Category: 696-41-3

Adding some certain compound to certain chemical reactions, such as: 696-41-3, name is 3-Iodobenzaldehyde, 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 696-41-3. 696-41-3

General procedure: Aryl iodide 3 (0.2 mmol, 1.0 equiv), acrylate/styrene 4 (0.202 mmol, 1.01 equiv), DIPEA (28.4 mg, 0.22 mmol, 1.1 equiv), and Pd(I)-iodo dimer 2 (1.3 mg, 0.0015 mmol, 0.75 mol%) were weighed into a 4 mL screw cap vial, purged with argon, and dissolved in anhydrous toluene(1.5 mL). The vial was capped with a PTFE-lined screw cap and sealed with PTFE tape prior to heating to 100 C under stirring by using an aluminum heating block outside the glovebox. After 15 h, the reaction mixture was allowed to cool to r.t. and diluted with EtOAc (to 20 mL); excess base was quenched by the addition of sat. aq NH4Cl (20 mL). The organic phase was separated and the aqueous layer was extracted with EtOAc (2*20 mL). The combined organic layer was dried over MgSO4 and the solvent was removed under reduced pressure. The obtained crude product was purified by flash column chromatography.

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 3-Iodobenzaldehyde.

Reference:
Article; Sperger, Theresa; Stirner, Christopher K.; Schoenebeck, Franziska; Synthesis; vol. 49; 1; (2017); p. 115 – 120;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

696-41-3, Adding a certain compound to certain chemical reactions, such as: 696-41-3, name is 3-Iodobenzaldehyde, 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 696-41-3.

1.14. a 3-[2-(6-Benzyloxy-pyridazin-3-yl)-ethynyl]-benzaldehydeA solution of 3.12 g (13.45 mmol) 3-iodo-benzaldehyde in 100 ml dry THF is degassed as described in example 1111. a. 625 mg (0.89 mmol) bis-(triphenylphosphin)-palladium-ll-chloride and 170 mg (0.89 mmol) copper iodide are added and the reaction mixture is degassed again. Then 3.39 g (16.13 mmol) 3-benzyloxy-6-ethynyl-pyridazine and 5.27 ml (37.84 mmol) triethylamine are added and the mixture is stirred for 2 hours at room temperature. The mixture is poured onto water and extracted with dichloromethane. The organic layer is dried over sodium sulphate and concentrated. The residue is purified by silica gel column chromatography with petrolether/ethyl acetate (1 :1 ) as eluent. The solid is washed with diisopropylether and dried. Yield: 2.26 g (54 % of theory), Ci0Hi4N2O2 EII Mass spectrum: m/z = 315 [M+H]+

According to the analysis of related databases, 696-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/71646; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 696-41-3 name is 3-Iodobenzaldehyde, 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. 696-41-3

To a suspension of NaH (60% dispersion in mineral oil) (120 mg, 3.0 mmol) in THF (20 mL) was added triethyl phosphonoacetate (436 muL, 2.2 mmol) dropwise. 3-iodo-benzaldehyde (465 mg, 2.0 mmol) was added after the bubbling has stopped. The reaction mixture was stirred at room temperature for 15 minutes. Solid NH 4Cl was added, followed by 1N HCl to quench the reaction. The mixture was taken up in ethyl acetate and water. The organic phase was washed with aqueous NaHCO 3, brine, dried (MgSO 4), filtered and concentrated under reduced pressure and purified by flash chromatography on silica gel with hexane/ethyl acetate (4:1) to provide the titled compound (605 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Iodobenzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Xin, Zhili; Liu, Gang; Pei, Zhonghua; Szczepankiewicz, Bruce G.; Serby, Michael D.; Zhao, Hongyu; US2004/214870; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

696-41-3, name is 3-Iodobenzaldehyde, 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. 696-41-3

To a mixture of compound 1 (326 mg, 2.5 mmol), compound 214 (582 mg, 2.5 mmol), and PdCl2(PPh3)2 (37 mg, 0.05 mmol) in a flame-dried Schlenk tube were added THF (15 mL) and Et3N (5 mL) under argon atmosphere and followed by the addition of CuI (10 mg, 0.05 mmol) 10 min later. The mixture was stirred at room temperature for 9 h and then water (20 mL) and brine (20 mL) were added. After being extracted with ethyl acetate (3¡Á30 mL), the combined organic phase was washed with brine and dried over sodium sulfate. Upon removal of the solvent under reduced pressure, the resulting residue was purified by column chromatography (petroleum ether/dichloromethane 1:1) to give compound 3 as a pale yellow solid (487 mg, 83%). Mp 77-78 C. 1H NMR (300 MHz, CDCl3): delta 7.49 (t, J=7.2 Hz, 1H), 7.54-7.64 (m, 2H), 7.67 (d, J=7.5 Hz, 1H), 7.81 (d, J=7.5 Hz, 1H), 7.90 (d, J=7.5 Hz, 1H), 7.96 (d, J=7.5 Hz, 1H), 8.07 (s, 1H), 10.03 (s, 1H), 10.63 (s, 1H). 13C NMR (100 MHz, CDCl3): delta 86.4, 94.5, 123.6, 126.0, 127.6, 129.1, 129.3, 129.7, 132.9, 133.4, 133.9, 135.9, 136.6, 137.1, 191.3, 191.3. MS (EI): m/z 234 [M]+. HRMS (EI): calcd for C16H10O2 [M]+: 234.0681, found 234.0687. IR (KBr, cm-1): 3064, 2834, 2732, 2208, 1703, 1591, 1284, 1200.

Statistics shows that 696-41-3 is playing an increasingly important role. we look forward to future research findings about 3-Iodobenzaldehyde.

Reference:
Article; Wang, Liu-Gang; Zhan, Tian-Guang; Zhao, Xin; Jiang, Xi-Kui; Li, Zhan-Ting; Tetrahedron; vol. 68; 26; (2012); p. 5303 – 5310;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

696-41-3, Name is 3-Iodobenzaldehyde, 696-41-3, 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.

General procedure: A 25-mL flask was charged with Pd(OAc)2 (1.2 mg, 0.005 mmol), 1-iodo-4-nitrobenzene (1a, 127.0 mg, 0.5 mmol), K2CO3 (141.0 mg, 1.0 mmol), H2O (0.5 mL), and PEG 400 (2.0 mL); the flask was subjected to standard cycles (3 ¡Á) of evacuation and back-filling with dry and pure CO. The mixture was stirred at r.t. for the indicated time. The mixture was poured into sat. aq NaCl (15 mL), acidified to pH 3 with 3 M aq HCl, and extracted with EtOAc (3 ¡Á 15 mL). The solvent was removed from the combined organic phases on a rotary evaporator. The crude product was purified by column chromatography (silica gel, PE-EtOAc-HCO2H, 25:1:1) to afford 2a as a light yellow solid; yield: 75mg (90%); mp 238.0-239.3 C. 1H NMR (400 MHz, DMSO-d6): delta = 13.68 (br s, 1 H), 8.30 (d, J = 8.0 Hz,2 H), 8.14 (d, J = 8.0 Hz, 2 H). 13C NMR (100 MHz, DMSO-d6): delta = 165.9, 150.0, 136.4, 130.7, 123.8.

Statistics shows that 3-Iodobenzaldehyde is playing an increasingly important role. we look forward to future research findings about 696-41-3.

Reference:
Article; Han, Wei; Jin, Fengli; Zhou, Qing; Synthesis; vol. 47; 13; (2015); p. 1861 – 1868;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 696-41-3, name is 3-Iodobenzaldehyde, molecular formula is C7H5IO, 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. 696-41-3.

General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiCl2.glyme (4.4mg, 0.02 mmol, 10 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrer bar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA(60 muL, 2 equiv.), N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) and H2O (7.2 muL, 2 equiv.) were subsequently added in this order. The mixture was then irradiated with blue LED (2 meter strip, 18 W)with ethylene balloon for 24 hours at 80oC (Figure S1). The reaction was added water (30 mL) and extracted with ethyl acetate (10 mL) three times. Combined organic layer was successively washed with brine three times and dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography (hexane or hexane/ethyl acetate) to yield theproduct

The synthetic route of 3-Iodobenzaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com