No renderable structure data available
C1=CC=C2C(=C1)C(=O)N(C2=O)CCCCCCCCCCBrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(10-bromodecyl)isoindole-1,3-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 24566-80-1 |
| Database ID | 594856 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(10-bromodecyl)isoindole-1,3-dione (CAS 24566-80-1) 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 594856
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-cd8218f39fa4480cbf8ed15b1e2b0f42Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cd8218f39fa4480cbf8ed15b1e2b0f42Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo and gave 85.4 g of 2-[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)-dione as an oil which solidified on standing at room temperature. prepared by stirring The resulting mixture was heated on a steam bath for 14 hours The residue was partitioned between 500 ml of dichloromethane and 250 ml of water The organic layer was washed with 250 ml of water dried over magnesium sulfate filtered The filtrate was evaporated in vacuo
Source ID: ord-53d3a7c6777a4ee79f65eac3b7eefb40Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo and gave 85.4 g of 2-[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)-dione as an oil which solidified on standing at room temperature. prepared by stirring The resulting mixture was heated on a steam bath for 14 hours The residue was partitioned between 500 ml of dichloromethane and 250 ml of water The organic layer was washed with 250 ml of water dried over magnesium sulfate filtered The filtrate was evaporated in vacuo
Source ID: ord-53d3a7c6777a4ee79f65eac3b7eefb40Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 100.0 g of 1,10-dibromodecane and 50.0 g of 1H-isoindole-1,3(2H)-dione, potassium salt in 500 ml of N,N-dimethylformamide was stirred and heated on a steam bath for eight hours. The reaction mixture was clarified while hot with activated charcoal, then filtered. The material on the filter was washed with 100 ml of N,N-dimethylformamide. The filtrate and wash were combined and taken to dryness in vacuo. The residue was triturated with 100 ml of hexane. The insoluble product was collected, washed with 50 ml of hexane, then air dried and gave 81.0 g of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione. heated on a steam bath for eight hours filtered The material on the filter was washed with 100 ml of N,N-dimethylformamide The filtrate and wash The residue was triturated with 100 ml of hexane The insoluble product was collected washed with 50 ml of hexane air dried
Source ID: ord-1abbff472d694c9aa71ae5db33d419d5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo and gave 85.4 g of 2-[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)-dione as an oil which solidified on standing at room temperature. prepared by stirring The resulting mixture was heated on a steam bath for 14 hours The residue was partitioned between 500 ml of dichloromethane and 250 ml of water The organic layer was washed with 250 ml of water dried over magnesium sulfate filtered The filtrate was evaporated in vacuo
Source ID: ord-8384a2ea5f4c4eb1a45d37f318498c0bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 100.0 g of 1,10-dibromodecane and 50.0 g of 1H0 -isoindole-1,3(2H)-dione, potassium salt in 500 ml of N,N-dimethylformamide was stirred and heated on a steam bath for eight hours. The reaction mixture was clarified while hot with activated charcoal, then filtered. The material on the filter was washed with 100 ml of N,N-dimethylformamide. The filtrate and wash were combined and taken to dryness in vacuo. The residue was triturated with 100 ml of hexane. The insoluble product was collected, washed with 50 ml of hexane, then air dried and gave 81.0 g of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione. heated on a steam bath for eight hours filtered The material on the filter was washed with 100 ml of N,N-dimethylformamide The filtrate and wash The residue was triturated with 100 ml of hexane The insoluble product was collected washed with 50 ml of hexane air dried
Source ID: ord-0a8c1f3eb32247bfb8e179e24dd2f1efConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 100.0 g of 1,10-dibromodecane and 50.0 g of 1H0 -isoindole-1,3(2H)-dione, potassium salt in 500 ml of N,N-dimethylformamide was stirred and heated on a steam bath for eight hours. The reaction mixture was clarified while hot with activated charcoal, then filtered. The material on the filter was washed with 100 ml of N,N-dimethylformamide. The filtrate and wash were combined and taken to dryness in vacuo. The residue was triturated with 100 ml of hexane. The insoluble product was collected, washed with 50 ml of hexane, then air dried and gave 81.0 g of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione. heated on a steam bath for eight hours filtered The material on the filter was washed with 100 ml of N,N-dimethylformamide The filtrate and wash The residue was triturated with 100 ml of hexane The insoluble product was collected washed with 50 ml of hexane air dried
Source ID: ord-0a8c1f3eb32247bfb8e179e24dd2f1efConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filter. The filtrate was evaporated in vacuo and gave 85.4 g of 2[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)dione as an oil which solidified on standing at room temperature. prepared by stirring The resulting mixture was heated on a steam bath for 14 hours The residue was partitioned between 500 ml of dichloromethane and 250 ml of water The organic layer was washed with 250 ml of water dried over magnesium sulfate filter The filtrate was evaporated in vacuo
Source ID: ord-c1284db6c5b14f14ad6b87eb7b078f36Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 100.0 g of 1,10-dibromodecane and 50.0 g of 1H-isoindole-1,3(2H)-dione, potassium salt in 500 ml of N,N-dimethylformamide was stirred and heated on a steam bath for eight hours. The reaction mixture was clarified while hot with activated charcoal, then filtered. The material on the filter was washed with 100 ml of N,N-dimethylformamide. The filtrate and wash were combined and taken to dryness in vacuo. The residue was triturated with 100 ml of hexane. The insoluble product was collected, washed with 50 ml of hexane, then air dried and gave 81.0 g of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione. heated on a steam bath for eight hours filtered The material on the filter was washed with 100 ml of N,N-dimethylformamide The filtrate and wash The residue was triturated with 100 ml of hexane The insoluble product was collected washed with 50 ml of hexane air dried
Source ID: ord-40833ac0fa4e4b34abda5babec381081Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo and gave 85.4 g of 2-[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)-dione as an oil which solidified on standing at room temperature. prepared by stirring The resulting mixture was heated on a steam bath for 14 hours The residue was partitioned between 500 ml of dichloromethane and 250 ml of water The organic layer was washed with 250 ml of water dried over magnesium sulfate filtered The filtrate was evaporated in vacuo
Source ID: ord-53d3a7c6777a4ee79f65eac3b7eefb40Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 100.0 g of 1,10-dibromodecane and 50.0 g of 1H-isoindole-1,3(2H)-dione, potassium salt in 500 ml of N,N-dimethylformamide was stirred and heated on a steam bath for eight hours. The reaction mixture was clarified while hot with activated charcoal, then filtered. The material on the filter was washed with 100 ml of N,N-dimethylformamide. The filtrate and wash were combined and taken to dryness in vacuo. The residue was triturated with 100 ml of hexane. The insoluble product was collected, washed with 50 ml of hexane, then air dried and gave 81.0 g of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione. heated on a steam bath for eight hours filtered The material on the filter was washed with 100 ml of N,N-dimethylformamide The filtrate and wash The residue was triturated with 100 ml of hexane The insoluble product was collected washed with 50 ml of hexane air dried
Source ID: ord-1abbff472d694c9aa71ae5db33d419d5PubChem References
These sources are listed in the compound's public database record.
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