Month: July 2021

Related Products of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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.

K2CO3 (1.313 g, 9.50 mmol) was added to a solution of 2-chloro-4-[(3£)-3- pyrrolidinylamino]benzonitrile (0.7 g, 3.17 mmol) in MeCN (20 mL) and the reaction was heated to 55 0C. l,l,l-Trifluoro-3-iodopropane (2.84 g, 12.67 mmol) was added dropwise and the reaction mixture was stirred for 24 h. After cooling, saturated NaHCOs was added and the reaction was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to yield the product (0.72 g, 72%). LC-MS (ES) m/e 318.2 [M + H]+.

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

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/65093; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 626-01-7, name is 3-Iodoaniline, 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 626-01-7, Quality Control of 3-Iodoaniline

General procedure: In a 10-ml round-bottom flask equipped with a condenser, a mixture of the aromatic amine (2 mmol), ethyl acetoacetate (1 mmol), and [Pyridinium-SO3H]HSO4 (0.0,385 g, 15 mol %) was stirred at 100 C for 10 min. Afterwards, the aromatic aldehyde (2 mmol) was added, and the resulting mixture was kept under stirring for the specified time in Table 3, the progress of the reaction was followed by TLC. After completion of the reaction, the reaction mixture was cooled to room temperature, extracted by the warm EtOAc (10 ml) to separate the catalyst. EtOAc was removed and the crude product was recrystallized from aqueous ethanol (96 %) to afford the pure product, which required no further purification. The recovered catalyst was washed with EtOAc (2 x 10 ml), dried, and reused, without considerable catalytic activity decrease.

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; Mohammadi, Sedigheh; Abbasi, Mohsen; Research on Chemical Intermediates; vol. 41; 11; (2015); p. 8877 – 8890;,
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. 696-41-3, name is 3-Iodobenzaldehyde, A new synthetic method of this compound is introduced below., COA of Formula: C7H5IO

(A) A stirred solution of 3-iodobenzaldehyde (25.0 g, 108.2 mmol, 1.0 eq) in DCM (400 ml) was cooled to -78 C and treated with DAST (57.0 ml, 432.9 mmol, 4.0 eq) in a dropwise manner. The RM was maintained at -78 C for 2 h, allowed to warm to RT and stirred for 16 h. The RM was quenched with cold water (100 ml), adjusted to a basic pH with sat. aq. NaHC03 and extracted with DCM (200 ml x 3). The combined organic layers were washed with water (300 ml x 2) and brine (300ml), dried (Na2S0 ), filtered and concentrated. The residue upon purification by flash chromatography (silica gel; PE – EtOAc; 100:0 to 95:5) afforded 1 -(difluoromethyl)-3-iodobenzene (23.0 g, 85%).

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; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; KOENIGS, Rene, Michael; DAMANN, Nils; HAURAND, Michael; ROGERS, Marc; SUTTON, Kathy; HAMLYN, Richard; WO2015/158426; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 627-32-7, name is 3-Iodo-1-propanol, 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. Application In Synthesis of 3-Iodo-1-propanol

The 1900g (10.22 muM) 3 – iodo propanol, 20g sulfuric acid are added to a reaction container, access oxirane 200g (4.50 muM), to maintain the reaction temperature 25 C the left and the right, reaction finishes rectification, to obtain the colorless liquid 1 – glycol ether propyl iodide 721g, the purity is greater than 95%, yield 69%, the structure of the characterization as shown in the following data.

The synthetic route of 3-Iodo-1-propanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Henan Longdou Petrochemical Co., Ltd.; Xu Bo; Zhuang Guanghai; Feng Wei; Zhuang Guoyin; Dong Xuekun; Guo Libing; (5 pag.)CN106554261; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, 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 328-73-4, HPLC of Formula: C8H3F6I

General procedure: A 25 mM solution of iodobenzene (5a) and K2CO3 (2 equiv) in H2O/CH3CN (2:1) was pumped at a flow rate of 1.0 mL/min(contact time: 58 s) through a Phoenix flow reactor systemequipped with two cartridges of 4 (total 500 mg; 0.084 mmolPd). Flow hydroxycarbonylation with CO gas introduced from agas module (10 mL/min) was conducted at 100 °C and a systempressure of 5 bar. The resulting solution was collected for 50min (50 mL) and the solvent was removed by evaporation. 2 Naq HCl (10 mL) was added and the resulting solid was collectedby filtration, washed with H2O (3 × 10 mL), and dried undervacuum to give benzoic acid (9a) as a white solid without anyfurther purification.Yield: 125 mg (82percent); mp 122 °C; 1H NMR(400 MHz, DMSO-d6): delta = 12.96 (br s, 1 H, COOH), 7.93 (d, J = 7.2Hz, 2 H, PhH-2 and PhH-6), 7.62 (t, J = 7.2 Hz, 1 H, PhH-4), 7.49 (t, J =7.2 Hz, 2 H, PhH-3 and PhH-5); 13C NMR (101 MHz, DMSO-d6): delta = 167.32 (COOH), 132.87 (Ph), 130.76 (Ph), 129.26 (Ph),128.57 (Ph); ESI-TOF-MS (neg.): m/z = 121 [M ? H]?.

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; Osako, Takao; Kaiser, Reinhard; Torii, Kaoru; Uozumi, Yasuhiro; Synlett; vol. 30; 8; (2019); p. 961 – 966;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20776-55-0, name is 2-Amino-3-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 20776-55-0, HPLC of Formula: C7H6INO2

S nthesis of 2-amino-N-cyclopropyl-3-iodo-benzamide (R82)Synthesis of R82 To 2-amino-3-iodo-benzoic acid (200 mg, 0.76 mmol) in DMF (1 mL) TBTU (244.15 mg, 0.76 mmol) and DIPEA (245.69 L, 1.52 mmol) are added and stirred at r.t. for 7 min. Cyclopropylamine (52.69 L, 0.76 mmol) is added and stirred at r.t. overnight. The reaction mixture is diluted with water and the precipitate is filtered off and dried. Yield 89%, m/z 303 [M+H]+, rt 0.49 min, LC-MS Method X012_S01.

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:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter, Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; BINDER, Florian; VINTONYAK, Viktor; WO2014/140075; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 52548-14-8,Some common heterocyclic compound, 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, molecular formula is C8H7IO2, 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.

The iodide 19 (6.04 kg, 23.0 mol), THF (45 E) and DMF (9.0 E) were charged to a vessel. Copper iodide (218 g, 1.15 mol) and potassium carbonate (7.94 kg, 57.4 mol) were added and the mixture heated to an internal temperature of40 C. 1,2,3-Triazole (3.16 kg, 46.0 mol) was added as asolution in THF (6.0 E) over half an hour (no exotherm) andheating continued to 65 C. (again no exotherm observed) and the reaction monitored by HPEC. Once complete N,Ndimethylethylenediamine (244 mE, 2.30 mol) was addedand mixture cooled to RT. Aqueous 3.6 M HC1 (36 E) wasadded (exotherm) and the mixture extracted twice with ethylacetate (2×30 E). The combined organics were washed with EiC1 solution (2×20 E). The acid solution assayed for 3.79 kg of 5 (81%) and 4.64 kg of 5 and 20 combined (99%). A solution of acids 5 and 20 (approx. 4.64 kg, 22.9 mol) in THF and EtOAc (approx. 110 E) was concentrated to lowvolume. THF (90 E) was added and the solvent composition checked by ?H NMR to ensure most ethyl acetate had been removed. Sodium tert-butoxide (2.42 kg, 25.2 mol) was added slowly as a solid over 1-2 h (slight exotherm), allowing the sodium salt to form and stirred overnight at RT. The liquors showed a 45:55 ratio of product:starting material and the solid was collected by filtration, washed with THF (2×20 E) and dried in a vacuum oven (T=40 C.) for 15 h to afford 4.22 kg of crude sodium salt. The crude sodium salt (4.22 kg, 14.9 mol) was charged to a 50 E vessel and 3.6 M HC1 (21.2 E) was added with cooling. The slurry was thenstirred at room temperature for 16 h and the off-white solidisolated by filtration. The cake was washed with water (11E) and iPAc/Heptane (2×5 E), then dried in a vacuum oven(T=35 C.) for 15 h to give 3.10 kg of crude acid 5 (97.9ECAP, 92 wt %, corrected weight 2.85 kg, 61% yield from19). The acid 5 (2.85 kg corrected, 14.0 mol) was chargedto a 50 E vessel and EtOAc (28 E) and dilute 0.22 M HC1 (14 E) were added and the mixture stirred until two clear phases resulted. The aqueous layer was removed and the organic layer filtered to remove any particulate matter. Theethyl acetate was reduced to about 8 E and then heptane (15.6 E) was added over 1 h and the liquors sampled to check for appropriate losses. The solid was isolated by filtration, washed with heptane:ethyl acetate (3:1, 4 E) and dried on the filter under nitrogen to give 2.81 kg of acid 5.m.p. 167.5 C. ?H NMR (400 MHz, d5-DMSO): oe 12.09 (brs, 1H), 8.04 (s, 1H), 7.62 (d, 1H, J=8.4 Hz), 7.58 (d, 1H, J=1.2 Hz), 7.49 (dd, 1H, J=8.4, 1.2 Hz), 2.41 (s, 3H). ?3C NMR (100.6 MHz, d5-DMSO): oe 168.0, 139.2, 136.4, 135.8, 132.5, 130.3, 128.7, 124.8, 20.9. HRMS (ESI): mlz [M+H] calcd for C,0H9N302: 204.0773; found: 204.0781.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-5-methylbenzoic acid, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Fleitz, Fred; Mangion, Ian; Yin, Jingjun; (11 pag.)US9441254; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 42861-71-2, A common heterocyclic compound, 42861-71-2, name is 3-Iodophenyl acetate, molecular formula is C8H7IO2, 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.

A solution of 3-iodophenyl acetate (5.6g) (J. Org. Chem. 1983,48, 1542-4) in acetonitrile (100mL) was treated with (Ph3P) 2PdCt2 (673mg) and Cul (368mg) and stirred at room temperature. 3-Butyn-1-ol (1.78g) was added and the reaction mixture stirred for a further 20 h and concentrated in vacuo. The residue was purified by chromatography (SPE, gradient from cyclohexane to DCM) to give the title compound. LCMS RT= 2.54 min

The synthetic route of 42861-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/91204; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 13194-68-8,Some common heterocyclic compound, 13194-68-8, name is 4-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

A solution of 4-iodo-2-methylaniline [CAS 13194-68-8] (0.51 g, 2.21 mmol), diethyl phosphonate (0.30 mL, 2.32 mmol), TEA (0.325 mL, 2.33 mmol), Pd(PPh3) (cat.) was heated at 90C overnight. The solution was cooled to room temperature and EtOAc was added. After standard aqueous work up, the crude was purified by MPLC (30-50% EtOAc/Hexanes) and used in the next step.

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

Reference:
Patent; ALLERGAN, INC.; HEIDELBAUGH, Todd M.; CAPPIELLO, John R.; NGUYEN, Phong; GOMEZ, Dario G.; WO2011/50054; (2011); A2;,
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. 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C9H9IO2

Step (ii); 2-Butoxy-9-(4-iodo-3-methoxycarbonylbenzyl)-8-methoxyadenine; [Show Image] To 4-iodo-3-methoxycarbonyltoluene 1.7 g (6.2mmol) obtained in step (i) in carbon tetrachloride (30ml) were added NBS 1.2g (6.8mmol) and perbenzoic acid 100mg, and the mixture was stirred at 90C for 6.5 hours. After filtration and concentration, to the residue was added water and the mixture was extracted with chloroform. The organic layer was washed with water and saturated brine, dried over Na2SO4 and concentrated. The residue dried in vacuo was dissolved in DMF (30ml). Thereto were added 2-butoxy-8-methoxyadenine, trifluoroacetic acid 1.73g (4.9mmol) and potassium carbonate 1.7g (12.3mmol) and the mixture was stirred at room temperature for 13 hours. After filtration and concentration, to the residue was added water, and the mixture was extracted with chloroform-methanol. The organic layer was washed with water and saturated brine, dried over Na2SO4, and concentrated. The residue was purified by silica gel column chromatography to give the titled compound 620mg (1.2mmol) as a reddish brown oil. Yield 25% 1H NMR (DMSO-d6) delta 7.97 (1H, d, J = 8.2 Hz), 7.64 (1H, brs), 7.10 (1H, d, J = 8.2 Hz), 6.87 (2H, brs), 5.04 (2H, s), 4.15 (2H, t, J = 6.6 Hz), 4.05 (3H, s), 3.83 (3H, s), 1.65-1.61 (2H, m), 1.40-4.35 (2H, m), 0.92 (3H, t, J = 7.4 Hz).

The synthetic route of 103440-52-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB; EP1939202; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com