No renderable structure data available
C1=CC=C2C(=C1)C(=O)N(C2=O)OCCCBrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(3-bromopropoxy)isoindole-1,3-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 5181-36-2 |
| Database ID | 265569 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(3-bromopropoxy)isoindole-1,3-dione (CAS 5181-36-2) 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 265569
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-add7a802c49144a88a64a1c134e36e1cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d5150b2b84b04d709a37f38d98d0bf89Conditions: temp:47.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-hydroxyphthalimide (16.3 g, 100 mmol) and 1,3-dibromopropane (20.19 g, 100 mmol) in dry DMF (150 mL) and triethyl amine (15.33 mL, 110 mmol) is stirred at 20 to 75° C. for 1 to 10 hours. After filtration, the mixture is evaporated to dryness in vacuo. The residue is purified by silica gel flash column chromatography to give the title compound. After filtration the mixture is evaporated to dryness in vacuo The residue is purified by silica gel flash column chromatography
Source ID: ord-d503c8c9e61a4521816b6e4bafdcf549Conditions: temp:47.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-hydroxyphthalimide (16.3 g, 100 mmol) and 1,3-dibromopropane (20.19 g, 100 mmol) in dry DMF (150 mL) and triethyl amine (15.33 mL, 110 mmol) is stirred at 20 to 75° C. for 1 to 10 hours. After filtration, the mixture is evaporated to dryness in vacuo. The residue is purified by silica gel flash column chromatography to give the title compound. After filtration the mixture is evaporated to dryness in vacuo The residue is purified by silica gel flash column chromatography
Source ID: ord-380ad7b8011a4f919fa0550ef8039029Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution prepared from N-(3-bromopropyloxy)phthalimide (5.00 g), 1-(3-methylthiophenyl)piperazine (3.85 g), diisopropylethylamine (4.55 g) and CH3CN (150 ml) was stirred at room temperature under N2 for 84 hr. The solution was concentrated in vacuo and dried under vacuum yielding 10.5 g of a foam. TLC analysis showed one major product. The foam was extracted with EtOAc (250 ml) yielding after concentration 7.1 g of an oil. The oil was chromatographed (2 silica gel columns) to provide 4.00 g of an oil. The oil was triturated with EtOAc/Et2O to give a solid which was recrystallized from EtOAc/Et2O yielding 3.08 g of crystals, mp 103°-106° C. The solution was concentrated in vacuo dried under vacuum
Source ID: ord-59bc94a0068b4ec3b79ff6209eee738bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution prepared from N-(3-bromopropyloxy)phthalimide (5.00 g), 1-(3-methylthiophenyl)piperazine (3.85 g), diisopropylethylamine (4.55 g) and CH3CN (150 ml) was stirred at room temperature under N2 for 84 hr. The solution was concentrated in vacuo and dried under vacuum yielding 10.5 g of a foam. TLC analysis showed one major product. The foam was extracted with EtOAc (250 ml) yielding after concentration 7.1 g of an oil. The oil was chromatographed (2 silica gel columns) to provide 4.00 g of an oil. The oil was triturated with EtOAc/Et2O to give a solid which was recrystallized from EtOAc/Et2O yielding 3.08 g of crystals, mp 103°-106° C. The solution was concentrated in vacuo dried under vacuum
Source ID: ord-59bc94a0068b4ec3b79ff6209eee738bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of N-hydroxyphthalimide (2.0 g) and 1,3-dibromopropane (2.49 ml) in 50 ml of dry CH3CN was added diisopropylethylamine (4.27 ml). The mixture was stirred at room temperature. After 4 hours the volatiles were removed in vacuo. The residue was triturated with Et2O to provide 2.53 g of while solid, homogeneous by TLC. After 4 hours the volatiles were removed in vacuo The residue was triturated with Et2O to provide 2.53 g of while solid
Source ID: ord-5a566a0ee464489bbbda7849ac50b7d0Conditions: temp:47.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-hydroxyphthalimide (16.3 g, 100 mmol) and 1,3-dibromopropane (20.19 g, 100 mmol) in dry DMF (150 mL) and triethyl amine (15.33 mL, 110 mmol) is stirred at 20 to 75° C. for 1 to 10 hours. After filtration, the mixture is evaporated to dryness in vacuo. The residue is purified by silica gel flash column chromatography to give the title compound. After filtration the mixture is evaporated to dryness in vacuo The residue is purified by silica gel flash column chromatography
Source ID: ord-122357df30bc46709670550b386ea652Conditions: temp:47.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-hydroxyphthalimide (16.3 g, 100 mmol) and 1,3-dibromopropane (20.19 g, 100 mmol) in dry DMF (150 mL) and triethyl amine (15.33 mL, 110 mmol) is stirred at 20 to 75° C. for 1 to 10 hours. After filtration, the mixture is evaporated to dryness in vacuo. The residue is purified by silica gel flash column chromatography to give the title compound. After filtration the mixture is evaporated to dryness in vacuo The residue is purified by silica gel flash column chromatography
Source ID: ord-122357df30bc46709670550b386ea652Conditions: temp:47.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-hydroxyphthalimide (16.3 g, 100 mmol) and 1,3-dibromopropane (20.19 g, 100 mmol) in dry DMF (150 mL) and triethyl amine (15.33 mL, 110 mmol) is stirred at 20 to 75° C. for 1 to 10 hours. After filtration, the mixture is evaporated to dryness in vacuo. The residue is purified by silica gel flash column chromatography to give the title compound. After filtration the mixture is evaporated to dryness in vacuo The residue is purified by silica gel flash column chromatography
Source ID: ord-d503c8c9e61a4521816b6e4bafdcf549Conditions: temp:47.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-hydroxyphthalimide (16.3 g, 100 mmol) and 1,3-dibromopropane (20.19 g, 100 mmol) in dry DMF (150 mL) and triethyl amine (15.33 mL, 110 mmol) is stirred at 20 to 75° C. for 1 to 10 hours. After filtration, the mixture is evaporated to dryness in vacuo. The residue is purified by silica gel flash column chromatography to give the title compound. After filtration the mixture is evaporated to dryness in vacuo The residue is purified by silica gel flash column chromatography
Source ID: ord-380ad7b8011a4f919fa0550ef8039029Conditions: temp:47.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-hydroxyphthalimide (16.3 g, 100 mmol) and 1,3-dibromopropane (20.19 g, 100 mmol) in dry DMF (150 mL) and triethyl amine (15.33 mL, 110 mmol) is stirred at 20 to 75° C. for 1 to 10 hours. After filtration, the mixture is evaporated to dryness in vacuo. The residue is purified by silica gel flash column chromatography to give the title compound. After filtration the mixture is evaporated to dryness in vacuo The residue is purified by silica gel flash column chromatography
Source ID: ord-380ad7b8011a4f919fa0550ef8039029PubChem References
These sources are listed in the compound's public database record.
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