Tag: M.W=100-200

Application of 624-76-0, A common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

1.5 equivalents of 2-iodoethanol was added to 2,3,3-trimethylindolenine and refluxed for 18 hours in toluene solvent to obtain intermediate 1. One equivalent of N, N’-diphenylformamidine and one equivalent of triethyl orthoformate was added to Intermediate 1 obtained, and refluxed in an ethanol solvent for 16 hours to obtain Intermediate 2.

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; Samsung SDI Co., Ltd; Lee Yeong; Kim Gyu-yeong; Choi Eun-jeong; Shin Myeong-yeop; Han Gyu-seok; (43 pag.)KR2018/76149; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 624-75-9, 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. 624-75-9, name is 2-Iodoacetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 7-BENZYLOXYMETHYL-8- (4-HYDROXYPHENYL)-1, 3-DIPROPYL-1, 3,7- trihydropurine-2,6-dione (LG, 2. 2MMOL) in tetrahydrofuran (20ML) was added potassium t- butoxide (0.28g, 2. 4MMOL), and the mixture stirred for 30 minutes at room temperature. IODOACETONITRILE (0. 38G, 2. 23MMOL) was then added, and the mixture stirred for 16 hours at room temperature. The solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate and passed through a silica gel plug, to provide 7-BENZYLOXYMETHYL-8- (4- cyanomethoxyphenyl)-1, 3-dipropyl-1, 3,7-trihydropurine-2, 6-dione, a compound of formula (7)

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

Reference:
Patent; CV THERAPEUTICS, INC.; WO2004/106337; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-75-9, 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. 624-75-9, name is 2-Iodoacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

In a two-necked round-bottom flask, [3-(3-methoxy-5-methylphenyl)-4-(2-methylthiopyrimidine-4-yl]-1H-pyrazol (5 g, 16.0 mmol) was dissolved in dimethylformamide (65 mL) to which potassium carbonate (5.52 g, 40 mmol) and iodoacetonitrile (2.9 mL, 40 mmol) were added, and heated at 50 C. for 16 hours with stirring. After completion of the reaction, the reaction mixture was washed with brine and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed by vacuum distillation and the residue was purified through column chromatography to recover the title compound (2.1 g, 37.4%).m.p. 117 C.; 1H NMR (400 MHz, CDCl3) delta 2.36 (s, 3H), 2.54 (s, 3H), 3.78 (s, 3H), 5.15 (s, 2H), 6.79 (s, 1H), 6.80 (s, 1H), 6.82 (d, J=4.79 Hz, 1H), 6.92 (s, 1H), 8.26 (s, 1H), 8.30 (d, J=5.22 Hz, 1H); IR (KBr) 3429, 2926, 1571, 1460, 1324, 1157 cm-1.

The chemical industry reduces the impact on the environment during synthesis 2-Iodoacetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEE, So Ha; Yoo, Kyung Ho; Oh, Chang Hyun; Han, Dong Keun; El-Deeb, Ibrahim Mustafa; Park, Byung Sun; Jung, Su Jin; US2011/15395; (2011); 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 627-32-7 as follows. Recommanded Product: 3-Iodo-1-propanol

3-lodopropanol (11.23g) was added to a mixture of 4-bromo-2- (trifluoromethyl)-phenol (15g) and potassium carbonate (17.2g) in acetonitrile (150ml). The above mixture was refluxed for 4 hours then diluted with ethyl acetate (500ml) and water (300ml). Organic layer was seperated, dried over magnesium sulphate, solvent removed under reduced pressure to give expected product clean enough for use at the next step (18.6g). 1H NMR (CDCI3)delta: 7.67 (d, 1 H), 7.58 (dd, 1 H), 6.90 (dd, 1 H), 4.18 (t, 2H), 3.87 (q, 2H), 2.07 (tt, 2H).

According to the analysis of related databases, 627-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; N.V. ORGANON; CAI, Jiaqiang; BENNETT, David, Jonathan; ROBINSON, John, Stephen; JONES, Philip, Stephen; WO2010/81859; (2010); 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. 74-88-4, name is Iodomethane, A new synthetic method of this compound is introduced below., SDS of cas: 74-88-4

m-Iodophenol (5.5 g, 25 mmol) was dissolved in water containing KOH (1.4 g, 25 mmol). A cold solution of diazotized sulfanilic acid (5.1 g, 27.5 mmol) was added to the mixture with stirring at rt for 30 min followed by the addition of sodium hydrosulfite (12 g, 69 mmol). The colour of the solution was changed immediately upon the addition of sodium hydrosulfite and the solution was stirred at 45 C for 20 min. Diethyl ether was added to the mixture, the mixture was filtered and the filtrate was concentrated. The solid was recrystallized from hot water to yield needles. Methyl iodide was added (0.98 mL, 15.7 mmol) to 4-amino-3-iodophenol (3.71 g, 15.8 mmol) in DMF (70 mL) in the presence of Cs2CO3 (13.45 g, 41.3 mmol). The reaction was left at rt for 48 h. The mixture was then diluted with water, extracted with diethyl ether, the combined organic extracts were washed with water, dried over Na2SO4, filtered and concentrated. The product was purified by silica gel column chromatography (PE/EtOAc 9:1) and obtained 4-methoxy-2-iodoaniline (15) as a light brown oil (3.36 g, 54%) from m-iodophenol.To a solution of 4-methoxy-2-iodoaniline (3.0 g, 12.0 mmol) in THF (20 mL) was added di-tert-butyl dicarbonate (3.15 g, 14.5 mmol). The reaction mixture was refluxed for 2 days then quenched with water (15 mL). The solution was extracted with Et2O (3×20 mL) and the combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated. The crude mixture was purified by silica gel column chromatography (2% EtOAc in PE) to yield N-Boc-2-iodo-4-methoxy aniline as a light brown solid (3.72 g, 89%). 1H NMR (500 MHz, CDCl3, delta): 7.82 (s, 1H), 7.29 (d, J=3.0 Hz, 1H), 6.88 (dd, J=9.0, 3.0 Hz, 1H), 6.53 (s, 1H), 3.75 (s, 3H), 1.52 (s, 9H); 13C NMR (125 MHz, CDCl3, delta): 156.21, 153.21, 132.54, 123.89, 122.24, 115.05, 80.87, 55.85, 28.48; IR (KBr, cm-1): 3322, 2983, 1718; HRMS (ESI): (M+Na)+ calcd for +C12H163INNaO 372.0067, found 372.0071.

The synthetic route of 74-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jana, Goutam Kumar; Sinha, Surajit; Tetrahedron; vol. 68; 35; (2012); p. 7155 – 7165;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 624-76-0, 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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows.

2-Iodoethanol (467 muL, 6.00 mmol) was added to a solution of 2 (1.08 g, 3.00 mmol) and Cs2CO3 (3.04 g, 9.33 mmol) in DMF (10 mL) at 0 C. The reaction mixture was stirred for 9.5 h at 80 C, then the reaction was quenched with H2O, and the mixture was extracted with AcOEt. The organic layer was washed with H2O, dried over MgSO4, and concentrated. The resulting residue was purified by silica gel chromatography (hexane/AcOEt = 3/1) to give 3 (1.02 g, 2.51 mmol, 84%) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 2-Iodoethanol. I believe this compound will play a more active role in future production and life.

Reference:
Article; Mita, Yusuke; Noguchi-Yachide, Tomomi; Ishikawa, Minoru; Hashimoto, Yuichi; Bioorganic and Medicinal Chemistry; vol. 21; 3; (2013); p. 608 – 617;,
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

627-32-7, name is 3-Iodo-1-propanol, 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. COA of Formula: C3H7IO

The reaction of phenoxazine (500 mg, 2.729 mmol) and NaH (60% dispersion in mineral oil, 136.8 mg, 4.094 mmol) in distilled DMF (10 mL) with 3-bromo-1-propanol (621 mg, 4.094 mmol) ), as described above, gave compound 14 (480.7 mg, 1.992 mmol, 73 %) as dark navy oil.: Rf = 0.33 (n-hexane/EtOAc = 1:1); IR (neat, cm-1) 3365, 3065, 2947, 1592, 1487, 1380, 1272, 1130, 1044; 1H NMR (400 MHz, CD3OD) delta 6.72~6.76 (m, 2H), 6.51~6.61 (m, 6H), 3.66 (t, 2H, J = 5.6 Hz), 3.60 (t, 2H, J = 7.6 Hz), 1.80 (m, 2H); 13C NMR (100 MHz, CD3OD) delta 145.0, 133.4, 123.7, 120.6, 115.0, 111.6, 59.2, 40.5, 27.7; MS (FAB) m/z 241.1 (M+).

The synthetic route of 627-32-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gim, Hyo Jin; Li, Hua; Lee, Eun; Ryu, Jae-Ha; Jeon, Raok; Bioorganic and Medicinal Chemistry Letters; vol. 23; 2; (2013); p. 513 – 517;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 624-76-0, These common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, 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: Conc. H2SO4 (0.3 equiv.) was added to 9-(4-methoxyphenyl)fluoren-9-ol (13) (1.0 equiv.) in toluene and warmed up to 60 C for 15 min. After cooling the solution to rt the corresponding hydroxyl alkyl halide (1.5 equiv) or the alkyldiol (2.0 equiv.) was added. The reaction mixture was stirred at rt for the given time and then partitioned between water and toluene. The organic phase was dried over MgSO4, filtered, and concentrated to dryness. The crude product was then purified by CC (iso-hexane/EtOAc = 9.5:0.5). 5.1.1.1 9-(2-Iodoethoxy)-9-(4-methoxyphenyl)-9H-fluorene (21) According to GP1: 9-(4-methoxyphenyl)fluoren-9-ol (13) [21] (1.4 g, 4.8 mmol), toluene (12 mL), conc. H2SO4 (147 mg, 1.50 mmol, 80.0 muL), 2-iodoethanol (14) (1.26 g, 7.35 mmol, 0.573 mL), 20 h. Yield: 2.0 g (92%); colourless solid, m.p. 96-98 C; TLC: Rf = 0.24 (iso-hexane/EtOAc = 9.5/0.5); IR (KBr): 3035, 2931, 2903, 2841, 2044, 1951, 1918, 1605, 1580, 1508, 1447, 1302, 1252, 1184, 1169, 1107, 1031, 993 cm-1; 1H NMR (CDCl3): delta = 3.15-3.20 (m, 2 H, CH2O), 3.20-3.24 (m, 2 H, ICH2), 3.75 (s, 3 H, CH3), 6.76-6.81 (m, 2 H, Har), 7.26 (td, J = 7.4/1.2 Hz, 2 H, Har), 7.29-7.32 (m, 2 H, Har), 7.33 (d, J = 7.4 Hz, 2 H, Har), 7.37 (td, J = 7.4/1.2 Hz, 2 H, Har), 7.66 (d, J = 7.4 Hz, 2 H, Har); 13C NMR (CDCl3): delta = 4.43 (t, 1 C, ICH2), 55.20 (q, 1 C, CH3), 63.93 (t, 1 C, CH2O), 88.42 (s, 1 C, CH2OC), 113.55 (d, 2 C, Car), 120.00 (d, 2 C, Car), 125.43 (d, 2 C, Car), 126.84 (d, 2 C, Car), 128.23 (d, 2 C, Car), 129.15 (d, 2 C, Car), 135.29 (s, 1 C, Car), 140.51 (s, 2 C, Car), 146.87 (s, 2 C, Car), 158.83 (s, 1 C, Car); MS (EI, 70 eV) m/z (%): 442 (30, M+), 271 (100); HRMS (EI, 70 eV): (C22H19IO2) calc. 442.0430, found 442.0475; Anal. C22H19IO2 (C, H, I, O).

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kerscher-Hack, Silke; Renukappa-Gutke, Thejavathi; Hoefner, Georg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 852 – 880;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 627-32-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 627-32-7 name is 3-Iodo-1-propanol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a stirred solution of alcohol (1.0 equiv.) in CH2C12 (10 mL) at 0 C were added silyl chloride (1.1 equiv.) and imidazole (1.5 equiv.). The reaction mixture was allowed to room temperature, stirred until starting material was consumed. The reaction mixture was quenched by addition of saturated NaHCO3 (10 mL). The aqueous layer was extracted with CH2C12 (3 x 10 mL) and the organic extracts were washed with H20 (2 x 10 mL) and brine. The washed organic layers were dried over Na2504, filtered, concentrated, and purified by a silica gel column chromatography to yield pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Iodo-1-propanol, and friends who are interested can also refer to it.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; KISHI, Yoshito; YAHATA, Kenzo; KUMAR, Vemula, Praveen; VADDELA, Sudheer, Babu; (137 pag.)WO2019/9956; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com