Tag: M.W=100-200

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., HPLC of Formula: C2H2IN

Compound 6 (prepared according to B2. b) (30 mg) was dissolved in 20 ml of MECN, and iodo acetonitrile (1.0 eq. ) and K2CO3 (3 eq, 29 mg) were added. Stirring for 17 days at 20C. The MECN was evaporated and the residue was purified by preparative TLC using CHCL2/MEOH (9/1) as the eluent. Yield: compound 60 (52 %).

According to the analysis of related databases, 624-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; ARTS, Frank, Xavier, Jozef, Herwig; WO2005/28479; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

7681-82-5, name is Sodium iodide, 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. Quality Control of Sodium iodide

Complex (-)-2 (0.29g, 0.32mmol) was dissolved in dichloromethane (50mL) and treated with excess concentrated hydrochloric acid (2mL) at room temperature for 5min. The mixture was then washed with water (3×50mL). Next, sodium iodide (0.1g) in water (50mL) was added and stirred vigorously for 3min. The organic layer was washed with water (3×50mL) and dried (MgSO4). The solvent was removed and the complex (-)-3 was isolated by column chromatography on a silica column with dichloromethane (0.19g, 70%). [alpha]D=-78.6 (c 0.14, CH2Cl2). Mp: 85-86C. Anal. Calcd for C26H26As2I2Pd: C, 36.8; H, 3.1. Found: C, 36.9; H, 3.2. 1H NMR (CDCl3, delta): 1.48 (s, 3H, =CCH3), 1.57 (s, 3H, =CCH3), 2.05 (dd, 3JHH=9.5, 2JHH=13.6Hz, 1H, CHCH2), 2.55 (d, 2JHH=13.0Hz, 1H, CHCH2), 2.96 (dt, 3JHH=2.1, 3JHH=9.4Hz, 1H, CHCH2), 3.07 (d, 3JHH=2.1Hz, 1H, AsCH), 3.52 (d, 3JHH=2.6Hz, 1H, AsCH), 7.37-8.02 (m, 15H, aromatics). 13C NMR (CDCl3, delta): 14.3, 15.7, 30.5, 31.4, 52.2, 56.3, 128.6, 129.1, 129.8, 129.9, 130.0, 130.9, 131.0, 131.1, 131.3, 131.6, 133.3, 133.7, 134.3, 135.8.

The synthetic route of 7681-82-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yao, Weiwei; Ma, Mengtao; Wang, Weifan; Cheng, Jianming; Xu, Li; Pullarkat, Sumod A.; Leung, Pak-Hing; Tetrahedron Asymmetry; vol. 25; 15; (2014); p. 1100 – 1103;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route 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

Synthetic Route of 624-75-9,Some common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, molecular formula is C2H2IN, 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 synthesis of (cyanomethyl)trimethylphosphonium iodide is carried out in very much the same way as the procedure described in the literature [J. Org. Chem. 2001, 66, 2518-2521] from trimethylphosphine and iodoacetonitrile. 2.42 g of (cyanomethyl)trimethylphosphonium iodide is added to a solution of 1 g of alcohol 8 in 18 ml of propionitrile, and then 2.1 ml of diisopropyl ethylamine is added in drops. The reaction mixture is stirred for 14 hours at 97 C. After cooling to room temperature, the batch is mixed with 10 ml of water and 1 ml of concentrated hydrochloric acid. The phase separation is carried out between ethyl acetate/water. The organic phase is washed with water and saturated sodium chloride solution, dried on magnesium sulfate and concentrated by evaporation. Column-chromatographic purification (cyclohexane/ethyl acetate) yields 480 mg of cyanide 11b as a colorless foam (GC-MS: m/z theor.: 535, pract.: 535).

The synthetic route of 624-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Braeuer, Nico; Peters, Olaf; Hillisch, Alexander; Bohlmann, Rolf; Richter, Margit; Muhn, Hans-Peter; US2005/65135; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 624-75-9, name is 2-Iodoacetonitrile, 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 624-75-9, 624-75-9

Example 41 Benzyl {(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}(cyanomethyl)carbamate Potassium carbonate (15.7 mg, 113 mmol, 2.1 eq.), 18-crown-6 (30 mg, 113 mmol, 2.1 eq.) and iodoacetonitrile (19 mg, 113 mmol, 2.1 eq.) were added to a solution of benzyl {(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}carbamate (30 mg, 54 mmol) in DMF (2 ml). The reaction mixture was stirred at RT for 12 h and then concentrated under reduced pressure. The residue was acidified with acetic acid and then purified by preparative HPLC (Kromasil C18 column, 5 mum, 50*20 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (25 mg, 78% of theory). LC-MS (Method 5): Rt=1.40 min; MS (ESIpos): m/z (%)=434.0 (100), 550.9 (20), 595.0 (30) [M+H]+; MS (ESIneg): m/z (%)=593.8 (100) [M-H]-. 1H-NMR (400 MHz, DMSO-d6): delta=2.00 (s, 3H), 4.55 (d, 2H), 5.10 (d, 2H), 6.55 (s, 1H), 7.15-7.35 (m, 5H), 7.70-7.95 (m, 7H), 8.15 (br. s, 1H).

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; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/4203; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 627-32-7,Some common heterocyclic compound, 627-32-7, name is 3-Iodo-1-propanol, molecular formula is C3H7IO, 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. Preparation of 7-(2′-Trimethylsilanyl)ethyl-10-(3′-hydroxypropoxy) camptothecin (Compound 3) To a solution of 7-(2′-trimethylsilanyl)ethyl-10-hydroxy camptothecin (31 mg, 0.067 mmol) and potassium carbonate (15 mg, 0.11 mmol) in N,N-dimethylformamide (2 mL) was added 3-iodopropanol (0.1 ml) at -78 C. The resultant solution was stirred at room temperature for 16 hours. N,N-Dimethylformamide was removed by evaporation under reduced pressure. The residue was filtrated through silica gel with methanol/dichloromethane (10/90) and concentrated by rotary evaporation. Purification by radial preparative-layer chromatography (ethyl acetate/hexanes 50/50 to methanol/chloroform 2/98) provided 15 mg of 7-(2′-trimethylsilanyl)ethyl-10-(3′-hydroxypropoxy) camptothecin (Compound 3) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 8.02 (d, 1 H, J=9.3 Hz), 7.52 (s, 1 H), 7.34 (dd, 1 H, J1=9.3 Hz, J2=2.7 Hz), 7.14 (d, 1 H, J=2.7 Hz), 5.67 (d, 1 H, J=16.5 Hz), 5.22(d, 1 H, J=16.5 Hz), 5.09 (s, 2 H), 4.24-4.17 (m, 2 H), 3.90-3.85(m, 2 H), 3.00-2.88 (m, 2 H), 2.12-2.06 (m, 2 H), 1.90-1.76 (m, 2 H), 0.97(t, 3 H, J=7.3 Hz), 0.86-0.80 (m, 2H), 0.11 (s, 9 H). MS (m/z, M+1) 523.6

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

Reference:
Patent; BioNumerik Pharmaceuticals, Inc.; US2009/99166; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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, Recommanded Product: 3-Iodo-1-propanol

K2CO3 (118mg, 0.86mmol), NaHCO3 (115mg, 1.36mmol) and, 3-iodo-1-propanol (0.06mL, 0.59mmol) were added to a solution of amine 19 (75mg, 0.39mmol) in acetone (4mL). The reaction mixture was heated to reflux. After 6h, the reaction was cooled to room temperature and the solvent was removed in vacuo. The reaction mixture was purified by chromatography (silica gel, gradient from CH2Cl2 to 95:5 CH2Cl2/MeOH) to afford compound 21 (66mg, 67%) as a brown solid; mp 85-87C; 1H NMR (400MHz, CDCl3) delta 3.77 (m, 2H), 3.13-3.00 (m, 2H), 2.66 (d, J=16.5Hz, 1H), 2.49 (dd, J=17.1, J=6.6Hz, 1H), 2.30-2.07 (m, 6H), 1.92 (m, 1H), 1.79 (m, 1H), 1.73-1.58 (m, 5H), 1.57-1.47 (m, 3H), 1.47-1.29 (m, 2H); 13C NMR (100MHz, CDCl3) delta 212.6, 64.5, 59.5, 48.5, 46.9, 44.3, 42.2, 39.0, 38.1, 35.8, 32.9, 27.8, 26.1, 25.6, 19.6; HRMS (ESI): m/z calcd for C15H26NO2 [M+H]+: 252.1958, found: 252.1962; FTIR (neat) numax: 3384, 2931, 2874, 1703, 1468, 1443, 1416, 1336, 1253, 1231, 1172, 1125, 1111, 1067, 733cm-1.

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; de Miguel, Irene; Velado, Marina; Herradon, Bernardo; Mann, Enrique; Tetrahedron; vol. 72; 31; (2016); p. 4617 – 4625;,
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. 74-88-4, name is Iodomethane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Iodomethane

To a solution of compound 2 (1 mmol) and K2CO3(1 mmol) in DMF (10 mL) was added methyl iodide (1 mmol), the resulting mixture was stirred with heating atroom temperature for 6 h. The mixture was extracted withethyl acetate, then combined the organic phases, dried(MgSO4) and concentrated under pressure to give the crudeproduct. The crude product was purified by the silica gelcolumn chromatography (petroleum ether /ethyl acetate,5:1) to give the desired product 4a.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 74-88-4.

Reference:
Article; Wu, Jie; Ma, Song; Zhang, Tian-Yi; Wei, Zhi-Yu; Wang, Hui-Min; Guo, Fang-Yan; Zheng, Chang-Ji; Piao, Hu-Ri; Medicinal Chemistry Research; vol. 28; 7; (2019); p. 959 – 973;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 627-32-7, 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. 627-32-7, name is 3-Iodo-1-propanol, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4; N’-(4-(3-Hydroxypropoxy)-3-methoxybenzylidene)-3-(3-methyl-lH-indol-1 -yl)propanehydrazide; [0496] (a) 4-(3-Hydroxypropoxy)-3-methoxybenzaldehyde: To a stirred solution of vanillin (304 mg, 2 mmol) in DMF (4 rnL) at room temperature was added 3-iodo-l-propanol (0.29 mL, 3 mmol) and K2CO3 (553 mg, 4 mmol). The reaction mixture was stirred at room temperature for 7 hours followed by quenching with aq. NH4Cl. The product was extracted three times into EtOAc and the combined organic layers were dried (Na2SO4). The material was purified on silica gel using EtOAc-hexanes (0 to 70%) and to give 392 mg (93%) of the product as an off-white waxy solid.

The chemical industry reduces the impact on the environment during synthesis 3-Iodo-1-propanol. I believe this compound will play a more active role in future production and life.

Reference:
Patent; STEIN, Philip; DAINES, Robert; SPROUS, Dennis; O’GRADY, Harold; WO2010/132615; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference 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.

Step C (1,1 -dimethylethyl)(2-iodoethoxy)dimethylsilane .OTBDMS Iodoethanol (2.68 kg, 15.4 mol), CH2CI2 (12 L) and imidizaole (1.556 kg, 22.63 mol) were chilled in an ice bath. A solution of t-butyldimethylchlorosilane (2.536 kg, 16.32 mol) in CH2CI2 (2.5 L) was added to the reaction over a 2 h period. The resulting white suspension was allowed to warm to rt over an 18 h. The reaction was worked up by washing with water and brine). The organic layer was dried (MgSC^) and evaporated under reduced pressure to provide the product of Step C as a light yellow oil. FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDC13) delta = 3.75 (t, J = 7.0 Hz, 2 H), 3.11 (t, J = 7.0 Hz, 2 H), 0.77 – 0.89 (m, 10 H), 0.00 (s, 6 H).

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:
Patent; JANSSEN PHARMACEUTICA NV; WINTERS, Michael P.; BRANUM, Shawn; FAWZY, Nagy E.; KANG, Fu-An; REUMAN, Michael; RUSSELL, Ronald K.; SUI, Zhihua; TELEHA, Christopher A.; WO2013/152269; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com