No renderable structure data available
C=C1CC(=O)N(C1=O)C2=CC=CC=C2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-methylidene-1-phenylpyrrolidine-2,5-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 34105-39-0 |
| Database ID | 13108227 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-methylidene-1-phenylpyrrolidine-2,5-dione (CAS 34105-39-0) 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 13108227
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-1d7f2788ced84aedb62d5b196a86bdbdConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1d7f2788ced84aedb62d5b196a86bdbdConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1d7f2788ced84aedb62d5b196a86bdbdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-methylene-1-phenylazolidine-2,5-dione (250 mg, 1.33 mmol) and 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol (415 mg, 1.35 mmol) in AcOH (10 mL, glacial) was stirred 14 hours at 50° C. Concentrated in the Savant™ and residue taken up in EtOAc and washed with NaHCO3 (sat. aq. soln.), H2O and brine, dried over MgSO4, filtered and concentrated. Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc) afforded 3-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-phenylazolidine-2,5-dione. Concentrated in the Savant™ and residue washed with NaHCO3 (sat. aq. soln.), H2O and brine dried over MgSO4 filtered concentrated Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc)
Source ID: ord-2fef8e5bf9a74113a3f628c85f1eabbcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-methylene-1-phenylazolidine-2,5-dione (250 mg, 1.33 mmol) and 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol (415 mg, 1.35 mmol) in AcOH (10 mL, glacial) was stirred 14 hours at 50° C. Concentrated in the Savant™ and residue taken up in EtOAc and washed with NaHCO3 (sat. aq. soln.), H2O and brine, dried over MgSO4, filtered and concentrated. Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc) afforded 3-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-phenylazolidine-2,5-dione. Concentrated in the Savant™ and residue washed with NaHCO3 (sat. aq. soln.), H2O and brine dried over MgSO4 filtered concentrated Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc)
Source ID: ord-2fef8e5bf9a74113a3f628c85f1eabbcConditions: temp:89.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A suspension of the 2-[(N-phenylcarbamoyl)methyl]prop-2-enoic acid (700 mg, 3.41 mmol) in Ac2O (15 mL) was then treated with NaOAc (327 mg, 3.98 mmol) and shaken for 14 hours at 89° C. The resulting clear solution was dried on a Savant™, dissolved in EtOAc and washed with H2O and brine. The organic layers were then dried down on Savant™ to yield 3-methylene-1-phenylazolidine-2,5-dione, a compound of formula (7′). The resulting clear solution was dried on a Savant™ dissolved in EtOAc washed with H2O and brine The organic layers were then dried down on Savant™
Source ID: ord-5e07e49a88eb4e46bf610a4d3b166145Conditions: temp:89.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A suspension of the 2-[(N-phenylcarbamoyl)methyl]prop-2-enoic acid (700 mg, 3.41 mmol) in Ac2O (15 mL) was then treated with NaOAc (327 mg, 3.98 mmol) and shaken for 14 hours at 89° C. The resulting clear solution was dried on a Savant™, dissolved in EtOAc and washed with H2O and brine. The organic layers were then dried down on Savant™ to yield 3-methylene-1-phenylazolidine-2,5-dione, a compound of formula (7′). The resulting clear solution was dried on a Savant™ dissolved in EtOAc washed with H2O and brine The organic layers were then dried down on Savant™
Source ID: ord-5e07e49a88eb4e46bf610a4d3b166145Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-methylene-1-phenylazolidine-2,5-dione (250 mg, 1.33 mmol) and 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol (415 mg, 1.35 mmol) in AcOH (10 mL, glacial) was stirred 14 hours at 50° C. Concentrated in the Savant™ and residue taken up in EtOAc and washed with NaHCO3 (sat. aq. soln.), H2O and brine, dried over MgSO4, filtered and concentrated. Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc) afforded 3-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-phenylazolidine-2,5-dione. Concentrated in the Savant™ and residue washed with NaHCO3 (sat. aq. soln.), H2O and brine dried over MgSO4 filtered concentrated Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc)
Source ID: ord-2826a633a27b47e790f89dbfdec68336Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-methylene-1-phenylazolidine-2,5-dione (250 mg, 1.33 mmol) and 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol (415 mg, 1.35 mmol) in AcOH (10 mL, glacial) was stirred 14 hours at 50° C. Concentrated in the Savant™ and residue taken up in EtOAc and washed with NaHCO3 (sat. aq. soln.), H2O and brine, dried over MgSO4, filtered and concentrated. Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc) afforded 3-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-phenylazolidine-2,5-dione. Concentrated in the Savant™ and residue washed with NaHCO3 (sat. aq. soln.), H2O and brine dried over MgSO4 filtered concentrated Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc)
Source ID: ord-2826a633a27b47e790f89dbfdec68336Conditions: temp:89.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A suspension of the 2-[(N-phenylcarbamoyl)methyl]prop-2-enoic acid (700 mg, 3.41 mmol) in Ac2O (15 mL) was then treated with NaOAc (327 mg, 3.98 mmol) and shaken for 14 hours at 89° C. The resulting clear solution was dried on a Savant™, dissolved in EtOAc and washed with H2O and brine. The organic layers were then dried down on Savant™ to yield 3-methylene-1-phenylazolidine-2,5-dione, a compound of formula (7′). The resulting clear solution was dried on a Savant™ dissolved in EtOAc washed with H2O and brine The organic layers were then dried down on Savant™
Source ID: ord-df05b649088d4e3bb7c9cb71381f6758Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-methylene-1-phenylazolidine-2,5-dione (250 mg, 1.33 mmol) and 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol (415 mg, 1.35 mmol) in AcOH (10 mL, glacial) was stirred 14 hours at 50° C. Concentrated in the Savant™ and residue taken up in EtOAc and washed with NaHCO3 (sat. aq. soln.), H2O and brine, dried over MgSO4, filtered and concentrated. Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc) afforded 3-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-phenylazolidine-2,5-dione. Concentrated in the Savant™ and residue washed with NaHCO3 (sat. aq. soln.), H2O and brine dried over MgSO4 filtered concentrated Purification via flash column chromatography (gradient 5 to 10% MeOH/EtOAc)
Source ID: ord-2fef8e5bf9a74113a3f628c85f1eabbcConditions: temp:89.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A suspension of the 2-[(N-phenylcarbamoyl)methyl]prop-2-enoic acid (700 mg, 3.41 mmol) in Ac2O (15 mL) was then treated with NaOAc (327 mg, 3.98 mmol) and shaken for 14 hours at 89° C. The resulting clear solution was dried on a Savant™, dissolved in EtOAc and washed with H2O and brine. The organic layers were then dried down on Savant™ to yield 3-methylene-1-phenylazolidine-2,5-dione, a compound of formula (7′). The resulting clear solution was dried on a Savant™ dissolved in EtOAc washed with H2O and brine The organic layers were then dried down on Savant™
Source ID: ord-5e07e49a88eb4e46bf610a4d3b166145PubChem References
These sources are listed in the compound's public database record.
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