Author: Jessica.F

19718-49-1, name is Methyl 4-amino-3-iodobenzoate, 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. name: Methyl 4-amino-3-iodobenzoate

To a stirred solution of Intermediate 14 (31.9 g, 107 mmol) in DMF (160 ml) was added methyl 4-amino-3-iodobenzoate (29.8 g 107 mmol), LiCl (4.5 g 107 mmol) and Na2CO3 (22.8 g 215 mmol). The resulting suspension was degassed, Pd(OAc)2 (0.96 g, 4.3 mmol) added, and degassing repeated. The reaction mixture was heated to HO0C for 50 minutes. The reaction mixture was then cooled to room temperature, filtered through celite and concentrated in vacuo. The resulting brown oil was separated between isopropyl acetate and water. The aqueous layer was back-extracted with isopropyl acetate (2 x 150 mL). The combined organic layers were dried (MgSO4), treated with decolourising charcoal (5% by weight of crude material) for 30 minutes at room temperature, and purified by column chromatography (SiO2, DCM) to give the title compound (9.0 g, 19%) as a pale cream solid. deltaeta (CDCl3) 8.50 (IH, br s), 8.05 (IH, s), 7.88 (IH, d), 7.32 (IH, d), 4.32 (IH, m), 3.99 (IH, t), 3.91 (3H, s), 3.65 (IH, d), 3.50-3.28 (3H, m), 3.05 (IH, dd), 1.48 (9H, s), 0.40 (9H, s). LCMS (ES+) 469.1 (M+Na).

The synthetic route of 19718-49-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; WO2009/71888; (2009); A1;,
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. 29289-13-2, name is 2-Iodo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 29289-13-2

To a two-necked round-bottomed flask fitted with a guard tube, PBr3 (2.7mmol, 0.26 mL), DMF (3 mmol, 0.23 mL) and chloroform (0.80 mL) were added, allowed to cool to 0 C and stirred for 0.5 h. After formation of colourless solid complex, 2-Iodo-4-methyl-phenylamine 2b (1 mmol) in chloroform (5 mL) was added and the reaction mixture was allowed to stir at r.t. for another 1-2 h. After completion, the reaction mixture was neutralized by adding saturated NaHCO3 solution and then extracted with DCM (3X 20 mL). Combined organic layer was washed with brine and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product was purified through column chromatography using silica gel (60-120 mesh) and petether/EtOAc (5:1) as eluent.

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ghosh, Munmun; Ahmed, Atiur; Singha, Raju; Ray, Jayanta K.; Tetrahedron Letters; vol. 56; 2; (2015); p. 353 – 355;,
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. 1829-28-3, name is Ethyl 2-iodobenzoate, A new synthetic method of this compound is introduced below., Safety of Ethyl 2-iodobenzoate

0.54 g (5 mmol) of 2.76 g (10 mmol) of o-phenylenediamine and ethyl iodobenzoate were weighed into a microwave reaction tube, and cuprous iodide (80 mg, 0.5 mmol), potassium phosphate (3.18 g, 15 mmol), Then, an appropriate amount of ethylene glycol and magnetron were added to the microwave reaction tube, and the microwave reaction was carried out under the protection of nitrogen at 180 C. After 1 h, the reaction was stopped, and the TLC detection was completed. Ethyl acetate (3 × 100 mL) and an appropriate amount of water and saturated NaCl solution were extracted, the organic layer was combined, an appropriate amount of anhydrous Na 2 SO 4 was added to remove water, suction filtration, and the filtered liquid was concentrated, and 1 g of silica gel was added for mixing.Separated using silica gel column chromatography,The eluent was (dichloromethane/methanol = 100/1) to give a bright yellow solid, 3, 0.68 g, yield 65%.

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; Xinxiang Medical University; Xinxiang Medical School San Quan College; Yan Fulin; Wang Yawen; Yan Jianwei; Yin Tiantian; Ma Jinshuo; (15 pag.)CN110183387; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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 627-31-6, Application In Synthesis of 1,3-Diiodopropane(stabilized with Copper chip)

Methyl 2-(4-nitrophenyl)acetate (6.0 g, 31 mmol) was dissolved in DMF (100 mL). The solution was cooled to 0 C in an ice bath. NaH (2.50 g, 62.5 mmol, 60% in mineral oil) was added slowly and cautiously. The resulting mixture was allowed to warm to RT and stirred for 15 min. The mixture was cooled again to 0 C and 1,3-diiodopropane (6.0 mL, 52 mmol) was added dropwise. The resulting mixture was allowed to stir at 0 C for 30 min, then 0 C to 10 C for 1.5 h. The solution was cooled to 0 C and quenched with water. The reaction mixture was extracted with DCM (30 mL x3). The combined organic layers were washed with water, brine, dried over Na2SC>4, filtered and concentrated in vacuo to afford a residue. The residue was purified by column chromatography on silica gel (EtOAc in hexane, 0-20% gradient) to afford methyl l-(4-nitrophenyl)cyclobutanecarboxylate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Diiodopropane(stabilized with Copper chip), and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Hua; ACHAB, Abdelghani; FRADERA, Xavier; HAN, Yongxin; LI, Derun; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; SLOMAN, David, L.; YU, Wensheng; (98 pag.)WO2019/27855; (2019); 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. 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, A new synthetic method of this compound is introduced below., name: 2-Bromo-1-(4-iodophenyl)ethanone

General procedure: To a mixture of olefin (0.5 mmol) and tween-80 (30 mL) in water (3 mL) was added DBH (214.5 mg, 0.75 mmol) at room temperature, and the mixture was stirred under the conditions as indicated in Table 1. After cooling to room temperature and removal of solvent under reduced pressure, EtOH (3 mL), thiourea (57.1 mg, 0.75 mmol) (or 0.75 mmol of N-methylthiourea/N-phenethylthiourea) were added to the mixture, and the obtained mixture was stirred for 2 h at 80 C. The mixture was diluted with ethyl acetate (60 mL). The organic phase was washed with brine (10mL x 3) and dried over Na2SO4. After concentrated under reduced pressure, the residue was purified by preparative thin layer chromatography to afford the corresponding 2-aminothiazoles.

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; Ma, Chunhua; Miao, Yuqi; Zhao, Minghao; Wu, Ping; Zhou, Jianglu; Li, Zhi; Xie, Xilei; Zhang, Wei; Tetrahedron; vol. 74; 27; (2018); p. 3602 – 3607;,
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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H4F3IO

To a mixture of 1 -iodo-4-(trifluoromethoxy)benzene (3 g, 10.416 mmol) in methylsulfinylmethane (24 mL) was added 3-bromo-1 H-1 ,2,4-triazole (3.1 g) under nitrogen atmosphere followed by addition of cesium carbonate (6.7 g, 20.833 mmol) and copper iodide (0.4 g, 2.083 mmol). The reaction mass was stirred at 130°C for 18 hours in seal tube. The reaction mass was then diluted with water and extracted with ethylacetate (3 x 70 mL). The combined organic layers were then dried over sodium sulphate and concentrated under reduced pressure followed by column chromatography to obtain the title compound as solid (3 g). (0581) H NMR (400 MHz, (CD3)3SO): delta 9.38 – 9.25 (m, 1 H), 7.98 – 7.92 (m, 2H), 7.65 – 7.53 (m, 2H) LC/MS (method E) m/z: 308 [M + H]+, Rt = 0.94 min.

According to the analysis of related databases, 103962-05-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; JEANGUENAT, Andre; BENFATTI, Fides; RAWAL, Girish; (89 pag.)WO2018/15328; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, 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. Product Details of 19718-49-1

Intermediate 1; Methyl 2-(trimethylsilyl)-3-f2-r(trimethylsilyl)oxy1ethyl)-1H-indole-5-carboxylate; Methyl 4-amino-3-iodobenzoate (27.7 g, 0.1 mol), LiCI (4.24 g, 0.1 mol), Cs2CO3 (81.5 g, 0.25 mol), tri(o-tolyl)phosphine (1.52 g, 5 mmol) was added to DMF (500 ml). The mixture was degassed with nitrogen and 4-trimethylsilyl-3-butyn-1-ol (26.67 ml, 0.16 mol) and palladium (II) acetate (1.12 g, 5 mmol) was added, The mixture was degassed with nitrogen and stirred at 100 0C for 3 hours. The reaction mixture was filtered on celite (5 cm) and evaporated. The crude extract was diluted with ethyl acetate, the organic phase was washed with brine and dried over Na2SO4, filtered and concentrated. The residue was purified on SiO2 eluting with dichloromethane/ethyl acetate 95/5 to give a first fraction of the title compound (2.1 g) and a second fraction after evaporation and addition of heptane, precipitation and filtration : (Intermediate 1) (19.3 g, 66 %). LC/MS : m/z 292 (M+H)+, Rt: 2.96

The synthetic route of Methyl 4-amino-3-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); 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. 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

General procedure: Table 2, example 4 PdOAc2 (3.4 mg, 0.015 mmol), cesium carbonate (293 mg, 0.900 mmol), and tris(4-methoxyphenyl)phosphine (12 mg, 0.033 mmol) were combined in dioxane (2 mL) and stirred for 15 min at room temperature under an atmosphere of nitrogen. Then 6-chloro-3-iodo-2-methylpyridine (76 mg, 0.30 mmol), O-benzoyl morpholine (69 mg, 0.330 mmol), methylboronic acid(20 mg, 0.33 mmol), and bicyclo[2.2.1]hept-2-ene (28 mg,0.30 mmol) were added as a solution in dioxane (2 mL) to the previously prepared solution of catalyst and base. The reaction was sealed and heated to 100C for 18 h. The reaction mixturewas cooled to room temperature and filtered through a pad of celite eluting with ethyl acetate. The eluent was concentrated and the residue was puried by silica gel chromatography (ISCO 24 gsilica cartridge; 0-30% ethyl acetate in hexanes) to provide4-(6-chloro-2,3-dimethylpyridin-4-yl)morpholine (41 mg, 60%yield) as a colorless oil.

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; Wilson, Jonathan E.; Tetrahedron Letters; vol. 57; 46; (2016); p. 5053 – 5056;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

116632-39-4, name is 5-Bromo-2-iodotoluene, 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: C7H6BrI

5-bromo-l-(bromomethyl)-2-iodobenzene (15a). A solution of 5-bromo-2- iodotoluene (6.75 g, 22.7 mmol) and 1,2-dichlorethane (25 mL) was stirred at room temperature in a 50 mL two neck round bottom under nitrogen. Benzoyl peroxide (281 mg, 1.14 mmol) and NBS (4.5 g, 25 mmol) were added at once and the resulting mixture was heated to reflux and irradiated with a 250 W incandescent flood lamp (12 in away from round bottom) for 5 h. The reaction mixture was allowed to cool to room temperature after which precipitates were filtered off and rinsed with hexane. The filtrate was dried with MgS04, filtered and the solvent removed under reduced pressure to provide an orange solid that was then rinsed with cold methanol yielding 3.99 g (10.6 mmol, 47%) of an off-white solid that was used without further purification. Characterization data matched that found in literature. Amijs, C. H. M, et al, Green Chem. 2003, 5, 470-474.

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE JOHNS HOPKINS UNIVERSITY; TOVAR, John Dayton; CARUSO, Jr., Anthony; WO2011/127383; (2011); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 188815-32-9, 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. 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4.539; 3-(5 -Chloropyridin-2-ylV 5-f 1 -hydroxy- 1 -methylethylVN- U 1 R )- 1 – 1 -oxido-6- f trifluoromethyl)pyridin-3 -yl] ethyl I benzamide; Step A: methyl 3-bromo-5-iodobenzoate; To a suspension of 3-bromo-5-iodobenzoic acid (993 g, 3.04 mol) in methanol (6.0 L) was added hydrochloric acid (37%; 20.0 mL, 244 mmol). The mixture was heated to 70 0C. After 72 h, the mixture was cooled to ambient temperature. Dichloromethane (2.5 L) was added and the mixture was partially concentrated. The suspension was filtered and the filtered cake was washed with cold methanol to give the title compound as a white solid (846 g)-

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-5-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2009/58298; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com