Category: 74-88-4

74-88-4, 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.

General procedure: To a solution of compound2and K2CO3in DMF was added methyl iodide,bromoethaneorbromopentaneand, the resulting mixture was stirred with heating at room temperature for 6h. The mixture was extracted with ethyl acetate, then combined the organicphases,dried(MgSO4) and concentrated under pressure to give the crude product. The crude product was purified by the silica gel column chromatography (petroleum ether /ethyl acetate, 5:1) to give the desired product4a-c.

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Reference:
Article; Wu, Jie; Zhang, Zhi-Hong; Zhang, Lin-Hao; Jin, Xue-Jun; Ma, Juan; Piao, Hu-Ri; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 853 – 858;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

74-88-4, These common heterocyclic compound, 74-88-4, name is Iodomethane, 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.

UA-1 (100 mg, 0.22 mmol) was dissolved in DMF, then K2CO3(30.0mg,0.22mmol) and three drops of iodomethane were added at room temperature.The reaction end was monitored by TLC. After completion of reaction, the mixture was extracted with ethyl acetate and washed with saturated brine, dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a white solid. The crude product was purified by column chromatography on silica gel with petroleumether-ethyl acetate (10:1) to obtain compound 2a, with a yield of 80.1%. m.p. 166.8-168.1C; ESI-MS: m/z 469.5[M+H]+.

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; Meng, Yan-Qiu; Zhang, Liang-Feng; Liu, Dong-Ying; Liu, Li-Wei; Zhang, Yi; Zhao, Min-Jie; Journal of Asian Natural Products Research; vol. 18; 3; (2016); p. 280 – 288;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 74-88-4

EXAMPLE 29 Preparation of 6-methyl-1-[(3-iodo-4,5-dimethoxy-phenyl)methyl]-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole STR79 To a stirred, cooled (0 C.) solution of iodovanillin (10.0 g, 35.96 mmol.) in dimethylformamide (50 mL) was added anhydrous potassium carbonate (20.0 g, 143.86 mmol.) followed by iodomethane (3.11 mL, 50.0 mmol.). The mixture was allowed to warm to ambient temperature and stir for 14H. The mixture was poured into diethyl ether (500 mL) and washed with water (3*150 mL). The organic phase was dried over MgSO4 and concentrated under reduced pressure to afford 3-iodo-4,5-dimethoxybenzaldehyde (9.5 g) as a yellow oil which solidified upon standing and was used without further purification. STR80

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 74-88-4, its application will become more common.

Reference:
Patent; Eli Lilly and Company; US5500431; (1996); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

74-88-4, A common heterocyclic compound, 74-88-4, name is Iodomethane, molecular formula is CH3I, 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 of 7-ethoxy-4-(3-iodo-4,5-dimethoxybenzyl)isoquinolin-8-ol hydrochloride 723-lodo-4,5-dimethoxybenzaldehvde RBO 40110In a 100 mL round bottom flask 3-iodo-4-hydroxy-5-methoxybenzaldehyde (1 .0 g, 3.60 mmol) was dissolved in acetone (50 mL) and K2CO3 (746 mg, 5.40 mmol) was added at RT. The reaction mixture was stirred at RT for 30 min, then iodomethane (766 mg, 5.40 mmol) was added and reaction was stirred at reflux for another 4 h. Acetone was removed and the residue was taken back in EtOAc (50 mL) and H2O (50 ml_). The aqueous layer was further extracted with EtOAc (3×50 ml_). The combined rganics layers were washed with brine (50 ml_), dried over Na2SO4, filtered and concentrated to dryness to give 3-iodo-4,5-dimethoxybenzaldehyde RBO 40110 (603 mg, 57% yield) as a brown oil.RBO 40110MW: 292.07; Yield: 57%; Brown oil.1H-NMR (CDCIs, delta): 3.93 (s, 6H, 2xOMe), 7.41 (s, 1 H, ArH), 7.84 (s, 1 H, ArH), 9.82 (s, 1 H, CHO).MS-ESI m/z (% rel. Int.): 293 ([MH]+, 100).HPLC: Method A, XBridge column, detection UV 254 nm, RT = 5.53 min, peak area 97.0%.

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

Reference:
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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