Tag: M.W=300-400

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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 628-21-7

Step 1:To a solution of LDA (22 mmol, prepared according the protocol in step 3 in Scheme 5) in THF (30 mL) at -78 C. was added isobutyric acid t-butyl ester (2.85 g, 20 mmol) in THF (10 mL) dropwise. The reaction mixture was stirred at -78 C. for 10 min. HMPA (3.48 mL, 20 mmol) was added. After stirring for an additional 10 min at -78 C., the resulting solution was cannulated to a solution of 1,4-diiodobutane (7.9 mL, 60 mmol) in THF (10 mL) at -78 C. After the addition, the dry ice-acetone bath was removed. The reaction mixture was stirred at room temperature for 1.5 h, diluted with brine, and extracted with EtOAc (3×). The combined organic layer was dried (Na2SO4), filtered, and concentrated. The residue was purified by flash column chromatography with EtOAc/hexane (0% to 6% gradient over 20 min) to give 3.5 g of 9-1 as a pale yellow oil (52% yield).1HNMR (CDCl3, 300 Hz): 3.19 (t, J=6.4 Hz, 2H), 1.86-1.76 (m, 2H), 1.50-1.30 (m, 4H), 1.45 (s, 9H), 1.13 (s, 6H); 13CNMR (CDCl3, 75 Hz): 177.0, 79.7, 42.5, 39.5, 33.9, 28.0, 25.9, 25.2, 6.6; EA calcd for C13H25IO2: C, 45.89; H. 7.41. Found: C, 45.26; H, 7.28; IR (neat); 3426, 2930, 1708, 1612, 1536, 1487, 1454, 1242, 1215, 1175, 1123, 914, 796, 770 cm-1.

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 628-21-7.

Reference:
Patent; Jahangir, Alam; Lynch, Stephen M.; Soth, Michael; Yang, Hanbiao; US2011/71179; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1427311-76-9,Some common heterocyclic compound, 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, molecular formula is C12H16INO4, 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.

DMAP (502 mg, 4.1 mmol) and MsCl (238 muIota,, 3 Alpha mmol) were added to a solution of compound 18 (680 mg, 1.0 mmol) in anhydrous CH2C12 (6.0 mL) at 0C under a nitrogen atmosphere. The reaction was stirred at 0C for 10 min and then diluted with CH2C12 (20 mL). The solution was applied on a short silica gel plug (2 x 3 cm) and was eluted quickly with a hexane/ethyl acetate/triethylamine solvent system (80 mL, volume ratio: 80/20/0.5). The eluent was concentrated in vacuo, and the residue was mixed with (5)- l-(4-iodo-5- methoxy-2-nitrophenyl)-2,2-dimethyl-l -propanol (500 mg, 2.1 mmol). The mixture was heated at 1 15C for 45 min under a nitrogen atmosphere, cooled to room temperature and dissolved in THF (10 mL). w-Bu4NF (1.07 g, 3.40 mmol) was added and the mixture was stirred at room temperature for 12 hours and then concentrated in vacuo. The residue was dissolved in CH2C12 (50 mL) and washed with brine (50 mL), and the aqueous phase was extracted with CH2C12 (20 mL) two times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 2-amino-6-chloro-9-(P-D-2′-deoxyribofuranosyl)-7-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]-methyl-7-deazapurine 56 (125 mg, 18% for three steps). 1H NMR (400 MHz, CDCl3): delta 8.24 (s, 1 H, Ph-H), 7.04 (s, 1 H, Ph-H), 6.91 (s, 1 H, H-8), 6.17 (dd, 1 H, J = 6.0 and 8.4 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 5.11 (br s, 2 H, NH2), 4.71 (m, 1 H, H-3′), 4.59 ( dd, 2 H, J = 12.4 and 24.4 Hz, 7-CH2), 4.13 (m, 1 H, H-4′), 3.96 (s, 3 H, OCH3), 3.88 (m, 1 H, H-5’a), 3. 79 (m, 1 H, H-5’b), 2.76 (m, 1 H, H-2’a), 2.32 (m, 1 H, H-2’b), 0.81 (s, 9 H, (CH3)3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, its application will become more common.

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 159217-89-7, name is tert-Butyl (4-iodophenyl)carbamate, molecular formula is C11H14INO2, 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. Computed Properties of C11H14INO2

Step B [4-(t-Butoxycarbonylamino)phenyl]trimethylstannane The iodide (2.75 g; 8.62 mmol) from Step A of this Example, hexamethylditin (4.23 g; 12.91 mmol) and tetrakis(triphenylphosphine)palladium(0) were mixed together in anhydrous dioxane and subjected to a freeze-vac-thaw cycle to degas the solution and then the reaction heated to reflux under a nitrogen atmosphere for 6 h. The reaction mixture was then cooled to room temperature, poured into iced saturated brine and extracted with ether (3*250 ml). The ethereal layers were combined and washed with another portion of brine, dried over anhydrous magnesium sulfate powder and evaporated under reduced pressure to leave an orange mobile liquid. Chromatography of the liquid on silica gel using an eluant consisting of ether and hexanes in the ratio 1:19 v/v afforded 1.75 g (ca. 57%) of a material that was [4-(t-butoxycarbonylamino)phenyl]trimethylstannane that contained traces of the starting material. 1 H NMR (200 MHz, CDCl3): 0.23 (s, 9H) 1.47 (s, 9H) 6.45 (s, 1H) 7.25-7.40 (ABq, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 159217-89-7, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US5726319; (1998); 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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Quality Control of 1-Chloro-4-iodo-2-(trifluoromethyl)benzene

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene, and isoxazole-4-amine (12 mmol) was sequentially added to the system, palladium acetate ( 0·5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine. After stirring for 10 minutes, add 10 ml of cesium carbonate (10 mmol). The aqueous solution is heated to 50 C for 4 hours. After the reaction is completed, 20 ml of water is added to the system, stirred for 20 minutes, and the organic phase is dried over anhydrous sodium sulfate, concentrated, and then purified by flash column chromatography to give 2.2 g. Yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder, yield 84%

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; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108353920; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 175278-30-5, name is 4-Bromo-2-ethyl-1-iodobenzene, 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 175278-30-5, Formula: C8H8BrI

full text is not avalable from article

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; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 7; (2016); p. 854 – 881;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 51839-15-7, These common heterocyclic compound, 51839-15-7, name is Dimethyl 5-iodoisophthalate, 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.

Intermediate LXII: Dimethyl-5-trifluoromethyl isophthalate; To a solution of dimethyl 5-iodoisophthalate (1 g, 3.12 mmol) in 1:1 DMF/HMPA was added Methyl- 2,2-difluoro-2( fluorosulfonyl) acetate (3 g, 15.6 mmol) and Copper (I) Iodide (2.9 mg, 15.6 mmol) and the reaction mixture heated to. 80 C for 16 h. The reaction was cooled to rt and diluted with ethyl acetate (200 mL) The solvent was decanted and the copper salts washed with an additional 100 mL of ethyl acetate. The organics were poured into water (200 mL ) the phases separated and the aqueous extracted with Ethyl acetate ( 100mL) dried over anhydrous sodium sulfate, filtered and concentrated at reduced pressure. The residue was chromatographed on silica gel eluting with dichloromethane. to give dimethyl-5-trifluoromethyl isophthalate. : :¹H NMR (400 MHz, CDC13) No. 8.85 (s, 1H), 8.48 (s, 2H), 4.01 (s, 6H). LCMS [(M) +H]+ = 263.

The synthetic route of 51839-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2005/103020; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 159217-89-7, A common heterocyclic compound, 159217-89-7, name is tert-Butyl (4-iodophenyl)carbamate, molecular formula is C11H14INO2, 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.

5 g (15,7 mmol) N-tert-Butyloxycarbonyl-4-iodanilin (BOC-geschuetztes 4-lodanilin) in 30 ml Toluol wurden bei Raumtemperatur mit einer Spatelspitze 4-Dimethylaminopyridin als Katalysator und 5,02 g (23,0 mmol) Di-tertbutyldicarbonat (BOC-Anhydrid) versetzt. Man liessueber Nacht ruehren, verduennte mit 30 ml Dichlormethan, wusch mit 20 ml 5 %iger Salzsaeure, trennte die Phasen und engte die organische Phase bis zur Trockene ein. Der Rueckstand wurde im Hochvakuum von Loesungsmittelresten befreit. Man erhielt das zweifach BOCgeschuetzte 4-lodanilin in 4,41 g (10,5 mmol, 67 %) Ausbeute. Die gesamte Menge wurde in 25 ml THF geloest und zu einer auf -78C gekuehlten Loesung von Lithiumtributylmagnesat in THF/Hexan (ca. 44 ml, 12,6 mmol) getropft (hergestellt aus Butylmagnesiumbromid-Loesung in THF und Butyllithium-Loesung in Hexan bei 0 C). Nach 40 min Nachruehren wurden 3,27 g (31,5 mmol) Trimethylborat langsam zugetropft. Man ruehrte noch 30 min bei -78C nach und liess dann langsam auf 0C erwaermen. Zur Hydrolyse wurden 70 ml 2 N methanolischer Chlorwasserstoff zugegeben und 7 h geruehrt. Zur Isolierung des Produkts gab man das Gemisch in 250 ml Wasser und 250 ml Toluol, extrahierte und trennte die Phasen. Die Toluolphase wurde eingeengt und das Produkt aus Methanol umkristallisiert. Man erhielt 0,64 g (3,7 mmol, 35 %) des 4-Anilinboronsaeure-Hydrochlorids; zusaetzlich war durch Protodeborierung eine nicht bestimmte Menge Anilin entstanden (Ausbeute ueber beide Stufen 23,5 %).

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; Clariant GmbH; EP1479686; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 21740-00-1,Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, molecular formula is C7H4BrIO2, 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.

5-Bromo-2-iodobenzoic acid (409 mg, 1.25 mmol), /V-(3-dimethylaminopropyl)-A^- ethylcarbodiimide hydrochloride (288 mg, 1.5 mmol), 1-hydroxybenzotriazoe (135 mg, 1.0 mmol), 7V,/V-diisopropylethylamine (523 pL, 3.0 mmol), and benzyl amine (109 pL, 1.0 mmol) were dissolved in anhydrous DMF (5 mL) and stirred at room temperature for 16 hr. The reaction mixture was diluted with an excess of EtOAc and washed five times with water and brine. The organic layer was dried over Na?.S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : DCM ::: 0 : 100 to 30 : 70) to give JV-benzyl- 5-bromo-2-iodobenzamide (361 mg, 87 %) 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 5-Bromo-2-iodobenzoic acid, its application will become more common.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164948; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 328-73-4, The chemical industry reduces the impact on the environment during synthesis 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

To a solution of compound 13a (125 mg, 0.412 mmol), and Et3N (1 mL) in DMF (4 mL), 1-iodo-3,5-bis(trifluoromethyl)benzene (146 muL, 0.824 mmol), CuI (15.7 mg, 0.082 mmol) and Pd(PPh3)4 (47.7 mg, 0.041 mmol) were added. The reaction mixture was stirred at room temperature overnight and filtered through a SiO2 pad. The residue was washed with 50percent EtOAc/hexane (4.x.15 mL) and concentrated in vacuo. The residue was purified by flash chromatography using 10percent EtOAc in hexane to afford 11a (138 mg, 65percent yield) as white solid. Rf (20percent EtOAc in hexane) 0.71; 1H NMR (300 MHz, CDCl3) delta 7.89 (s, 2H), 7.82 (s, 1H), 7.54-7.51 (m, 2H), 7.45-7.40 (m, 2H), 5.57 (s, 1H), 5.39 (br s, 1H), 4.55 (d, J=11.3 Hz, 2H), 4.11 (d, J=11.5 Hz, 2H), 1.50 (s, 9H); 13C NMR (75 MHz, CDCl3) delta 154.3, 137.1, 131.9, 129.4, 128.4, 128.4, 126.0, 124.6, 122.1, 102.0, 88.3, 82.9, 80.5, 72.8, 47.9, 28.4; IR (CH2Cl2): 3702, 3669, 3602, 3426, 2983, 2923, 2869, 1720, 1606, 1491, 1457, 1385, 1372, 1181, 1142; LRMS (EI): m/z 496 ([M+-F], 2), 459 (3), 430 (2), 399 (1); HRMS (EI): m/z calcd for C25H23NO4F5 [M+-F]: 496.1544, found: 496.1547.

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, 1-Iodo-3,5-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ko, Rebecca Y. Y.; Chu, John C. K.; Chiu, Pauline; Tetrahedron; vol. 67; 14; (2011); p. 2542 – 2547;,
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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H3F6I

General procedure: Diarylzinc reagents were generated in situ as described below. In all reactions, 1 equiv of diarylzinc reagent was used except for reactions with diphenylzinc reagent, where only 0.5 equiv was used.In a glovebox, ZnCl2 (136.3 mg, 1.0 mmol) and aryllithium (2.0 mmol) were weighed into a 4-dram and a 1-dram vial, respectively. Then a solution of aryllithium in THF (2 mL) was added dropwise to the suspension of ZnCl2 in THF (2 mL) at r.t. The mixture was stirred for 1 h, THF was removed, and the in situ generated diarylzinc reagent was dissolved in DMF (5 mL). CuI (9.5 mg, 0.050 mmol), aryl halide (1.0mmol), and LiCl (42.3 mg, 1.0 mmol) were weighed into a 15-mL pressure vessel and the diarylzinc reagent was added. The pressure vessel was then tightly capped, taken out of the glovebox, and placed in an oil bath preheated to 100 °C with vigorous stirring. After 12 h, the mixture was cooled to r.t., diluted with EtOAc (15 mL) and washed with H2O (3 × 5 mL); the aqueous fraction was back-extracted with EtOAc (3 × 5 mL). All of the EtOAc extracts were combined and dried (Na2SO4), and the solvent was removed on a rotary evaporator. The product was purified by column chromatography (silica gel, 0?10 percent EtOAc?hexanes).

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thapa, Surendra; Vangala, Adarsh S.; Giri, Ramesh; Synthesis; vol. 48; 4; (2016); p. 504 – 511;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com