Month: June 2021

19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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. HPLC of Formula: C7H4ClIO2

Oxalylchloride (176 kg; 1386 mol; 1.14 eq) is added to a mixture of 2-chloro-5-iodo benzoic acid (343 kg; 1214 mol) (compound IX.1), fluorobenzene (858 kg) and N,N-dimethylformamide (2 kg) within 3 hours at a temperature in the range from about 25 to 30° C. (gas formation). After completion of the addition, the reaction mixture is stirred for additional 2 hours at a temperature of about 25 to 30° C. The solvent (291 kg) is distilled off at a temperature between 40 and 45° C. (p=200 mbar). Then the reaction solution (911 kg) is added to aluminiumchloride AlCl3 (181 kg) and fluorobenzene (192 kg) at a temperature between about 25 and 30° C. within 2 hours. The reaction solution is stirred at the same temperature for about an additional hour. Then the reaction mixture is added to an amount of 570 kg of water within about 2 hours at a temperature between about 20 and 30° C. and stirred for an additional hour. After phase separation the organic phase (1200 kg) is separated into two halves (600 kg each). From the first half of the organic phase solvent (172 kg) is distilled off at a temperature of about 40 to 50° C. (p=200 mbar). Then 2-propanole (640 kg) is added. The solution is heated to about 50° C. and then filtered through a charcoal cartouche (clear filtration). The cartouche may be exchanged during filtration and washed with a fluorobenzene/2-propanole mixture (1:4; 40 kg) after filtration. Solvent (721 kg) is distilled off at a temperature of about 40 to 50° C. and p=200 mbar. Then 2-propanole (240 kg) is added at a temperature in the range between about 40 to 50° C. If the content of fluorobenzene is greater than 1percent as determined via GC, another 140 kg of solvent are distilled off and 2-propanole (140 kg) is added. Then the solution is cooled from about 50° C. to 40° C. within one hour and seeding crystals (50 g) are added. The solution is further cooled from about 40° C. to 20° C. within 2 hours. Water (450 kg) is added at about 20° C. within 1 hour and the suspension is stirred at about 20° C. for an additional hour before the suspension is filtered. The filter cake is washed with 2-propanole/water (1:1; 800 kg). The product is dried until a water level of <0.06percent w/w is obtained. The second half of the organic phase is processed identically. A total of 410 kg (94percent yield) of product which has a white to off-white crystalline appearance, is obtained. The identity of the product is determined via infrared spectrometry. The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/237789; (2011); A1;,
Iodide – Wikipedia,
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Electric Literature of 32024-15-0, The chemical industry reduces the impact on the environment during synthesis 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, I believe this compound will play a more active role in future production and life.

[00316] 25 mg of PdCl2[dppf].CH2Cl2 was placed in a reaction tube under nitrogen and added 4 ml dioxane and 0.45 ml triethylamine. The mixture was heated at 80 C. for 19 h to give a brownish solution. To this solution was then added 0.4 ml (2.7 mmol) pinacolborane and 393 mg (1.35 mmol) of 3-iodo-4,5-dimethoxybenzaldehyde. The reaction mixture was heated with stirring to 80 C. and was analysed by gc after 16.5 h and the products identified by gc/ms. The reaction was complete and the product distribution, as gauged by gc peak areas, was desired product 89%, dehalogenated species 7%, starting iodide 1% and phenylboronic acid pinacol ester 2%.[00393] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (21 mg; 0.026 mmol) and triethylamine (0.34 ml; 2.44 mmol) in dioxane (2.5 ml; dried over 4 A sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) was added followed by 3-iodo-4,5-dimethoxybenzaldehyde (254 mg; 0.870 mmol) in dioxane (2.5 ml; dried over 4 A sieves) the reaction mixture was stirred at 80 C. GC analysis after 2 days showed the desired borate compound at 13.2 minutes.

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, 3-Iodo-4,5-dimethoxybenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6940-76-7, These common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, 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.

3.101 1-(3-Chloropropyl)-1H-indol-2,3-dione (85LM02). A 500 ml flask was charged with 1H-indol-2,3-dione (isatin) (3.62 g, 25 mmol), 1-chloro-3-iodopropan (2.8 ml, 27 mmol) and Cs2CO3 (18 g, 55 mmol) in MeCN (200 ml). The mixture was stirred 40 C. for 48 hours. Water (50 ml) and EtOAc (50 ml) were added and the phases were separated. The aqueous phase was re-extracted with EtOAc (50 ml). The combined org. layer were dried (Na2SO4) and evaporated to dryness. The crude product was purified by to column chromatography (SiO2; EtOAc/n-heptane 1:4) to give the title compound (85LM02) (4.2 g, 80%). 1H NMR (CDCl3) delta 2.20 (qv, 2H), 3.60 (t, 2H), 3.90 (t, 2H), 7.00 (d, 1H), 7.15 (t, 1H), 7.55-7.65 (m, 2H); HPLC-MS (ammonium acetate) [M+H]+=224.2.

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kelly, Nicholas Michael; Koch, Kristian Norup; Tolf, Bo-Ragnar; US2004/67931; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 191348-14-8, 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 191348-14-8 as follows.

Under anhydrous and anaerobic conditions, 0.1 mmol of 2-iodo-4-methoxyaniline was added.0.12 mmol of 3-methoxybenzaldehyde,0.3mmol selenium powder, 0.005mmol copper,0.2 mmol of potassium hydroxide and 10 ml of DMSO solution in a single-neck round bottom flask,The reaction was refluxed at 120 C, and the reaction was monitored by TLC.Separation of pure methoxy-containing benzoselenazole compounds by column chromatographyThe reaction product was obtained by demethylation of boron tribromide (6 eq.).The product was a white solid with a yield of 33%.

According to the analysis of related databases, 191348-14-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan University; Zhou Haibing; Zhang Silong; Hu Zhiye; Li Yuanyuan; Ning Wentao; Dong Chune; (13 pag.)CN108863985; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 2401-21-0, 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. 2401-21-0, name is 1,2-Dichloro-3-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 39 Benzyl 3-p-acetamidophenylsulphinyl-3-chloro-7-oxo-1-azabicyclo[3.2.0]heptane-2alpha-carboxylate STR81 A solution of benzyl 3-p-acetamidophenylthio-7-oxo-1-azabicyclo[3.2.0]heptane-2alpha-carboxylate (92) (0.150 g) in chloroform (10 ml) was stirred under argon and treated successively with water (0.007 g), pyridine (0.102 g) and iodobenzene dichloride (0.251 g). After a period of 1 hour at room temperature, the solution was concentrated and then chromatographed on a column of silica gel 60 (<230 mesh) eluding with ethyl acetate. This gave benzyl 3-p-acetamidophenylsulphinyl-3-chloro-7-oxo-1-azabicyclo[3.2.0]heptane-2alpha-carboxylate (64) (0.120 g) as a colourless foam; numax (CHCl3) 3460, 3340, 3000, 1785, 1745, 1700, 1590 and 1510 cm-1; tau(CDCl3) 1.52 (1H, brs, NH), 2.2-2.8 (9H, m, phenyls, 4.74 (2H, s, benzyl CH2), 4.96 (1H, s, C2-H), 5.6-5.9 (1H, m, C5-H), 6.62 (1H, dd J 16 and 5 Hz, C6-H), 6.93 (1H, dd J 16 and 21/2 Hz, C6-H), 7.16 (1H, dd J 15 and 8 Hz, C4-H), 7.86 (3H, s, COCH3) and 8.22 (1H, d J 15 Hz, C4-H). The chemical industry reduces the impact on the environment during synthesis 1,2-Dichloro-3-iodobenzene. I believe this compound will play a more active role in future production and life. Reference:
Patent; Beecham Group Limited; US4223038; (1980); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5458-84-4, A common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, molecular formula is C7H6INO3, 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.

Preparation XXXI-5-nitro-2-trifluoromethylanisole Cooled 140 mL pyridine in a large salable vessel to- [40 C.] Bubbled in trifluoromethyl iodide from a gas cylinder which had been kept in freezer overnight. After adding ICF3 for 20 min, added 2-iodo-5-nitroanisole (24.63 g) and copper powder (67.25 g). Sealed vessel and stirred vigorously for 22 h at [140 C.] After cooling [TO-50 C,] carefully unsealed reaction vessel and poured onto ice and [ET20.] Repeatedly washed with [ETZO] and H2O. Allowed the ice -Et2O mixture to warm to RT. Separated layers, washed organic layer with 1 N [HC1] (3x), then brine, dried over [NA2SO4,] filtered and concentrated in vacuo. Eluted material through silica gel plug (4.5 : 1 [HEX : CH2CL2)] to provide 5- nitro-2-trifluoromethylanisole.

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; AMGEN INC.; WO2004/5279; (2004); A2;,
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, category: iodides-buliding-blocks

General procedure: To a test tube containing a magnetic bar was added aryl halide (1.0 mmol), CuCl2 (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol(12 muL, 0.2 mmol), and DMSO/H2O (1.0 mL/0.5 mL). After flushing with argon, the mixture was stirred in a preheated oil bath at 120 °C for 24 h. After cooled to ambient temperature, the reaction mixture was distributed in aqueous HCl (5 percent) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4, and concentrated under vacuum. The crude product was further purified by column chromatography (EtOAc/n-Hexane) to provide the phenols.

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; Kim, Jihye; Battsengel, Oyunsaikhan; Liu, Yajun; Chae, Junghyun; Bulletin of the Korean Chemical Society; vol. 36; 12; (2015); p. 2833 – 2840;,
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 14452-30-3 as follows. Computed Properties of C8H7IO

General procedure: The suspension of benzothiazole (1, 250 mumol), aryl halide (2 or 3, 375 mumol), LiOt-Bu (30.0 mg, 375mumol), and 5% Cu/CR (31.8 mg, 25.0 mumol; 5% Cu/CR11 for 2, 5% Cu/CR20 for 3) in 50% i-PrOH (1mL) was stirred at 90 C under argon atmosphere. After 24 h, the mixture was cooled to roomtemperature and filtered through a celite pad. The catalyst on the celite pad was washed with EtOAc (20mL). The combined filtrates were washed with H2O (20 mL) and the aqueous layer was further extractedwith EtOAc (20 mL). The combined organic layers were washed with H2O (20 mL × 3), dried overNa2SO4 and concentrated under decreased pressure. The residue was purified by silica-gel columnchromatography using toluene/EtOAc as an eluent to give a spectrally pure S-aryl-2-thioaniline (4).2-(3′-Acetylphenylthio)aniline (4ab): Obtained in 74% yield (44.9 mg, 184 mumol) from 1a (27.3 muL,250 mumol) and 3′-iodoacetophenone (2b, 92.3 mg, 375 mumol). Slightly brown oil. 1H NMR (500 MHz) delta7.67 (1H, dd, J = 8.0, 1.5 Hz), 7.45 (1H, dd, J = 7.5, 1.5 Hz), 7.29 (1H, dd, J = 8.0, 1.5 Hz), 7.26 (1H, ddd,J = 7.5, 7.5, 1.5 Hz), 7.20 (1H, dd, J = 8.0, 1.5 Hz), 6.80 (1H, dd, J = 7.5, 1.5 Hz), 6.77 (1H, ddd, J = 7.5,7.5, 1.5 Hz), 4.32 (2H, brs), 2.52 (3H, s); 13C NMR (125 MHz) delta 197.6, 148.9, 148.1, 137.7, 137.5, 131.6,130.5, 129.2, 126.1, 125.2, 118.9, 115.4, 113.3, 26.6; HRMS (LCMS-IT-TOF) calcd. for C14H14NOS[(M+H)+] 244.0791, found: 244.0804.

According to the analysis of related databases, 14452-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ichikawa, Tomohiro; Matsuo, Tomohiro; Tachikawa, Takumu; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao; Heterocycles; vol. 97; 2; (2018); p. 793 – 805;,
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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

1.47 g (3 mmol) of compound (4b) and 1.24 g (9 mmol) of potassium carbonate were added to a 50 ml round-bottomed flask. 25 ml of double distilled DMF was added and 0.7 ml (9 mmol) of iodoethanol was slowly added dropwise and the mixture was stirred at 50 C. for 8-12 h .After the reaction was completed, the reaction mixture was diluted with 100 ml of ethyl acetate and washed with water (25 ml × 4) to remove DMF. The organic phase was dried over anhydrous Na 2 SO 4 for 1 h,The filtrate was spin-dried over the column to give a pale yellow colored solid (5b) 1.08g, 67% yield.

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yantai University; Wang Hongbo; Hong Xuechuan; Fu Fenghua; Tian Jingwei; Lv Zhenbin; Lei Lei; Ma Jinbo; Zhai Rong; Lv Guangyao; (11 pag.)CN106317050; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

364-12-5, name is 5-Bromo-2-iodobenzotrifluoride, 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. Recommanded Product: 364-12-5

[0088] Step A: Preparation of 1 -(4-bromo-2-(trifluoromethyl)phenyl)-2,2-dimethylpropan- 1-one [0089] 4-Bromo-1-iodo-2-(trifluoromethyl)benzene(2.0 g, 5.70 mmol, 1.0 equiv) was placed in an oven-dried scintillation vial and dissolved in THF (11.4 mL). Isopropylmagenesium chloride lithium chloride complext (5.7 mL of a 1.3 M solution in ether, 7.41 mmol, 1.3 equiv) was added, and the resultant dark brown solution was stuffed at rt for 2 h. The Grignard solution was then added dropwise to a solution of trimethylacetyl chloride (0.893 g, 7.41 mmol, 1.3 equiv in 11 mL THF) and the reaction was stuffed overnight. The reaction was quenched carefully with sat. NH4C1, diluted with ethyl acetate and water, and the layers were separated. The aqueous layer was extracted with ethylacetate (xl) and the combined organics were washed with brine, dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography eluting with a 5% ethyl acetate/hexane gradient afforded 1.05 g (3.40 mmol, 60% yield) of the title compound as a yellow oil. ?H NMR (400 MHz, CDC13) oe 7.83 (d, J= 1.9 Hz, 1H), 7.69 (ddd, J= 8.3, 1.9, 0.7 Hz, 1H), 7.17 (d, J= 8.2 Hz, 1H), 1.25 (s, 9H); ?3C NMR (126 MHz, CDC13) oe 211.1, 138.3, 134.3, 130.1 (q, J= 4.5 Hz), 126.9, 123.7, 122.8, 121.5, 44.7, 27.6; ESIIVIS m/z 310 [M+Hf?.

The synthetic route of 364-12-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; LOSO, Michael R.; GUSTAFSON, Gary D.; KUBOTA, Asako; YAP, Maurice C.; BUCHAN, Zachary A.; STEWARD, Kimberly M.; SULLENBERGER, Michael T.; HOEKSTRA, William J.; YATES, Christopher M.; WO2015/160664; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com