Reaction #4147051
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-af5fafec6ea64c109c436e8863413765No renderable structure data available
CCNC(=O)OC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | phenyl N-ethylcarbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 17576-39-5 |
| Database ID | 2802346 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
phenyl N-ethylcarbamate (CAS 17576-39-5) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 2802346
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-af5fafec6ea64c109c436e8863413765Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy)quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated saline in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg). the mixture was stirred for another 15 minutes the mixture was stirred for 1 hour the organic layer was washed with water and saturated saline in that order dried over anhydrous sodium sulfate the solvent was distilled off under reduced pressure Ethyl acetate was used for recrystallization
Source ID: ord-36d7c54bbe7a4af780e9f1490c7e221eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After dissolving 6-(4-benzyloxyphenyl)-4-(1H-5-indolyloxy)-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine (81 mg) in 1 ml of dimethylformamide, 7 mg of sodium hydride (60% dispersion) was added, the mixture was stirred at room temperature for 5 minutes, and then 31 mg of phenyl ethylcarbamate was added and the mixture was stirred for another 2 hours. Water was then added, and ethyl acetate was used for liquid separation and extraction. The organic layer was concentrated and subjected to silica gel column chromatography (hexane-ethyl acetate) to obtain 62 mg of the title compound. was added the mixture was stirred for another 2 hours ethyl acetate was used for liquid separation and extraction The organic layer was concentrated
Source ID: ord-49f9680eef2b44ae8911fa4964dac929Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-af5fafec6ea64c109c436e8863413765Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy)quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg). the mixture was stirred for another 15 minutes the mixture was stirred for 1 hour the organic layer was washed with water and saturated brine in that order dried over anhydrous sodium sulfate the solvent was distilled off under reduced pressure Ethyl acetate was used for recrystallization
Source ID: ord-7d541c41188d46cd87810fd3fb9e797eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After dissolving 6-(4-benzyloxyphenyl)-4-(1H-5-indolyloxy)-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine (81 mg) in 1 ml of dimethylformamide, 7 mg of sodium hydride (60% dispersion) was added, the mixture was stirred at room temperature for 5 minutes, and then 31 mg of phenyl ethylcarbamate was added and the mixture was stirred for another 2 hours. Water was then added, and ethyl acetate was used for liquid separation and extraction. The organic layer was concentrated and subjected to silica gel column chromatography (hexane-ethyl acetate) to obtain 62 mg of the title compound. was added the mixture was stirred for another 2 hours ethyl acetate was used for liquid separation and extraction The organic layer was concentrated
Source ID: ord-de847135da7740fbbc2b4a6db804e45cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy) quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg). the mixture was stirred for another 15 minutes the mixture was stirred for 1 hour the organic layer was washed with water and saturated brine in that order dried over anhydrous sodium sulfate the solvent was distilled off under reduced pressure Ethyl acetate was used for recrystallization
Source ID: ord-b1affab448ad43f49db9b59d835358f4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy) quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg). the mixture was stirred for another 15 minutes the mixture was stirred for 1 hour the organic layer was washed with water and saturated brine in that order dried over anhydrous sodium sulfate the solvent was distilled off under reduced pressure Ethyl acetate was used for recrystallization
Source ID: ord-b1affab448ad43f49db9b59d835358f4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After dissolving 6-(4-benzyloxyphenyl)-4-(1H-5-indolyloxy)-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine (81 mg) in 1 ml of dimethylformamide, 7 mg of sodium hydride (60% dispersion) was added, the mixture was stirred at room temperature for 5 minutes, and then 31 mg of phenyl ethylcarbamate was added and the mixture was stirred for another 2 hours. Water was then added, and ethyl acetate was used for liquid separation and extraction. The organic layer was concentrated and subjected to silica gel column chromatography (hexane-ethyl acetate) to obtain 62 mg of the title compound. was added the mixture was stirred for another 2 hours ethyl acetate was used for liquid separation and extraction The organic layer was concentrated
Source ID: ord-9ccb3548bc7443be83e39f52aa336e47Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After dissolving 6-(4-benzyloxyphenyl)-4-(1H-5-indolyloxy)-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine (81 mg) in 1 ml of dimethylformamide, 7 mg of sodium hydride (60% dispersion) was added, the mixture was stirred at room temperature for 5 minutes, and then 31 mg of phenyl ethylcarbamate was added and the mixture was stirred for another 2 hours. Water was then added, and ethyl acetate was used for liquid separation and extraction. The organic layer was concentrated and subjected to silica gel column chromatography (hexane-ethyl acetate) to obtain 62 mg of the title compound. was added the mixture was stirred for another 2 hours ethyl acetate was used for liquid separation and extraction The organic layer was concentrated
Source ID: ord-9ccb3548bc7443be83e39f52aa336e47Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy)quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated saline in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg). the mixture was stirred for another 15 minutes the mixture was stirred for 1 hour the organic layer was washed with water and saturated saline in that order dried over anhydrous sodium sulfate the solvent was distilled off under reduced pressure Ethyl acetate was used for recrystallization
Source ID: ord-36d7c54bbe7a4af780e9f1490c7e221eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy)quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated saline in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg). the mixture was stirred for another 15 minutes the mixture was stirred for 1 hour the organic layer was washed with water and saturated saline in that order dried over anhydrous sodium sulfate the solvent was distilled off under reduced pressure Ethyl acetate was used for recrystallization
Source ID: ord-36d7c54bbe7a4af780e9f1490c7e221ePubChem References
These sources are listed in the compound's public database record.
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