Category: 3469-69-0

Electric Literature of 3469-69-0,Some common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, molecular formula is C3H3IN2, 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.

4-Iodopyrazole (2 g, 10.311 mmol) was dissolved in DMF (50 mL), sodium hydride (1.25 g, 30.933 mmol) was added at 0 C, and the reaction was stirred for 30 min.Methyl iodide (1.3 mL, 20.622 mmol) was slowly added dropwise to the above solution, warmed to room temperature, and stirred for 22 hours.After the reaction was completed, filter, concentrate the filtrate, dilute with water, extract with ethyl acetate (80 mL ¡Á 3), collect the organic phase, dry over anhydrous sodium sulfate, filter, and concentrate the filtrate.Silica gel column chromatography was separated and purified (PE / EtOAc (v / v) = 18/1) to obtain 1.37 g of light yellow liquid, yield: 63.9%.

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.

3469-69-0, 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. 3469-69-0, name is 4-Iodopyrazole, A new synthetic method of this compound is introduced below.

ieri-Butyl 4-iodo-1 H-pyrazole-1 -carboxylate (2); [00189] 4-lodopyrazole (1) (7.85g 40.4mmole) was dissolved in THF (120ml_) and triethylamine (8.5ml_, 6.12g 60.5mmole) and di-terf-butyl dicarbonate (9.7g, 44.5mmole) were added. The reaction was stirred at r.t. for 3 hours. The THF was evaporated and ethyl acetate (100ml_) was added. The solution was washed with water (2x50ml_) and with brine, then dried and evaporated to leave an oil (14.2g). The crude product was purified by chromatography on a pad of silica in a sinter (10cm diam, 6cm thick) eluted with 10% ethyl acetate in cyclohexane (1 1 x90ml_), then 20% ethyl acetate in cyclohexane (3x90ml_) to give the protected pyrazole 2 (1 1 .66g 98%). 1H-NMR (CDCI3, 500MHz): delta 1 .68 (s, 9H), 7.73 (s, 1 H), 8.17 (s, 1 H).

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A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

Step 1: l-Cyclopropyl-4-iodo-lH-pyrazole[00718] To a stirred solution of 4-Iodo-lH-pyrazole (2.0 g, 10.3 mmol) in DMF (100 mL) at room temperature was added sodium hydride (0.45 g of a 60% wt/wt dispersion in mineral oil, 1 1.3 mmol). After 15 minutes, bromocyclopropane (2.5 mL, 30.9 mmol), and tetra-n-butyl ammonium iodide (0.020 g) were added, and the reaction mixture was warmed to 140C for overnight. The mixture was subjected to standard aqueous workup, and the crude residue was purified on silica gel (0-20% EtOAc in hexanes) to afford the title compound.

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, 3469-69-0, other downstream synthetic routes, hurry up and to see.

3469-69-0, 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. 3469-69-0 name is 4-Iodopyrazole, 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.

4-Iodo-1H-pyrazole (5.0 g, 25.8 mmol) was suspended in toluene (50 mL) and ethoxyethene (3.70 mL, 38.7 mmol) was added. To the suspension was added HC1 [4M in dioxane] (0.161 mL, 0.644 mmol) and the reaction mixture was heated to 35 C for 1 hour. The reaction mixture was quenched with solid NaHCO3 and stirred for 1 hour. The reaction mixture was filtered and concentrated. The residue was purified by Kugelrohr distillation to afford 1-(1-ethoxyethyl)-4-iodo-1H-pyrazole (7.1 g, 26.7 mmol, 104 % yield) as a pale yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodopyrazole, and friends who are interested can also refer to it.

A common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, molecular formula is C3H3IN2, 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. 3469-69-0.

A mixture of 8a-16a (1.0 equiv), CuI (0.1 equiv) and Pd(PPh3)4 (0.05 equiv) in Et3N and DMF was degassed with Ar. Trimethylsilylacetylene (2.0 equiv) was then added and the solution was stirred for 18 h at room temperature under an Ar atmosphere. TLC analysis showed complete conversion of starting material to a major product. The reaction mixture was then cooled to room temperature, diluted with Et2O, washed twice with satd aq NH4Cl, dried over Na2SO4, filtered, and concentrated in vacuum. The crude product was purified by silica gel column chromatography to yield pure material.

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

A common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, molecular formula is C3H3IN2, 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. 3469-69-0.

To a solution of 4-iodo-1H-pyrazole (2.0 g, 10.31 mmol) in tetrahydrofuran (20 mL) was added sodium hydride (619 mg, 15.47 mmol) at 0 C. The resulting white suspension was stirred at 0 C for 2 hours. 2-(chloromethoxyethyl)trimethyl silane (SEM-Cl, 90% purity, 2.101 g, 2.230 mL, 11.34 mmol) was added dropwise at 0 C. The suspension was then allowed to warm up to room temperature and stirred for 16 hours. The reaction was quenched with water (0.5 mL), and concentrated to ~5 mL at reduced pressure. The mixture was then partitioned between EtOAc (50 mL) and saturated NaHCC solution (30 mL). The organic layer was separated, washed with brine (20 ml_), dried (Na2S04) and concentrated at reduced pressure. The residue was purified by Biotage Isolera chromatography [SNAP Cartridge KP-Sil 50 g; eluting with a gradient of eluents; 0-20% EtOAc in heptane] to give the title compound (3.27 g, 91% yield) as a colourless oil. 1H NMR (500 MHz, chloroform-d) delta [ppm] 7.62 (s, 1 H), 7.54 (s, 1 H), 5.40 (s, 2H), 3.59 – 3.51 (m, 2H), 0.94 – 0.85 (m, 2H), -0.02 (s, 9H). LCMS (Analytical Method A): Rt = 1.36 mins; MS (ESIPos) m/z = 324.9 (M+H)

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

A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

a) 1-Benzyl-4-iodo- 1H-pyrazole (A 147) 4-lodo-1 H-pyrazole (1.00 g, 5.16 mmol) in DMF (15 mL) was cooled to 0 C before sodium hydride (60% w/w dispersion in mineral oil, 258 mg, 6.44 mmol) was added. After 15 minutes, benzyl bromide (0.674 mL, 6.44 mmol) was added and the mixture stirred at room temperature. After two hours, the mixture was added to water (200 mL), cooled at 4 C for one hour then filtered. The collected solid was washed with cyclohexane (2 x 3 mL) and air dried to give the title compound as a white solid (0.859 g, 59%). H NMR (400 MHz, CDCI3) delta 7.51 (s, 1 H), 7.36 (s, 1 H), 7.35-7.28 (m, 3H), 7.21-7.17 (m, 2H), 5.27 (s, 2H). LCMS-B: 3.48 min, m/z (positive ion) 285.1 [M+H]+.

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, 3469-69-0, other downstream synthetic routes, hurry up and to see.

A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

a) 1-Benzyl-4-iodo- 1H-pyrazole (A 147) 4-lodo-1 H-pyrazole (1.00 g, 5.16 mmol) in DMF (15 mL) was cooled to 0 C before sodium hydride (60% w/w dispersion in mineral oil, 258 mg, 6.44 mmol) was added. After 15 minutes, benzyl bromide (0.674 mL, 6.44 mmol) was added and the mixture stirred at room temperature. After two hours, the mixture was added to water (200 mL), cooled at 4 C for one hour then filtered. The collected solid was washed with cyclohexane (2 x 3 mL) and air dried to give the title compound as a white solid (0.859 g, 59%). H NMR (400 MHz, CDCI3) delta 7.51 (s, 1 H), 7.36 (s, 1 H), 7.35-7.28 (m, 3H), 7.21-7.17 (m, 2H), 5.27 (s, 2H). LCMS-B: 3.48 min, m/z (positive ion) 285.1 [M+H]+.

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, 3469-69-0, other downstream synthetic routes, hurry up and to see.

A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

1-(ethoxyethyl)-4-iodo-1H-pyrazole (20).; A 22 L 4-neck flask equipped with an mechanical stirrer, thermowell, N2 inlet and condenser was charged with 4-iodo-1H-pyrazole (14, 1.00 Kg, 5.16 mol) and toluene (10 L) and ethyl vinyl ether (18, 557 g, 740 mL, 7.73 mol, 1.5 equiv) was added. To the suspension 4 M HCl in dioxane (32 mL, 0.128 mol, 0.025 equiv) was added over 5 min with formation of a slightly thicker white suspension. The mixture was heated carefully to 35-40 C. at which point a mild exotherm to about 40 C. occurred with rapid dissolution of all solids to give a clear light yellow solution. The reaction mixture was heated at about 40 C. for an additional 0.5 hr until the GC analysis indicated the reaction was complete. The solution was allowed to cool to 25-30 C. and solid NaHCO3 (108 g, 1.29 mol, 0.25 equiv) was added. The suspension was stirred for 1 hr at room temperature to ensure the complete neutralization of HCl. The mixture was then filtered and the filtrate was concentrated under reduced pressure. The residual liquid was fractionally distilled to afford 1-(ethoxyethyl)-4-iodo-1H-pyrazole (20, 1.346 Kg, 1.373 Kg theoretical, 98%) as a pale yellow liquid (bp 89-93 at about 1 torr). For 20: 1H NMR (CDCl3, 250 MHz) delta ppm 7.61 (s, 1H), 7.47 (s, 1H), 5.46 (q, 1H, J=6.0 Hz), 3.48-3.23 (m, 2H), 1.60 (d, 3H, J=6.0 Hz), 1.11 (t, 3H, J=7.0 Hz); C7H11IN2O (MW, 266.08), LCMS (EI) m/e 267 (M++H).

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, 3469-69-0, other downstream synthetic routes, hurry up and to see.

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. 3469-69-0 name is 4-Iodopyrazole, 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. 3469-69-0

4-iodopyrazole (2g, 10.3mmol), potassium carbonate (2.14g),Methyl iodide (1.72 g) and 25 mL acetonitrile,The reaction was refluxed for 12 h. Spin dry under reduced pressure and add 50 mL of water.Extracted three times with 50 mL of ethyl acetate, and the organic layers were combined.The organic layer was dried over anhydrous Na 2 SO 4 and dried under reduced pressure.1-Methyl-4-iodopyrazole (2.1 g) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodopyrazole, and friends who are interested can also refer to it.