Tag: M.W=200-300

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. 19099-54-8, name is 1-Iodo-2-isopropylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 19099-54-8

General procedure: Catalyst 1 (prepared according Ref.15a, 7.1 mg,0.05 mequiv of Pd) was added to a solution of aryl iodide (4 mmol,1.0 equiv), methyl acrylate (0.72 mL, 8 mmol, 2.0 equiv), Et3N (0.67 mL,4.8 mmol, 1.2 equiv) in a mixture of toluene (6.7 mL), DMF (3.3 mL) and H2O(0.1 mL). The reaction mixture was heated at 100 C for 20 h. After coolingto rt, 1 was filtered off under vacuum. The mixture of solvents wasconcentrated under vacuum and the residue was purified by flashchromatographyon silica gel to afford pure alkenes after drying under,vacuum (0.1 mbar).

The synthetic route of 19099-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Derible, Antoine; Becht, Jean-Michel; Le Drian, Claude; Tetrahedron Letters; vol. 54; 32; (2013); p. 4207 – 4209;,
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Application of 202865-85-8,Some common heterocyclic compound, 202865-85-8, name is 1-Bromo-4-iodo-2-methylbenzene, molecular formula is C7H6BrI, 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.

Under nitrogen atmosphere, 1-bromo-4-iodo-2-methylbenzene (1.0 g), (4-methoxyphenyl)methanethiol (520 mg) To a 1,4-dioxane solution (20 mL) containing tris (dibenzylideneacetone)dipalladium (80 mg) and 4,5-bis (diphenylphosphino) -9,9- dimethylxanthene (100 mg) wasadded diisopropylethylamine 1.2 mL) was added, and the mixture was reacted under reflux for90 minutes. The reaction mixture was cooled, water was added, and the mixture was extractedtwice with ethyl acetate (30 mL). The organic layer was washed with saturated brine, dried overanhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtainedresidue was purified by column chromatography (heptane: ethyl acetate = 20: 1) to obtain (4 -bromo-3-methylphenyl) (4-methoxybenzyl) sulfane (907 mg, yield 83%) as a white solid.

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

Reference:
Patent; Ishihara Sangyo Co., Ltd.; Ueki, Toshihiko; Yamada, Ryu; Izakura, Kenji; (30 pag.)JP2017/75131; (2017); A;,
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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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H6I2

To a mixture of 1,3-diiodopropane (4.4 mL, 38.4 mmol) andethyl 2-oxocyclopentanecarboxylate (0.95 mL, 6.4 mmol) in acetone(16 mL) was added K2CO3 (2.3 g, 16.7 mmol), and the reactionmixture was heated under reflux for 3 days. The mixture was filtered,and the filtrate was then concentrated. The residue was purifiedby silica gel chromatography eluting with 0-50% EtOAc/hexanes to give 28 (1.44 g, 62%). 1H NMR (500 MHz, CDCl3) d4.25-4.10 (m, 2H), 3.16 (qt, J = 9.6, 6.8 Hz, 2H), 2.56-2.40 (m,2H), 2.34-2.24 (m, 1H), 2.08-1.86 (m, 5H), 1.82-1.72 (m, 1H),1.71-1.64 (m, 1H), 1.71-1.64 (m, 1H), 1.26 (t, J = 7.1 Hz, 3H).LC/MS m/z: (M+H)+ calcd for C11H18IO3, 325.03; found 325.0.

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 627-31-6.

Reference:
Article; Wu, Yong-Jin; Guernon, Jason; McClure, Andrea; Luo, Guanglin; Rajamani, Ramkumar; Ng, Alicia; Easton, Amy; Newton, Amy; Bourin, Clotilde; Parker, Dawn; Mosure, Kathleen; Barnaby, Omar; Soars, Matthew G.; Knox, Ronald J.; Matchett, Michele; Pieschl, Rick; Herrington, James; Chen, Ping; Sivarao; Bristow, Linda J.; Meanwell, Nicholas A.; Bronson, Joanne; Olson, Richard; Thompson, Lorin A.; Dzierba, Carolyn; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5490 – 5505;,
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Application of 19230-28-5, 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. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 1,3-dimethyluracil 1a (0.20 mmol) in 2,2,2-trifluoroethanol (TFE) (3 mL), (4-chlorophenyl)(hydroxy)iodonium tosylate 2f (0.22 mmol) was added and it was stirred at room temperature. After completion of the reaction, the solvent was removed under vacuum. The product was then precipitated by the addition of Et2O with stirring. The precipitate was filtered to give uracil-iodonium(III) salt 3af-OTs as a white powder.

The chemical industry reduces the impact on the environment during synthesis 1,3-Dichloro-2-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Takenaga, Naoko; Hayashi, Takumi; Ueda, Shohei; Satake, Hiroyuki; Yamada, Yoichi; Kodama, Tetsuya; Dohi, Toshifumi; Molecules; vol. 24; 17; (2019);,
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Application of 2265-91-0,Some common heterocyclic compound, 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, molecular formula is C6H3F2I, 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.

Compound SM (2g, 8.3mmol),CuI (100 mg, 0.5 mmol) and Pd(PPh3) 2Cl2 (350 mg, 0.5 mmol)Add to the three-necked flask, after replacing N2 three times,DMF (20 ml) and trimethylethynyl silicon (1.31 g, 13.3 mmol) were added.Replace with N2 and finally add triethylamine (1.35 g, 13.3 mmol).After the N2 substitution, the mixture was stirred at 70 C for 3 hours. After complete reaction,The system was cooled to room temperature, filtered through celite, and the filtrate was diluted with water.Extract with ethyl acetate, combine the organic phases, and wash with water.Wash once with saturated brine, dry over anhydrous sodium sulfate, filtered, and then evaporated.The oil was purified by column chromatography to give ((3,5-difluorophenyl)ethynyl)trimethylsilane (1.56 g, yield: 90%, brown oil).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Difluoro-5-iodobenzene, its application will become more common.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Luo Xiaoyong; Dong Zhenwen; Li Xiaoyong; Yu Hua; Zeng Hong; Song Hongmei; Wang Ying; Wang Lichun; Wang Jingyi; (49 pag.)CN109293652; (2019); A;,
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Electric Literature of 111771-08-5,Some common heterocyclic compound, 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, molecular formula is C7H4FIO2, 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 200 mL round- bottomed flask were added 2-fluoro-6-iodo-benzoic acid (7.5 g, 28.2 mmol), LiOH*H2O (1 .42 g, 33.8 mmol), and THF (100 mL). The resulting mixture was warmed to 50 oC and stirred for 2 h. Dimethyl sulfate (4.03 mL, 42.3 mmol) was then added and the mixture was warmed to 65 oC. After 2 h, the mixture was cooled to room temperature and NH CI(ac?) (50 mL, 13 wt% solution) was added. The two resulting layers were thoroughly mixed and then separated. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure to a light brown oil (7.79 g, 99% yield). 1H NMR (400 MHz, CDCIs): 7.68 – 7.60 (m, 1 H), 7.15 – 7.06 (m, 2H), 3.98 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Fluoro-6-iodobenzoic acid, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHAI, Wenying; LETAVIC, Michael, A.; LY, Kiev, S.; PIPPEL, Daniel, J.; RUDOLPH, Dale, A.; SAPPEY, Kathleen, C.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; SOYODE-JOHNSON, Akinola; STOCKING, Emily, M.; SWANSON, Devin, M.; WO2011/50198; (2011); A1;,
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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;,
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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;,
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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,
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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;,
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