Tag: M.W=100-200

74-88-4,Some common heterocyclic compound, 74-88-4, name is Iodomethane, molecular formula is CH3I, 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.

Reference example 27 (2S)-1-methylindoline-2-carboxylic methyl ester (S)-(-)-indoline-2-carboxylic acid (2.0g) was dissolved to a mixture of acetone (20ml) and N, N-dimethylformamide (20ml), and potassium carbonate (6.78g) and methyliodide (3.05ml) were added at room temperature.. The reactive mixture was stirred at room temperature over night, and then filtered.. The filtrate was concentrated by vacuum concentration and the obtained residue was diluted with ethyl acetate.. The solution is poured into water and the water layer has been extracted by ethyl acetate.. The organic layer was sequentially washed with water and saturated brine, and then dried by anhydrous sodium sulfate.. The residue by removal of the solvent was purified by silica gel column chromatography (hexane: ethyl acetate=4:1) to give a title compound (1.7g) having the following physical properties. TLC:Rf 0.70 (hexane: ethyl acetate=7:3); NMR(CDCl3):delta 7.11 (t, J = 7.5 Hz, 1H), 7.05 (d, J = 7.5 Hz, 1H), 6.70 (t, J = 7.5 Hz, 1H), 6.51 (d, J = 7.5 Hz, 1H), 4.05 (t, J = 9.6 Hz, 1H), 3.80 (s, 3H), 3.34 (dd, J = 15.6, 9.6 Hz, 1H), 3.13 (dd, J = 15.6, 9.6 Hz, 1H), 2.84 (s, 3H).

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

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1424325; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 624-75-9

To a solution of iodoacetonitrile 11 (0.16?mL, 2.10?mmol) and N-Boc piperidinone 9 (398?mg, 2.0?mmol) in THF was added i-PrMgBr (3.0?N in THF, 0.7?mL, 2.10?mmol) at -78?C under an Argon atmosphere. After being stirred for 2?h, the reaction was quenched with saturated aqueous NH4Cl solution (5.0?mL) and extracted with ethyl acetate (3?*?5.0?mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified on silica gel (eluent: EtOAc/n-hexane?=?1:2) to give the ketoamide 12 in 88% yield as a light yellow wax. IR (film) numax: 3362, 2977, 2921, 2260, 1729, 1698, 1519, 1454, 1392, 1366, 1273, 1251, 1170, 1058, 1009?cm-1; 1H NMR (400?MHz, CDCl3) delta 1.44 (s, 9H), 1.47-1.57 (m, 2H), 1.57-1.73 (m, 2H), 2.65 (t, J?=?7.1?Hz, 2H), 3.02-3.21 (m, 2H), 3.49 (s, 2H), 4.63 (s br, 1H); 13C NMR (100?MHz, CDCl3) delta 20.2, 28.3, 29.2, 31.9, 39.8, 41.5, 79.2, 113.7, 156.0, 197.3; HRMS calcd for [C12H20N2NaO3]+ (M + Na+): 263.1366; found: 263.1365.

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:
Article; Cheng, Jiang-Tao; Zheng, Xiao; Huang, Pei-Qiang; Tetrahedron; vol. 75; 12; (2019); p. 1612 – 1623;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 624-76-0

Add 7 mL of ethanol to the round bottom flask, then add 1.1 mL of 2-methylquinoline.Add 0.5mL of iodine solution,The reaction was heated to 50 C for 36 h, and after the reaction was completed, the reaction system was cooled to room temperature.Solid precipitated, filtered and washed with ethanolObtaining 1,2-dimethyl-quinoline iodide salt (Compound 2),The yield was 93%.Its nuclear magnetic resonance spectrum is shown in Figure 1.

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 624-76-0.

Reference:
Patent; University of Jinan; Lin Weiying; Sun Jie; Tian Minggang; (10 pag.)CN109851553; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com