 mL, 3.0 mmol), nBu4-NOAc (0.603 g, 2.0 mmol), K2CO3 (0.207 g, 1.5 mmol), and Pd(OAc)2 (6.7 mg, 0.03 mmol) (for 8a) or PdCl2 (5.3 mg, 0.03 mmol) (for 8b). This mixturewas stirred at 90 ¡ãC for 4 h for 8a and 21 h for 8b. After this period, it was poured onto ice (50 g) and H2O (100 mL) and thepH was adjusted to 1 with diluted HCl. In the case of 8a, this aqueous solution was extracted with Et2O (3 50 mL) and theorganic layer was dried over anhydrous Na2SO4. In the case of 8b, the obtained precipitate was filtered off, taken in CH2Cl2 and driedover anhydrous Na2SO4. The solvent was evaporated to the dryness and both residues were purified by silica gel column chromatographyusing CH2Cl2 as eluent.4.1.7.1. (E)-3,4-Dimethoxycinnamaldehyde (8a). White solid(102 mg, 53percent yield); Rf 0.28. Mp 80-82 ¡ãC. 1H NMR (300.13 MHz,CDCl3): delta 9.66 (d, J 7.8 Hz, 1H, CHO), 7.42 (d, J 15.8 Hz, 1H, H-b), 7.17(dd, J 8.3 and 2.0 Hz, 1H, H-6), 7.08 (d, J 2.0 Hz, 1H, H-2), 6.91 (d, J8.3 Hz, 1H, H-5), 6.62 (dd, J 15.8 and 7.8 Hz, 1H, H-a), 3.94 (s, 3H, 4-OCH3), 3.93 (s, 3H, 3-OCH3) ppm. 13C NMR (75.47 MHz, CDCl3):delta 193.5 (CHO), 152.8 (C-b), 151.9 (C-4), 149.3 (C-3), 126.9 (C-1), 126.6(C-a), 123.3 (C-6), 111.0 (C-5), 109.7 (C-2), 55.9 and 55.8 (3,4-OCH3)ppm. ESI-MS m/z (percent): 215 ([M+Na]+, 100), 193 ([M+H]+, 95). ESIHRMSm/z calcd for [C11H12O3H]: 193.0865, found: 193.0855.

The synthetic route of 5460-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sousa, Joana L.C.; Proenca, Carina; Freitas, Marisa; Fernandes, Eduarda; Silva, Artur M.S.; European Journal of Medicinal Chemistry; vol. 119; (2016); p. 250 – 259;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, molecular formula is C8H9IO2, 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. Formula: C8H9IO2

Step 1: A mixture of I (117.0 g, 590 mmol), 4-iodo-1,2-dimethoxybenzene (85.0 g, 590 mmol), Pd(OAc)2 (13.2 g, 59 mmol) and tri(o-tolyl)phosphine (36.0 g, 118 mmol) in triethylamine (3 L) was heated at 90¡ã C. for 12 h. The mixture was cooled to room temperature and diluted with ethyl acetate (3 L). The organic phase was washed with brine, dried (MgSO4), and concentrated in vacuo to dryness. The crude product was purified by silica gel chromatography (0 to 40percent ethyl acetate/hexanes) to provide (1a) as a brown oil (87.0 g, 73percent based on the recovered starting material). 1H NMR (300 MHz, CDCl3): delta 6.85 (s, 2H), 6.79 (s, 1H), 6.64 (s, 1H), 3.98-3.93 (m, 4H), 3.88 (s, 3H), 3.86 (s, 3H), 2.10-2.00 (m, 4H), 1.81 (s, 3H), 1.68 (d, J=12.9 Hz, 4H), 1.17 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5460-32-2, its application will become more common.

Reference:
Patent; Sequoia Sciences, Inc.; Williams, Russell B.; (17 pag.)US2017/73324; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 5460-32-2, 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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The appropriate 2-amino-5H-benzothiopyrano[4,3-d]pyrimidine 22a-c (0.417mmol) was added, at room temperature, under nitrogen atmosphere, to 0.079g of CuI (0.417mmol) and 0.115g of anhydrous K2CO3 (0.833mmol). Then, the appropriate substituted aryl iodide (0.694mmol), 0.04mL of DMEDA (0.417mmol) and 2.5mL of dioxane were added. The reaction mixture was heated at 100¡ãC and allowed to stir for 24h. After cooling, the reaction mixture was added with 2.5mL of concentrated NH3 and with a saturated solution of NaCl (10-15mL). The mixture was extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated under reduced pressure giving a residue which was purified by flash chromatography using petroleum ether 60-80¡ãC/ethyl acetate 5:5 as the eluting system, to give compounds 1-21. 4.1.1.18 8-Methoxy-2-(3,4-dimethoxyanilino)-5H-benzothiopyrano[4,3-d]pyrimidine (18) Yield: 35percent; m. p. 204-205?¡ãC; 1H NMR (400?MHz, DMSO-d6): delta 3.69 (s, 3H), 3.76 (s, 3H), 3.78 (s, 3H), 3.97 (s, 2H), 6.77 (dd, Jmin?=?2.2?Hz, Jmax?=?8.6?Hz, 1H), 6.85 (dd, Jmin?=?2.4?Hz, Jmax?=?8.8?Hz, 1H), 6.91-6.93 (m, 2H), 7.02 (d, J?=?2.4?Hz, 1H), 7.79 (d, J?=?8.8?Hz, 1H), 8.23 (s, 1H), 9.52 (s, 1H) ppm; 13C NMR (100?MHz, DMSO-d6): delta 25.92, 55.52, 55.57, 60.01, 111.73, 112.00, 114.87, 119.56, 126.04, 127.84, 132.12, 133.00, 137.99, 138.03, 146.54, 148.68, 151.64, 156.61, 157.48, 159.08?ppm; HRMS (ESI) m/z calculated for C20H20N3O3S ([M+H]+) 382.12254, found 382.12178. Anal. C20H19N3O3S (C, H, N).

The synthetic route of 4-Iodo-1,2-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Salerno, Silvia; Garcia-Argaez, Aida Nelly; Barresi, Elisabetta; Taliani, Sabrina; Simorini, Francesca; La Motta, Concettina; Amendola, Giorgio; Tomassi, Stefano; Cosconati, Sandro; Novellino, Ettore; Da Settimo, Federico; Marini, Anna Maria; Via, Lisa Dalla; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 446 – 456;,
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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H9IO2

General procedure: The appropriate 2-amino-5H-benzothiopyrano[4,3-d]pyrimidine 22a-c (0.417mmol) was added, at room temperature, under nitrogen atmosphere, to 0.079g of CuI (0.417mmol) and 0.115g of anhydrous K2CO3 (0.833mmol). Then, the appropriate substituted aryl iodide (0.694mmol), 0.04mL of DMEDA (0.417mmol) and 2.5mL of dioxane were added. The reaction mixture was heated at 100¡ãC and allowed to stir for 24h. After cooling, the reaction mixture was added with 2.5mL of concentrated NH3 and with a saturated solution of NaCl (10-15mL). The mixture was extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated under reduced pressure giving a residue which was purified by flash chromatography using petroleum ether 60-80¡ãC/ethyl acetate 5:5 as the eluting system, to give compounds 1-21. 4.1.1.20 8-Chloro-2-(3,4-dimethoxyanilino)-5H-benzothiopyrano[4,3-d]pyrimidine (20) Yield: 35percent; m. p. 180-183?¡ãC; 1H NMR (400?MHz, DMSO-d6): delta 3.75 (s, 3H), 3.78 (s, 3H), 4.04 (s, 2H), 6.90 (d, J?=?8.8?Hz, 1H), 7.23 (dd, Jmin?=?2.2?Hz, Jmax?=?9.0?Hz, 1H), 7.44 (dd, Jmin?=?1.8?Hz, Jmax?=?8.6?Hz, 1H), 7.55-7.60 (m, 2H), 8.27 (d, J?=?8.4?Hz, 1H), 8.44 (s, 1H), 9.53 (s, 1H) ppm; 13C NMR (100?MHz, DMSO-d6): delta 25.92, 55.32, 55.85, 104.33, 110.64, 112.35, 114.18, 122.31, 126.20, 127.16, 128.42, 131.02, 134.18, 135.65, 138.86, 143.69, 148.54, 156.71, 159.41?ppm; HRMS (ESI) m/z calculated for C19H17ClN3O2S ([M+H]+) 386.07300, found 386.07244. Anal. C19H16ClN3O2S (C, H, N).

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; Salerno, Silvia; Garcia-Argaez, Aida Nelly; Barresi, Elisabetta; Taliani, Sabrina; Simorini, Francesca; La Motta, Concettina; Amendola, Giorgio; Tomassi, Stefano; Cosconati, Sandro; Novellino, Ettore; Da Settimo, Federico; Marini, Anna Maria; Via, Lisa Dalla; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 446 – 456;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com