Month: February 2021

Reference of 77317-55-6, 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. 77317-55-6, name is Methyl 2-amino-5-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3, Preparation of Methyl 2-(acetoacetylamino)-5-iodobenzoate.; A solution of methyl 2-amino-5-iodobenzoate (17.9 g, 64.6 mmol) and methylacetoacetate (7.0 mL, 64.6 mmol) in toluene (250 mL) was heated to reflux using a Soxhlet extractor filled with 3 angstrom molecular sieves. After 24 h, the molecular sieves were replaced, more methylacetoacetate (3.75 mL, 32.3 mmol) was added, and the solution was refluxed 2 days. Concentration in vacuo and wash with diethyl ether afforded 24.7 g (76%) of methyl 2-(acetoacetylamino)-5-iodobenzoate as an off-white powder. LCMS: Rt = 1.70 min, [MH+362.0].

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, Methyl 2-amino-5-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2005/118583; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5876-51-7, 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 5876-51-7 as follows.

[00411] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (24 mg; 0.029 mmol) and triethylamine (0.36 ml; 2.58 mmol) in dimethylsulphoxide (4 ml; dried over 4 A sieves) was sealed and stirred at 80 C. for 18 hours. After cooling to room temperature HB(pin) (0.19 ml; 1.31 mmol) was added followed by 1-iodo-3,4-methylenedioxybenzene (211. mg; 0.851 mmol). The reaction mixture was stirred at 80 C. GC analysis after 18 hours showed that the desired arylborate compound had formed.

According to the analysis of related databases, 5876-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
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. 60577-34-6, name is 4-Iodo-N-methylaniline, A new synthetic method of this compound is introduced below., Safety of 4-Iodo-N-methylaniline

(4) 7.7 g (33 mmol) of 4-iodo-N-methylaniline, 3.9 g (38 mmol) of acetic anhydride and 3.0 g (38 mmol) of pyridine,After reacting at room temperature for 1 hour, 50 ml of water was added to the reaction mixture, and the product was extracted with chloroform.After the reaction, usual post-treatment was performed to obtain 8.6 g of a yellow solid.This yellow solid was recrystallized using a mixed solvent of diethyl ether: ethanol = 5: 1 (v / v),7.6 g (84% yield) of 4-iodo-N-methylacetanilide was obtained as a yellow solid.

The synthetic route of 60577-34-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Unimatec Co., Ltd.; Saito, Satoshi; (9 pag.)JP5895454; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, 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 16932-44-8, name: 2-Iodo-1,3-dimethoxybenzene

General procedure: A 2.64 M solution of n-BuLi in hexane (0.4 mL, 1.0 mmol) was added dropwise to a solution of 4 (200 mg, 0.69 mmol) in DME (2 mL) at 0 C under Ar. The mixture was stirred at room temperature for 30 min, before CuCl (109 mg, 1.11 mmol) was added in one portion. Stirring was continued at room temperature for 1 h, before pyridine (0.53 mL, 6.4 mmol) and 3-iodoanisole (234 mg, 1.00 mmol) were added in one portion. Subsequently, the mixture was heated to 100 C for 45 h. After cooling, the reaction was quenched with 10% aq. HCl, before the insoluble materials were removed by filtration through Celite. The filtrate was extracted with AcOEt, and the organic fractions were washed with 10% aq. Na2S2O3 and brine, dried over Na2SO4, and concentrated. Purification by column chromatography on silica gel (eluent: n-hexane) afforded a mixture of 5 and unreacted 3-iodoanisole. A 1 M solution of TBAF in THF (0.79 mL, 0.79 mmol) was added to the mixture in 2 mL of dry THF, before the reaction mixture was stirred for 4 h at room temperature. The reaction was quenched with water and the reaction mixture was extracted with AcOEt. The organic layer was washed with brine, dried over Na2SO4, and concentrated. Purification by column chromatography on silica gel (eluent: n-hexane to n-hexane/AcOEt = 10/1, v/v) afforded 2b as a colorless solid in 67% yields over two steps.

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; Kaise, Asako; Ohta, Kiminori; Endo, Yasuyuki; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 257 – 263;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 4387-36-4,Some common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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.

Weigh 2.28 g of o-iodobenzonitrile and 1.13 g of phenylacetylene. Bis-triphenylphosphine palladium dichloride 140mg, 19 mg of cuprous iodide is dissolved in 250 mL of triethylamine. The reaction was carried out under nitrogen at 60 C for 12 h. Thin chromatography was used to detect the reaction process. After the reaction is completed, it is filtered with diatomaceous earth. Rotating off the solvent triethylamine, dry loading by column chromatography to obtain a pale yellow solid 1.86 g (yield 91%).

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

Reference:
Patent; Zhengzhou University; Chen Xiaolan; Sun Kai; Yu Bing; Qu Lingbo; Sun Yuanqiang; (8 pag.)CN108689892; (2018); A;,
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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C6H3Cl2I

General procedure: Amide derivatives (0.2 mmol), 4-methoxy iodobenzene (3 equiv.), Pd(OAc)2 (10 mmolpercent), C6H13COOAg (2 equiv.) were combined in o-xylene (1 mL) in a 10mL vial. The vial was sealed with a Teflon lined cap, and the reaction was stirred in 120 ¡ãC oil bath for 24 hours without an inert gas atmosphere. After cooled to room temperature, the mixture was extracted with ethyl acetate (3 x 10mL). The residue was purified by silica-gel column chromatography to afford the corresponding product.

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; Yan, Xufei; Long, Rongrong; Luo, Feihua; Yang, Li; Zhou, Xiangge; Tetrahedron Letters; vol. 58; 1; (2017); p. 54 – 58;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 153898-63-6,Some common heterocyclic compound, 153898-63-6, name is 2-Iodo-5-methoxyaniline, molecular formula is C7H8INO, 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.

NaBH(OAc)3 (5.10 g, 24.1 mmol) was added to a solution of p-anisaldehyde (0.41 mL, 6.63 mmol), 2-iodo-5-methoxyaniline5 (1.5 g, 6.02 mmol) and AcOH (0.11 mL, 0.11 mmol) in 1,2-DCE (30 mL). The mixture was stirred 24 h, then saturated aq. KHCO3 (15 mL) was slowly added while stirring vigorously. The aqueous layer was extracted with EtOAc, the combined organic layer was washed with brine, dried over MgSO4, and volatile compounds were removed under vacuum. The residue was subjected to flash chromatography (20% EtOAc in hexanes) to give the title compound (1.80 g, 81%). 1H NMR (400 MHz, CDCl3) delta 7.50 (d, J = 8.6 Hz, 1H), 7.26 (d, J= 8.6 Hz, 2H), 6.87 (d, J= 8.6 Hz, 2H), 6.14 (d, J = 2.8 Hz, 1H), 6.07 (dd, J = 8.6 Hz, 2.8 Hz, 1H), 4.49 (s, 1H), 4.27 (s, 1H), 4.26 (s, 1H), 3.78 (s, 3H), 3.69 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 161.2, 158.8, 147.9, 138.9, 130.3, 128.5, 114.0, 104.0, 97.9, 74.5, 55.2, 47.8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-5-methoxyaniline, its application will become more common.

Reference:
Article; Zhang, Hanmo; Hay, E. Ben; Geib, Stephen J.; Curran, Dennis P.; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 1649 – 1655;,
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. 886762-68-1, name is 1,3-Difluoro-5-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1,3-Difluoro-5-iodo-2-methoxybenzene

Example 12i 5-(3-Bromo-4-fluorophenyl)-5-(3,5-difluoro-4-methoxyphenyl)-5H-pyrrolo[3,4-b]pyridin-7-amine tert-Butyllithium (0.995 mL, 1.59 mmol) was added dropwise to THF (4 mL) at -100 C. under an argon atmosphere. A solution of 1,3-difluoro-5-iodo-2-methoxybenzene (215 mg, 0.80 mmol) in THF (1 mL) was added dropwise followed by the addition of N-((3-bromo-4-fluorophenyl)(2-cyanopyridin-3-yl)methylene)-2-methylpropane-2-sulfinamide (250 mg, 0.61 mmol) in THF (2 mL). The resulting reaction mixture was left on the thawing cooling bath for 30 min then the cooling bath was removed and the mixture was stirred at r.t. for 1 h. Hydrogen chloride in methanol (3 mL, 3.7 mmol) was added and the resulting mixture was stirred at r.t. for 1 h. The mixture was concentrated and purified on a silica gel column eluted with 0-10% NH3 (0.1 M in MeOH) in DCM. This gave 52 mg (19% yield) of the title product: MS (ES) m/z 448, 450 [M+1]+.

According to the analysis of related databases, 886762-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2010/125081; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 5458-84-4, These common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, 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 1-iodo-2-methoxy-4-nitrobenzene (2.0 g, 7.16 mmol), methyl acrylate (2.0 mL, 22.2 mmol), Pd(OAc)2 (100 mg) and PPh3 (200 mg) in DMF (20 mL) was purged with argon and heated to 70 C overnight. TLC showed that the starting material was consumed completely and a new spot had formed. The reaction mixture was diluted with ethyl acetate and the catalyst was removed by filtration. The organic layer was washed with brine, dried over Na2504 and concentrated under reduced pressure. The residue was purified by silica gel column (petroleum ether 100%) to give methyl (E)-3-(2-methoxy-4-nitrophenyl)acrylate as a yellow solid (500 mg, 31%).?H NMR (400 MHz, CDC13): 7.96 (d, J = 16.0 Hz, 1H), 7.84 (dd, J = 8.4 Hz, 2.0 Hz, 1H), 7.77 (d, J = 2.0 Hz, 1H), 7.63 (d, J = 8.4 Hz, 1H), 6.63 (d, J = 16.4 Hz,1H), 4.00 (s, 3H), 3.83 (s, 3H).

The synthetic route of 5458-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVOGEN LIMITED; EIFFE, Eleanor; HEATON, Andrew; GUNNING, Peter; TREUTLEIN, Herbert; ZENG, Jun; JAMES, Ian; DIXON, Ian; (172 pag.)WO2016/187667; (2016); 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. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

A mixture of7-chloro-2-(trimethylstannyl)furo[2,3-c]pyridine (63 mg, 0.23 mmol), 1,3-dichloro-2-iodobenzene (73 mg, 0.27 mmol), Pd2(dba)3(10 mg, 0.011 mmol), tris(2-furyl)phosphine (5 mg, 0.022 mmol) and NMP (2 mL)was degassed with N2for 10 min. The resulting mixture was irradiated in a microwave reactor at 130 C for 0.5 h. The mixture was allowed to cool to room temperature, poured into water (25 mL) and extracted with diethyl ether (2 x 50 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and evaporated. The residue was purified by silica gel column chromatography eluting with a 0-100% gradient of diethyl ether in heptane. Appropriate fractions were combined and evaporated to afford the title compound (49 mg, 83% yield) as a white solid. H NMR (400 MHz, DMSO-d6): delta 8.31 (1H, d,J= 5.3 Hz), 7.87 (1H, d,J= 5.1 Hz), 7.76 – 7.72 (2H, m), 7.69 – 7.65 (1H, m), 7.50 (1H, s); LCMS (ESI) m/z: 298.2 [M+H]+.

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; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com