Category: iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 627-32-7, name is 3-Iodo-1-propanol, 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 627-32-7, HPLC of Formula: C3H7IO

EXAMPLE 1Preparation of (9Z,i7E)-3-(nitrooxy)propyl octadeca-9,ll-dienoate (9Z, 11 E)-3-(nittauooxy)ptauopy octadeca-9,11-dienoate was synthesised in accordance with the procedure set out below:(A) To a solution of silver nitrate (5.34 g, 31.11 mmol) in acetonitrile (100 ml) was added dropwise via syringe 3-iodo-propan-l-ol (2.6 ml, 4.90 g, 26.33 mmol). The reaction mixture was stirred at room temperature for 48 h, then filtered over Celite. The filtrate was concentrated under reduced pressure and the residual oil was purified by flash chromatography (Petroleum Ether / EtOAc 7:3) yielding 3-hydroxypropyl nitrate as a brown oil (3.02 g, 24.95 mmol, 94 %), as shown below:AgNO3O2N(XMeCNRf 0.20 (Pet. Ether / EtOAc 7:3)Bp 56-58 C / 0.15 Torr (lit.)1H NMR 1.96 (p, 2H, J=6.2 Hz, CH2), 2.06 (s, IH, OH), 3.74 (dt, IH, J=2.2,6.1 Hz, CH2O), 4.59 (t, IH, 7=5.3 Hz, CH2ONO2)13C NMR 29.5 (CH2), 58.6 (CH2O), 70.2 (CH2ONO2) IR 1283, 1634, 3368Mass 122 (M+ 1, 10 %), 104 (16 %), 75 (17 %), 59 (27 %), 46 (100 %)

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Reference:
Patent; UNIVERSITY COLLEGE DUBLIN, NATIONAL UNIVERSITY OF IRELAND; WO2009/127398; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

618-91-7, name is Methyl 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. Safety of Methyl 3-iodobenzoate

General procedure: In a 10 mL glass screw cap tube capped with a rubber septum, palladium acetate Pd(OAc)2, (5 mg, 0.023 mmol), 1,3-bis(diphenylphosphino)propane dppp, (9 mg, 0.023 mmol) were introduced under argon atmosphere. Then, 3 mL of freshly distilled toluene) were added under argon. The mixture was stirred for 10 min to allow formation of the catalyst. Then securinine 1 (100 mg, 0.46 mmol), potassium carbonate (K2CO3, 127 mg, 0.92 mmol) and the desired iodoarene (0.92 mmol) were added. The septum was replaced by a screw cap, and the mixture was stirred at 130 C, in an oil bath. After 24 h stirring, the reaction mixture was brought to room temperature and diluted with ethyl acetate (5 mL). The reaction mixture was filtered through a pad of Celite eluting with AcOEt (20 mL). The organic layer was extracted with a saturated aqueous solution of sodium hydrogen carbonate (10 mL) and brine (10 mL). The organic layer was then dried over anhydrous magnesium sulfate, filtered and concentrated to dryness. Purification by flash column chromatography on silica gel (pentane-ethyl acetate) affords the desired coupling product. 4.1.2.1.14 Methyl 3-((6S,11aR,11bS)-2-oxo-2,6,9,10,11,11a-hexahydro-8H-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-5-yl)benzoate(2n) Yield: 67%. Orange solid; m.p. 54-56 C; Rf 0.32 (petroleum ether-AcOEt, 70:30); [alpha]D20 – 505 (c = 0.11, CHCl3); 1H NMR (300 MHz, CDCl3): delta = 8.18 (s, 1H), 8.02 (d, J = 7.8 Hz, 1H), 7.69 (d, J = 7.8 Hz, 1H), 7.48 (dd, J = 7.8 Hz, 1H), 6.86 (d, J = 1.3 Hz, 1H), 5.61 (s, 1H), 4.38 (d, J = 4.2 Hz, 1H), 3.92 (s, 3H), 2.92-2.86 (m, 1H), 2.64 (dd, J = 9.3, 4.2 Hz, 1H), 2.33-2.18 (m, 2H), 1.91-1.82 (m, 2H), 1.68-1.47 (m, 4H), 1.26-1.14 (m, 1H); 13C NMR (75 MHz, CDCl3): delta = 173.6, 169.9, 166.3, 149.1, 138.7, 130.9, 130.4, 130.2, 129.0, 127.4, 116.2, 105.2, 89.0, 63.0, 61.6, 52.3, 48.8, 41.9, 27.4, 25.8, 24.1. MS (CI, NH3): m/z = 352 [M+ + H]. HRMS calcd for C21H21N O4H [M+ + H]: 352.15433; found: 352.15386, error = 1.3 ppm.

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Perez, Marc; Ayad, Tahar; Maillos, Philippe; Poughon, Valerie; Fahy, Jacques; Ratovelomanana-Vidal, Virginie; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 287 – 293;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, 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. Application In Synthesis of 1-Iodo-2-(2-iodoethoxy)ethane

Potassium carbonate (304 mg, 2.2 mmol) was added to a solution of 3b (76 mg, 0.22 mmol) and 2-iodoethyl ether (33 mg, 0.1 mmol) in MeCN (5 mL) and the mixture was stirred at reflux for 3 days. The reaction mixture was cooled, poured into water (50 mL) and the product extracted into CH2Cl2 (3×20 mL). The combined organic layer was washed with brine (15 mL), dried (Na2SO4), and the solvent removed in vacuo. The crude product was purified by radial chromatography (EtOAc/hexane=1:4-1:1) to give 10 (0.039 g, 51.3%) as a 1:1 mixture of diastereomers; white solid; IR (KBr) 2930, 2876, 1663 cm-1; 1H NMR (200 MHz, CDCl3) delta 7.96-7.76 (m, 4H), 7.72-7.29 (m, 16H), 5.07-4.83 (m, 4H), 3.55-3.19 (m, 8H), 2.72-2.48 (m, 2H), 2.48-2.27 (m, 2H), 2.26-1.94 (m, 4H), 1.94-1.66 (m, 4H); 13C NMR (50 MHz, CDCl3) delta 162.0, 136.3, 135.1, 134.0, 131.0, 129.7, 128.8, 128.7, 128.5, 76.7, 75.9, 72.0, 71.7, 66.4, 66.3, 50.6, 33.9, 25.9, 20.3. Anal. Calcd for C40H44N2O9S2·H2O: C, 61.68; H, 5.95; N, 3.60. Found: C, 61.47; H, 5.90; N, 3.31.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 34270-90-1, its application will become more common.

Reference:
Article; Liu, Yuan; Jacobs, Hollie K.; Gopalan, Aravamudan S.; Tetrahedron; vol. 67; 12; (2011); p. 2206 – 2214;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 622-50-4, The chemical industry reduces the impact on the environment during synthesis 622-50-4, name is N-(4-Iodophenyl)acetamide, I believe this compound will play a more active role in future production and life.

[Rh(cod)(MeCN)2]BF4 (11.0 mg, 0.0300 mmol, 0.0300 equiv) and 4-iodoacetanilide (260 mg, 1.00 mmol, 1.00 equiv) were charged in 10 mL vial capped with a rubber septum. The vial was evacuated and backfilled with nitrogen. To this vial, DMF (4 mL), triethylamine (0.420 mL, 3.00 mmol, 3.00 equiv) and triethoxysilane (0.360 mL, 2.00 mmol, 2.00 equiv) were added. The reaction mixture was stirred at 80 C for 2 h, then cooled to 23 C. The mixture was diluted with ether (50 mL) and washed three times with water (3×20 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by Kugelrohr distillation to give 238 mg of the title compound as a colorless oil (80% yield). Rf=0.25 (hexanes/EtOAc 1:1 (v/v)). NMR spectroscopy: 1H NMR (500 MHz, CDCl3, 23 C, delta): 7.69 (d, J=8.0 Hz, 2H), 7.59 (d, J=8.5 Hz, 2H), 7.42 (br s, 1H), 3.85 (q, J=7.0 Hz, 6H), 2.17 (s, 3H), 1.23 (t, J=7.0 Hz, 9H). 13C NMR (125 MHz, CDCl3, 23 C, delta): 168.4, 139.8, 135.8, 126.3, 118.9, 58.7, 24.7, 18.2.

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, N-(4-Iodophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tang, Pingping; Ritter, Tobias; Tetrahedron; vol. 67; 24; (2011); p. 4449 – 4454;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-(4-Iodophenyl)propanoic acid

3-(4?-Iodophenyl)propanoic acid (10 mmol, 2.76 g, 1.0 eq.) and N- hydroxysuccinimide (15 mmol, 1.73 g, 1.5 eq) were dissolved in anhydrous CH2Cl2 (40 mL). The mixture was cooled to 0 C, and N,N’-dicyclohexylcarbodiimide (DCC, 15 mmol, 3.09 g, 1.5 eq) dissolved in 20 mL CH2Cl2 was added dropwise slowly. The mixture was stirred overnight at room temperature. The N,N’-dicyclohexylurea was filtered out, the residue was washed with CH2Cl2, and the filtrate was evaporated to dryness purified by column chromatography and recrystallization with iso-propanol or toluene/hexane to afford succinimide as white solid (3.50 g, 94%).1HNMR (400 MHz, CD3CN) delta 7.66 (d, J = 8.4 Hz, 2 H), 7.08 (d, J = 8.4 Hz, 2 H), 2.95 (A2B2, t, 4 H), 2.75 (s, 4 H).13CNMR (100 MHz, CD3CN) delta 168.4, 166.7, 138.1, 135.9, 129.2, 89.5, 30.1, 27.8, 23.8; HRMS (ESI) Calcd for C13H12NO4INa (M+Na)+ : 395.9709;

The synthetic route of 1643-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NUTECH VENTURES; DIMAGNO, Stephen; HU, Bao; (36 pag.)WO2016/201125; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 4028-63-1, A common heterocyclic compound, 4028-63-1, name is 2,4,6-Trimethyliodobenzene, molecular formula is C9H11I, 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.

General procedure: A 10 mL flask equipped with a Teflon valve was charged with a magnetic stir bar, CuI (2 mg, 1molpercent), Heteroarylamine (1.5 mmol), KOtBu (224 mg, 2.0 mmol), solid aryl halides (1.0 mmol). The tube was evacuated and backfilled with argon. Under a counter flow of argon, dioxane (1.5mL), aryl halides (1.0 mmol, if liquid) were added by syringe. The tube was sealed. The reaction mixture was allowed to stir at 110 °C (X=I) or 130 °C (X= Br) for 24 h. Then the mixture was cooled to room temperature and added 5.0 mL brine. Subsequently, the mixture was extracted with ethyl acetate. The organic layers were collected, dried over Na2SO4, filtered and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel.

The synthetic route of 4028-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Deping; Kuang, Daizhi; Zhang, Fuxing; Liu, Yang; Ning, Shunhua; Tetrahedron Letters; vol. 55; 51; (2014); p. 7121 – 7123;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 51628-12-7, A common heterocyclic compound, 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile, molecular formula is C8H6IN, 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.

General procedure: A stirred mixture of 4-iodophenylacetonitrile (35), arylboronic acid (36-45) (1.1 equiv), Pd(PPh3)4 (0.03 equiv), KBr (1.1 equiv), and K3PO4 (2.5 equiv) in dioxane (5 mL/mmol) was purged with N2 for10 min at room temperature and then stirred overnight at 85 C under N2. The mixture was diluted with water and extracted with AcOEt. The organic phase was washed three times with water, dried (Na2SO4), and evaporated under vacuum. The residue was chromatographedon silica gel.

The synthetic route of 51628-12-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ortar, Giorgio; Morera, Enrico; De Petrocellis, Luciano; Ligresti, Alessia; Schiano Moriello, Aniello; Morera, Ludovica; Nalli, Marianna; Ragno, Rino; Pirolli, Adele; Di Marzo, Vincenzo; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 118 – 132;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 618-91-7, name is Methyl 3-iodobenzoate, 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 618-91-7, Quality Control of Methyl 3-iodobenzoate

General procedure: An oven-dried Schlenk tuble equipped with a magnetic stirring bar was charged with MCM-41-N,N-Pd(OAc)2 (49 mg, 0.02 mmol Pd), aryl iodide (3.2 mmol), triarylbismuth (1.0 mmol), and K2CO3 (4.0 mmol) followed by anhydrous NMP (3 mL) under Ar. The reaction mixture was stirred in an oil bath at 110 C for 5-24 h. The reaction mixture was cooled to room temperature and filtered. The MCM-41-N,N-Pd(OAc)2 complex was washed with distilled water (2×5 mL), NMP (2×5 mL) and Et2O (2×5 mL) and reused in the next run. The filtrate was quenched with water, and extracted with ethyl acetate (2×30 mL). The combined ethyl acetate extract was washed with dilute hydrochloric acid (10 mL), saturated sodium bicarbonate solution (10 mL), brine (2×10 mL), and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica gel.

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 3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Caifeng; Yin, Lin; Huang, Bin; Liu, Haiyi; Cai, Mingzhong; Tetrahedron; vol. 72; 17; (2016); p. 2065 – 2071;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 147808-02-4, 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 147808-02-4 as follows.

Example 11 5-Chloro-N-((1-(2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (21) A mixture of 2,5-diiodofluorobenzene II-4 (2.00 g, 5.75 mmol), 2-hydroxypyridine 1-7 (0.546 g, 5.75 mmol), 8-hydroxyquinoline (0.083 g, 0.57 mmol) and K2CO3 (1.00 g, 7.25 mmol) in DMSO (10 mL) was degassed before being charged with CuI (0.109 g, 0.57 mmol). The mixture in a sealed tube was heated at 130 C. overnight. Water and EtOAc were added. The mixture was filtered. The organic layer was separated, then applied to a silica gel column, which was eluted with 0-70% EtOAc in hexane to give 1-iodo-2-fluoro-4-(2-oxopyridin-1(2H)-yl)benzene 3-2 (0.820 g). MS 315.8 (M+H).

According to the analysis of related databases, 147808-02-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2007/259924; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The air was exchanged 3 times with nitrogen in a 25 mL test tube reactor. The first step was to first substrate 1a (0.2 mmol, 57.1 mg), pinacol borate (0.4 mmol, 102 mg), Pd (PPh3) 4 (0.02 mmol, 23.1 mg), cesium carbonate (0.4 mmol, 130 mg) Weighed into the reaction tube, vacuumed for nitrogen, and added tetrahydrofuran (2 mL) and water (0.014 mL) under nitrogen, and the reaction was heated to 60 C for 12 hours; the second step was added for 2 hours ( 0.24 mmol,65.5 mg) continued to react at this temperature for 12 hours. After TLC detects the reaction,The system was cooled to room temperature. Directly add silica gel, spin dry column chromatography,Obtained a reddish brown solid 3ah (41%).

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong University of Technology; Liu Hui; Cui Jie; Meng Long; Chi Xiaochen; Sun Xi; Cao Chengqiang; Liu Qing; Li Xinjin; Zhou Zhen; Dong Yunhui; (16 pag.)CN109553555; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com