Category: 5460-32-2

Related Products of 5460-32-2, 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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Step E: A mixture of the intermediate prepared in Step D, (S)-tert-butyl 4-(4-ethynyl- 3-(methoxycarbonyl)phenyl)-2-methylpiperazine-l-carboxylate (716 mg, 2.0 mmol), 4-iodo-l,2- dimethoxybenzene (634 mg, 2.4 mmol), Cul (19.0 mg, 0.1 mmol), PdCl2(Ph3P)2(70 mg, 0.1 mmol), Et3N (0.56 mL, 202 mg, 4.0 mmol) and acetonitrile (2.0 mL) was irradiated in a microwave reactor, under argon at 120 °C for 20 minutes. The mixture was then cooled and chromatographed twice (silica gel, ethyl acetate in hexanes, 0-50percent, then ethyl acetate in dichloromethane, 7.5percent) to give the alkyne intermediate as a yellow oil (367 mg, 37percent). MS m/z 495.3 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 4-Iodo-1,2-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; DAKKA, Amal; KARP, Gary Mitchell; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; WEETALL, Maria L.; WELCH, Ellen; ZHAO, Xin; WO2013/112788; (2013); A1;,
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. Formula: C8H9IO2

General procedure: Rh(PPh3)3Cl (2.5 mol%) and DPPP (0.04 mmol) were transferred into an oven-dried tube(15 mL), which was evacuated and backfilled with N2 (5x). THF(2 mL), H2O (1 mmol), aryl iodides (1.2 mmol), furfural (1 mmol)and amine (1.8 mmol) were added into the tube via syringe and sealed with Teflon plug. The reaction mixture was stirred at 140 C for 12 h. After the reaction was complete, the mixture was concentrated by rotary evaporation. The crude product was purified by column chromatography (EA/PE = 1/20) on a silica gel to afford the desired product.

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

Reference:
Article; Qi, Xinxin; Zhou, Rong; Ai, Han-Jun; Wu, Xiao-Feng; Journal of Catalysis; vol. 381; (2020); p. 215 – 221;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 5460-32-2,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.

General procedure: Under Oxygen, a reaction tube was charged with p-iodoanisole (46.3 mg, 0.2 mmol), urea (48.0 mg, 0.8 mmol), CuF2 (4.1 mg, 0.04 mmol), L1 (10.8 mg, 0.06 mmol), Li2CO3 (44.3 mg, 0.6mmol) and DMSO (2 mL). The mixture was stirred at 150 oC for 36 h. After the completion of the reaction, monitored by TLC, the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on silica gel to give the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1,2-dimethoxybenzene, its application will become more common.

Reference:
Article; Zheng, Kui; Liu, Bin; Chen, Shuyou; Chen, Fan; Tetrahedron Letters; vol. 54; 38; (2013); p. 5250 – 5252;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5460-32-2, 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 5460-32-2 as follows.

In a 100 ml reaction flask equipped with an exhaust gas absorption device 2.64 g of 4-iodo-1,2-dimethoxybenzene and 26 ml of acetic acid, then add 30ml concentrated hydrochloric acid, control the reaction liquid temperature 15-20 degrees,dilute 10 ml of hydrogen peroxide diluted with 5 ml of glacial acetic acid, drop finished, dept at 15-25 degrees for 12 hours for sample HPLC monitoring, raw materials less than 1percent about 30 ml of saturated sodium bisulfite solution was added and filtered, the filter cake was transferred to a 100 ml reaction flask, 10 ml of acetic acid and 30 ml of water were added, The temperature was raised to 50-55 ° C for 1 hour, down to room temperature filtration, with a little water rinse, TLC test for a single spot. To give 3.04 white solid in 82percent yield. HPLC greater than 97.9 percent

According to the analysis of related databases, 5460-32-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tianjin Chengjian University; GU, Ying-chun; FEI, Xue-ning; Ling, Big Yong; Li, Ran; JIAO, Xiu-mei; (6 pag.)CN105732333; (2016); 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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H9IO2

3-[4-(3,4-Dimethoxyphenyl)-but-3-ynyl]-1,3-oxazolidin-2-one (34). Triethylamine (0.08 mL, 0.574 mmol) and Pd(PPh3)Cl2 (8.0 mg, 0.011 mmol) were added to a mixture of 3,4-dimethoxyphenyl iodide (33) (64 mg, 0.242 mmol) and alkyne 25 (34 mg, 0.245 mmol) in THF (3 mL) at room temperature. Then Cu(I)I (5 mg, 0.026 mmol) was added. The resulting mixture was stirred at room temperature for 4 h. The reaction was quenched with water (10 mL) and concentrated to remove the organic solvents. The residue was diluted with ethyl acetate (15 mL). The organic layer was separated and washed with brine (2.x.10 mL), dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (25 g), eluting with EtOAc-hexanes (10-50percent) to afford the product 34 (54 mg) as solid in 80percent yield: mp 78-79° C. 1H NMR (300 MHz, CDCl3) delta 6.95 (dd, J=2.1 Hz, J=8.4 Hz, 1H), 6.88 (d, J=1.8 Hz, 1H), 6.76 (d, J=8.4 Hz, 1H), 4.32 (t, J=7.8 Hz, 2H), 3.86 (s, 3H), 3.85 (s, 3H), 3.73 (t, J=7.8 Hz, 2H), 3.51 (t, J=6.6 Hz, 2H), 2.67 (t, J=6.6 Hz, 2H); ESIMS m/z (rel intensity) 276.05 (MH+, 94), 298.05 (MNa+, 98). Anal. (C15H17NO4) C, H, N.

According to the analysis of related databases, 5460-32-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; US2008/300288; (2008); A1;,
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., Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene

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°C 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°C/ethyl acetate 5:5 as the eluting system, to give compounds 1-21. 4.1.1.16 2-(3,4-Dimethoxyanilino)-5H-benzothiopyrano[4,3-d]pyrimidine (16) Yield: 40percent; m. p. 148-149?°C; 1H NMR (400?MHz, DMSO-d6): delta 3.72 (s, 3H), 3.78 (s, 3H), 4.01 (s, 2H), 6.91 (d, J?=?8.8?Hz, 1H), 7.26 (dd, Jmin?=?2.2?Hz, Jmax?=?8.6?Hz, 1H), 7.36-7.43 (m, 3H), 7.63 (d, J?=?1.2?Hz, 1H), 8.31 (d, J?=?7.6?Hz, 1H), 8.44 (s, 1H), 9.51 (s, 1H) ppm; 13C NMR (100?MHz, DMSO-d6): delta 25.94, 55.29, 55.87, 104.27, 110.54, 112.37, 114.59, 126.12, 126.95, 127.93, 131.14, 132.22, 134.34, 136.56, 143.61, 148.53, 156.54, 157.55, 159.42?ppm; HRMS (ESI) m/z calculated for C19H18N3O2S ([M+H]+) 352.11197, found 352.11067. Anal. C19H17N3O2S (C, H, N).

The synthetic route of 5460-32-2 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

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. COA of Formula: C8H9IO2

General procedure: To a solution of tetrabutylammonium bromide (1.100 g, 3.33mmol), potassium acetate (0.586 g, 3.57 mmol), and palladium acetate (0.025 g, 0.11mmol) in DMF (20 mL) were added substituted iodobenzene (2.21mmol) and substituted styrene (2.44 mmol). The reaction mixture was recharged with argon and stirred at 80°C for 5 h in a sealed tube. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 10:3) to afford pure product.(E)-4-(4-Chlorostyryl)-1,2-dimethoxybenzene(1).4-Chlorostyrene reacted with 3,4-dimethoxy-iodobenzene following the general procedure (Scheme S1) to give the desired product1(Yield 89.5percentPurity 96.6percent, CAS: 52792-14-0) as a white amorphous solid.HRMS (ESI) (M+Na)+m/z297.06579, calcd for C16H15ClNaO2297.06528.1H NMR (CDCl3, 500 MHz) delta: 7.35 (d,J= 8.5 Hz, 2H), 7.26 (d,J= 8.5 Hz, 2H), 6.92-7.00 (m, 3H), 6.86 (d,J= 16.0 Hz, 1H), 6.80 (d,J= 8.0 Hz, 1H), 3.90 (s, 3H), 3.85 (s, 3H).13C NMR (CDCl3, 125 MHz) delta: 149.0, 135.9, 132.6, 129.9, 129.0, 128.7, 127.2, 125.2, 119.9, 111.2, 108.8, 55.7.

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

Reference:
Article; Liang, Jian-Hua; Yang, Liang; Wu, Si; Liu, Si-Si; Cushman, Mark; Tian, Jing; Li, Nuo-Min; Yang, Qing-Hu; Zhang, He-Ao; Qiu, Yun-Jie; Xiang, Lin; Ma, Cong-Xuan; Li, Xue-Meng; Qing, Hong; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 382 – 392;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5460-32-2,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.

To a stirred solution of 1-iodo-3,4-dimethoxybenzene 8 (0.132g, 0.5mmol) in DMF (2.0mL) were added acrolein diethyl acetal (0.229mL, 1.5mmol), nBu4NOAc (0.302g, 1.0mmol), K2CO3 (0.104g, 0.75mmol), and Pd(OAc)2 (0.003g, 0.015mmol) and the mixture was stand for 4hat 90°C. After that period, the mixture was cooled, hydrochloric acid 2N was slowly added and the reaction was stirred at room temperature for 10min. Then, the mixture was diluted with ethyl ether (50mL) and washed with water (3×50mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with dichloromethane as eluent to give the desired (E)-3-(3,4-dimethoxyphenyl)acrylaldehyde 9 in good yield (77mg, 80percent). 4.9.1 (E)-3-(3,4-dimethoxyphenyl)acrylaldehyde (9) (0045) M.p. 80?82°C. 1H NMR (300MHz, CDCl3): delta 3.93 (s, 3H, 3-OCH3), 3.94 (s, 3H, 4-OCH3), 6.62 (dd, 1H, H-alpha, J 15.8, 7.8Hz), 6.91 (d, 1H, H-5, J 8.3Hz), 7.08 (d, 1H, H-2, J 2.0Hz), 7.17 (dd, 1H, H-6, J 8.3, 2.0Hz), 7.42 (d, 1H, H-beta, J 15.8Hz), 9.66 (d, 1H, CHO, J 7.8Hz) ppm. 13C NMR (75MHz, CDCl3): delta 55.8 and 55.9 (3,4-OCH3), 109.7 (C-2), 111.0 (C-5), 123.3 (C-6), 126.6 (C-alpha), 126.9 (C-1), 149.3 (C-3), 151.9 (C-4), 152.8 (C-beta), 193.5 (CHO) ppm. MS m/z (ESI+, percent): 193 ([M+H]+, 95), 215 ([M+Na]+, 100). HRMS (ESI+) m/z calcd. for C11H13O3 [M+H]+ 193.0859; found 193.0855.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1,2-dimethoxybenzene, its application will become more common.

Reference:
Article; Proenca, Carina; Albuquerque, Helio M.T.; Ribeiro, Daniela; Freitas, Marisa; Santos, Clementina M.M.; Silva, Artur M.S.; Fernandes, Eduarda; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 381 – 392;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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

4-Iodoveratrole (26.0 g, 0.0985M) in acetic acid (25 ml) was treated with bromine (6.5 ml, 0.127M) in acetic acid (30 ml) and stirred at room temperature for one hour. The mixture was diluted with water (300 ml) and treated with sodium bisulfite to discharge the excess bromine. The white solid was filtered, washed with water and dried in vacuo over P2 O5 to give 4-bromo-5-iodoveratrole (33.0 g, 95percent yield) as a white solid, mp 98°-100° C. (literature: Baker et al., J. Chem. Soc. 3986 (1961), mp 102°-104° C.). NMR (CDCl3) delta 3.83 ppm (s, 6H, (2x) OCH3), 7.06 (s, 1H, ArH), 7.21 (s, 1H, ArH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-1,2-dimethoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Ortho Pharmaceutical Corporation; US4761413; (1988); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5460-32-2, These common heterocyclic compound, 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, 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.

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° 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 (la) 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)

Statistics shows that 4-Iodo-1,2-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 5460-32-2.

Reference:
Patent; Sequoia Sciences, Inc.; Williams, Russell B; Eldridge, Gary; Starks, Courtney M.; Guzzo, Peter Robert; Huang, Zhongping; (100 pag.)US9562031; (2017); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com