Category: iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 1022128-96-6, name is 2-Bromo-6-iodobenzoic acid, 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 1022128-96-6, COA of Formula: C7H4BrIO2

9.1 (7.32 g, 22 mmol) was dissolved in 40 mL of tetrahydrofuran, 4 mL of thionyl chloride and a catalytic amount of N,N-dimethylformamide After reacting for 3 hours, the reaction solution was spun off, and the residue was added with 40 mL of tetrahydrofuran, and ammonia was added dropwise with stirring in an ice bath. 33 mL of water was allowed to stand at room temperature for 3 hours. Extract with ethyl acetate and wash with saturated sodium bicarbonate. The organic layer is dry and concentrated. With a small amount of dichloromethane and purified by recrystallization from n-hexane to give a large number of white solid 9.2 6.09g, the yield was 85%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-6-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; East China University of Science and Technology; Wang Wei; Chen Xiaobei; Shen Zuyuan; Qian Pengfei; Geng Huihui; (24 pag.)CN109942505; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 103962-05-6, These common heterocyclic compound, 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, 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.

Resin 3 (120 mg, 0.084 mmol) was swelled in DCM (2 mL) for 1 h and drained. A solution of 4-(trifluoromethoxy)iodobenzene 4 (96.8 mg, 0.336 mmol) and Et3N (150 mL, 1.10 mmol) in DMF (2.0 mL) was purged with a streamof N2 bubbles for two minutes and added to the resin. After mixing for 5 min, PdCl2(PPh3)2 (18.0 mg, 0.025 mmol) andCuI (8.0 mg, 0.042 mmol) were added and the mixture shaken for 24 h. The resin was drained, washed with DMF (3 32 mL), DCM (3 3 2 mL) and cleaved with 10percent TFA/DCM (2.0 mL) for 20 min. The solution was collected and the resinwas rinsed with additional 10percent TFA/DCM (10 mL). The cleavage fractions were combined, treated with neat TFA (3.0mL), stirred for 1 h at rt and concentrated by rotary evaporation to give a crude brown residue. Purification by RP-HPLC(C18 column, CH3CN gradient 5-55percent, 0.1percent TFA, UV analysis 300 nm, 28 min) and lyophilization of the collected fractionsafforded 9.0 mg (25percent yield) of (1S)-N-(2-amino-1-hydroxycarbamoyl-ethyl)-4-(4-trifluoromethoxy-phenylethynyl)-benzamideas a white solid. LRMS (ES+) m/z 408.0 (C19H16F3N3O4 + H requires 408.11); RP-HPLC (300 nm, 28 min run)18.0 min.

The synthetic route of 103962-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of Washington; Novartis Vaccines and Diagnostics, Inc.; Andersen, Niels H.; Bowman, Jason; Erwin, Alice; Harwood, Eric; Kline, Toni; Mdluli, Khisimuzi; Ng, Simon; Pfister, Keith B.; Shawar, Ribhi; Wagman, Allan; Yabannavar, Asha; EP2295402; (2015); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 5471-81-8,Some common heterocyclic compound, 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, molecular formula is C9H9IO2, 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.

(c) Synthesis of 3-methyl-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthio)benzoic acid In a manner similar to Example 2(a), by the reaction of 2.4 g (11 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthiol with 3 g (11 mmol) of methyl 3-methyl-4-iodobenzoate, 1.96 g (51%) of 3-methyl-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthio)benzoic acid of melting point 195-6 C. was directly obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-iodo-3-methylbenzoate, its application will become more common.

Reference:
Patent; Centre International de Recherches Dermatologiques Galderma; US6162815; (2000); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. COA of Formula: C7H4BrIO2

5-Bromo-2-iodobenzoic acid (7c) (750 mg, 2.3 mmol) was dissolved in dry THF (25 mL) and the reaction mixture was cooled to 0 C. NEt3 (0.48 mL, 3.4 mmol) and ethyl chloroformate (0.33 mL, 3.4 mmol) were added and the reaction mixture was stirred for 1 hour. Next a solution of NaBH (130 mg, 3.4 mmol) in H20 (2 mL) was added and the mixture was stirred for 1.5 hour. The reaction was quenched with H20 (15 mL), whereupon CH2C12 (20 mL) was added and the layers were separated. Hereupon, the H20-layer was extracted with CH2C12 (20 mL). Subsequently, the combined organic layers were washed with H20 (25 mL) and brine (25 mL), dried over MgS04 and concentrated in vacuo. The crude product was purified by gradient column chromatography (-heptane/EtOAc, 19: 1 to 9: 1) to obtain compound 7c as a white solid (410 mg, 54% over 2 steps). RF = 0.40 (EtOAc/-heptane, 1 :4). 1H- NMR (400 MHz, CDC13) delta: 7.65 (d, J = 8.3 Hz, 1H), 7.63 (d, J = 2.4 Hz, 1H), 7.14 (dd, J = 8.3, 2.5 Hz, 1H), 4.64 (d, J = 6.1 Hz, 2H), 1.96 (t, J = 6.2 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21740-00-1, its application will become more common.

Reference:
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SYNAFFIX B.V.; DEBETS, Marjoke Froukje; RUTJES, Floris Petrus Johannes Theodorus; VAN HEST, Jan Cornelis Maria; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; WO2014/189370; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 128140-82-9 as follows. COA of Formula: C7H5F2IO

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1 : 1) (250mg) was added to a degassed mixture of 4,4,5,5-tetramethyl-2-(4-nitro-phenyl)-[1,3,2]dioxaborolane (1.67g, 6.70mmoles), 1-difluoromethoxy-4-iodo-benzene (2.17g, 8.04mmoles) and 2M aqueous cesium carbonate (10.05ml) in 1,4-dioxan (120ml). The mixture was placed under an argon atmosphere and was heated at 80C for 20 hours. After cooling, the mixture was concentrated and the residue was partitioned between dichloromethane (2 x 200ml) and water (100ml). The combined extracts were washed with brine (150ml) and dried (MgSO4). After evaporation of the solvent, the residue was purified by flash chromatography, using petrol (60-80)/diethyl ether 19 : 1v/v as eluent, to afford compound 168 (1.15g) as a beige coloured solid.

According to the analysis of related databases, 128140-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMAGENE LABORATORIES LIMITED; WO2004/67524; (2004); 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. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, A new synthetic method of this compound is introduced below., COA of Formula: C8H16INO2

Tripyrrole 1a (50.4 mg, 0.102 mmol) was added to a suspension of dry K2CO3 (210 mg, 1.52 mmol) in 3 mL of dry acetone and DMF (0.5 mL). tert-Butyl (3-iodopropyl)carbamate (173.8 mg, 0.610 mmol) was added, and the resulting mixture was refluxed for 8 h. The solid was removed by filtration through Celite, the filtrate was concentrated, and the resulting residue was purified by RP-HPLC (H2O/CH3CN) to give an amorphous pale-brown solid (25 mg, 38%). 1H NMR (400 MHz, CD3OD) delta (ppm): 7.31-6.85 (m, 6H); 4.29 (m, 2H); 3.91 (s, 3H); 3.69 (s, 3H); 3.35 (m, 2H); 2.78 (m, 2H); 2.54 (m, 2H); 2.40 (m, 2H); 2.34 (s, 6H); 1.80 (s, 3H); 1.42 (m, 2H); 1.04 (s, 9H). 13C NMR (100.6 MHz, CD3OD) delta (ppm): 173.3 (C); 167.2 (C); 164.4 (C); 163.7 (C); 150.8 (CH); 136.1 (C); 135.6 (C); 126.2 (C); 126.1(C); 120.4 (CH); 109.6 (CH); 109.1 (CH); 107.9 (CH); 107.6 (CH); 79.8 (C); 61.2 (CH2); 48.2 (CH2); 47.6 (CH3); 41.0 (CH3); 39.8 (CH2); 39.7 (CH3); 37.2 (CH3); 31.6 (CH2); 31.1 (CH3); 28.2 (CH3); 25.8 (CH2). MS (ESI): [MH]+ calcd for C32H48N9O6=654.7, found: m/z 654.3.

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; Jimenez-Balsa, Adrian; Dodero, Veronica I.; Mascarenas, Jose L.; Tetrahedron; vol. 69; 36; (2013); p. 7847 – 7853;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 628-77-3, 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 628-77-3 as follows.

Example 1.12: Preparation of 2′,3′,4′,4a’,5′,6′-hexahydro-l’/ -spiro[cyclohexane-l,7′- naphtho[l,8-cd]azepine] (Compound 117) Step A: Preparation of 3′,4′-dihyd ‘/ -spiro[cyclohexane-l,l’-naphthalen]-2′-one To a suspension of 60% sodium hydride dispersion (1.2 g, 30.00 mmol) in 70 mL THF, a solution of 3,4-dihydronaphthalen-2(lH)-one (2.0 g, 13.68 mmol) in 30 mL THF was added (over ca. 5 min). After stirring at room temperature for 10 min, 1,5-diiodopentane (2.04 mL, 13.71 mmol) was added. After stirring at room temperature overnight, the mixture was partly concentrated and residue was extracted with water and AcOEt. Organic phase was dried over MgS04, filtered, and concentrated. The residue was purified by biotage column chromatography (S1O2, hexane/ AcOEt gradient) to give 3′,4′-dihydro-2’H-spiro[cyclohexane-l,r-naphthalen]-2′-one (2.24 g, 76%) as a colorless oil. NMR (400 MHz, CDCI3) delta 1.27-1.39 (m, 1H), 1.62-1.79 (m, 7H), 2.10-2.17 (m, 2H), 2.70 (t, / = 7.1 Hz, 2H), 3.19 (t, / = 7.2 Hz, 2H), 7.12 (m, 2H), 7.22-7.27 (m, 1H), 7.38-7.40 (m, 1H).

According to the analysis of related databases, 628-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; LEHMANN, Juerg; FEICHTINGER, Konrad; REN, Albert S.; SEMPLE, Graeme; (205 pag.)WO2017/23679; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13420-63-8, 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. 13420-63-8, name is 2-Chloro-6-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of ortho-diiodobenzoic acid derivative (2.67 mmol,1.0 equiv.), NIS (2.0 equiv.), and 1,2-dichloroethane (DCE; 10 mL) were added to a flame-dried 100 mL round-bottom flask, and the mixture was irradiated with 100 W (tungsten lamp) under reflux conditions for 24 h. The reaction mixture was then cooled to room temperature. The mixture was then washed withsaturated NaHSO3, saturated NaHCO3, and brine. The organic layers were collected and then dried over anhydrous Na2SO4, filtered, and concentrated in a rotary evaporator. The residue was then purified by flash chromatography on silica gel (100% hexane) to give the desired iodinated product.

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, 2-Chloro-6-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Al-Zoubi, Raed M.; Al-Mughaid, Hussein; McDonald, Robert; Australian Journal of Chemistry; vol. 68; 6; (2015); p. 912 – 918;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 355-43-1, These common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

Statistics shows that 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane is playing an increasingly important role. we look forward to future research findings about 355-43-1.

Reference:
Article; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-85-5, These common heterocyclic compound, 181765-85-5, name is Methyl 4-chloro-2-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.

General procedure: To a solution of the corresponding benzoate (1.0 equiv) in dry THF (2.0 mL per 1.0 mmol of benzoate) under N2 atm was cooled to -40 C. Then, i-PrMgCl (2.0 equiv, 2M in THF) was added dropwise and stirred for 0.5 h at the same temperature. Afterwards CuCN.2LiCl (0.1 equiv) was added and after 5 minutes 2-chloro-3-iodo-propene (2.0 equiv) were added slowly. Then, the reaction was allowed to warm up at room temperature for 1.5 h. The reaction was quenched with saturated aqueous NH4Cl and extracted with diethyl ether. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 22a and 22b.

The synthetic route of 181765-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jorgensen, William L.; Anderson, Karen S.; US2015/105351; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com