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Cc1nc2ccccc2nc1CCl
BrCCn1ccnc1
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+++Поиск в Reaxys
+++Поиск в Reaxys
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Re: Поиск в Reaxys
есть только синтез одного соед
из 1-(2-Hydroxyethyl)imidazole
Stage #1: 1H-imidazole With sodium hydride at 0 - 10℃; for 24h; Inert atmosphere;
Stage #2: 1-Bromo-2-chloroethane at 50 - 80℃; Reagent/catalyst; Temperature;
Experimental Procedure
75%
Current Patent Assignee: HEFEI YIGONG MEDICINE - CN108929273, 2018, A
Location in patent: Paragraph 0008; 0019; 0020; 0025; 0026; 0031; 0032
Full Text
Details
Abstract
1 Example 1
Add imidazole (6.8 g, 100 mmol) to 20 ml of anhydrous acetonitrile (or dimethylformamide), stir and dissolve, ice waterThe bath is cooled to 0~10 °C,Under a nitrogen atmosphere, 60% sodium hydride (4.2 g, 105 mmol) was added in portions, and the reaction was continued for 24 hours.Then, 1-chloro-2-bromoethane (35.8 g, 250 mmol) was added, and the temperature was raised to 50 to 80 ° C to complete the reaction.Ethyl acetonitrile (or dimethylformamide) was distilled off under reduced pressure, and water (20 ml) was added.Ethyl acetate 50 ml × 3 was extracted and washed, and the combined organic layers were washed with 20 ml of saturated brine.The organic layer was separated and dried over 10 g of anhydrous sodium sulfate and filtered.After washing, the ethyl acetate and an excess of 1-chloro-2-bromoethane were evaporated under reduced pressure to give Intermediate Compound (I) 9.8 g (yield: 75.0%, purity 97.6%).
---
1H-imidazole + 1-Bromo-2-chloroethane
Stage #1: 1H-imidazole With sodium hydride at 0 - 10℃; for 24h; Inert atmosphere;
Stage #2: 1-Bromo-2-chloroethane at 50 - 80℃; Reagent/catalyst; Temperature;
Experimental Procedure
75%
Current Patent Assignee: HEFEI YIGONG MEDICINE - CN108929273, 2018, A
Location in patent: Paragraph 0008; 0019; 0020; 0025; 0026; 0031; 0032
Full Text
Details
Abstract
1 Example 1
Add imidazole (6.8 g, 100 mmol) to 20 ml of anhydrous acetonitrile (or dimethylformamide), stir and dissolve, ice waterThe bath is cooled to 0~10 °C,Under a nitrogen atmosphere, 60% sodium hydride (4.2 g, 105 mmol) was added in portions, and the reaction was continued for 24 hours.Then, 1-chloro-2-bromoethane (35.8 g, 250 mmol) was added, and the temperature was raised to 50 to 80 ° C to complete the reaction.Ethyl acetonitrile (or dimethylformamide) was distilled off under reduced pressure, and water (20 ml) was added.Ethyl acetate 50 ml × 3 was extracted and washed, and the combined organic layers were washed with 20 ml of saturated brine.The organic layer was separated and dried over 10 g of anhydrous sodium sulfate and filtered.After washing, the ethyl acetate and an excess of 1-chloro-2-bromoethane were evaporated under reduced pressure to give Intermediate Compound (I) 9.8 g (yield: 75.0%, purity 97.6%).
===========
1-(2-Hydroxyethyl)imidazole + CBr4
With triphenylphosphine In dichloromethane at 0 - 20℃; Inert atmosphere;
Experimental Procedure
39.2 %
Current Patent Assignee: SHANGHAITECH UNIVERSITY - EP4056570, 2022, A1
Location in patent: Paragraph 0716-0718
=======
1H-imidazole + ethylene dibromide
With potassium carbonate In N,N-dimethyl-formamide Reflux;
Experimental Procedure
Asif, Mohammad; Singh, Anita; Lakshmayya; Husain, Asif; Siddiqui, Anees A.
[Letters in drug design and discovery, 2013, vol. 10, # 7, p. 651 - 660]
Full Text
Cited 18 times
Details
Abstract
General Procedure for the Synthesis of bromoethyl Derivatives of Aromatic Heterocyclic Compounds (3a-h)
General procedure: Corresponding hetrocyclic compounds (0.01 mol), 1,2-dibromoethane (0.01 mol) and anhydrous potassium carbonate (1 g, 0.01 mol) in dry dimethyl formamide (50 mL) were heated under reflux for 6-8 hours, then cooled to room temperature and poured into crushed ice (≈ 100 g). The precipitated product was filtered off, washed with water, dried and recrystallized from ethanol. Different hetrocyclic compounds namely methylpiperazine, ethylpiperazine, triazole, imidazole, indole, benzimidazole and 2-amino pyridine were yielded.
из 1-(2-Hydroxyethyl)imidazole
Stage #1: 1H-imidazole With sodium hydride at 0 - 10℃; for 24h; Inert atmosphere;
Stage #2: 1-Bromo-2-chloroethane at 50 - 80℃; Reagent/catalyst; Temperature;
Experimental Procedure
75%
Current Patent Assignee: HEFEI YIGONG MEDICINE - CN108929273, 2018, A
Location in patent: Paragraph 0008; 0019; 0020; 0025; 0026; 0031; 0032
Full Text
Details
Abstract
1 Example 1
Add imidazole (6.8 g, 100 mmol) to 20 ml of anhydrous acetonitrile (or dimethylformamide), stir and dissolve, ice waterThe bath is cooled to 0~10 °C,Under a nitrogen atmosphere, 60% sodium hydride (4.2 g, 105 mmol) was added in portions, and the reaction was continued for 24 hours.Then, 1-chloro-2-bromoethane (35.8 g, 250 mmol) was added, and the temperature was raised to 50 to 80 ° C to complete the reaction.Ethyl acetonitrile (or dimethylformamide) was distilled off under reduced pressure, and water (20 ml) was added.Ethyl acetate 50 ml × 3 was extracted and washed, and the combined organic layers were washed with 20 ml of saturated brine.The organic layer was separated and dried over 10 g of anhydrous sodium sulfate and filtered.After washing, the ethyl acetate and an excess of 1-chloro-2-bromoethane were evaporated under reduced pressure to give Intermediate Compound (I) 9.8 g (yield: 75.0%, purity 97.6%).
---
1H-imidazole + 1-Bromo-2-chloroethane
Stage #1: 1H-imidazole With sodium hydride at 0 - 10℃; for 24h; Inert atmosphere;
Stage #2: 1-Bromo-2-chloroethane at 50 - 80℃; Reagent/catalyst; Temperature;
Experimental Procedure
75%
Current Patent Assignee: HEFEI YIGONG MEDICINE - CN108929273, 2018, A
Location in patent: Paragraph 0008; 0019; 0020; 0025; 0026; 0031; 0032
Full Text
Details
Abstract
1 Example 1
Add imidazole (6.8 g, 100 mmol) to 20 ml of anhydrous acetonitrile (or dimethylformamide), stir and dissolve, ice waterThe bath is cooled to 0~10 °C,Under a nitrogen atmosphere, 60% sodium hydride (4.2 g, 105 mmol) was added in portions, and the reaction was continued for 24 hours.Then, 1-chloro-2-bromoethane (35.8 g, 250 mmol) was added, and the temperature was raised to 50 to 80 ° C to complete the reaction.Ethyl acetonitrile (or dimethylformamide) was distilled off under reduced pressure, and water (20 ml) was added.Ethyl acetate 50 ml × 3 was extracted and washed, and the combined organic layers were washed with 20 ml of saturated brine.The organic layer was separated and dried over 10 g of anhydrous sodium sulfate and filtered.After washing, the ethyl acetate and an excess of 1-chloro-2-bromoethane were evaporated under reduced pressure to give Intermediate Compound (I) 9.8 g (yield: 75.0%, purity 97.6%).
===========
1-(2-Hydroxyethyl)imidazole + CBr4
With triphenylphosphine In dichloromethane at 0 - 20℃; Inert atmosphere;
Experimental Procedure
39.2 %
Current Patent Assignee: SHANGHAITECH UNIVERSITY - EP4056570, 2022, A1
Location in patent: Paragraph 0716-0718
=======
1H-imidazole + ethylene dibromide
With potassium carbonate In N,N-dimethyl-formamide Reflux;
Experimental Procedure
Asif, Mohammad; Singh, Anita; Lakshmayya; Husain, Asif; Siddiqui, Anees A.
[Letters in drug design and discovery, 2013, vol. 10, # 7, p. 651 - 660]
Full Text
Cited 18 times
Details
Abstract
General Procedure for the Synthesis of bromoethyl Derivatives of Aromatic Heterocyclic Compounds (3a-h)
General procedure: Corresponding hetrocyclic compounds (0.01 mol), 1,2-dibromoethane (0.01 mol) and anhydrous potassium carbonate (1 g, 0.01 mol) in dry dimethyl formamide (50 mL) were heated under reflux for 6-8 hours, then cooled to room temperature and poured into crushed ice (≈ 100 g). The precipitated product was filtered off, washed with water, dried and recrystallized from ethanol. Different hetrocyclic compounds namely methylpiperazine, ethylpiperazine, triazole, imidazole, indole, benzimidazole and 2-amino pyridine were yielded.
Re: Поиск в Reaxys
Спасибо!
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