No renderable structure data available
C1=CC(=C(C=C1Cl)C(=O)N)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 5-chloro-2-fluorobenzamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 261762-57-6 |
| Database ID | 2773592 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
5-chloro-2-fluorobenzamide (CAS 261762-57-6) 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 2773592
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-3c27be6161d14fe1b0e08f9a2b238f6eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-73727865c88f48439b09bca5cfee3706Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A method similar to the preparation of 5-chloro-2-fluorobenzamide (see page 17 above) was followed using 4-chloro-2-fluorobenzoic acid (500 mg, 5.73 mmol). The title compound was isolated as an off-white solid (465 mg, 94%).
Source ID: ord-4b299c36ce824333845cec6832f142c4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A method similar to the preparation of 5-chloro-2-fluorobenzamide (see page 17 above) was followed using 4-chloro-2-fluorobenzoic acid (500 mg, 5.73 mmol). The title compound was isolated as an off-white solid (465 mg, 94%).
Source ID: ord-4b299c36ce824333845cec6832f142c4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Benzyl mercaptan (0.61 mL, 5.20 mmol) was added dropwise over 10 min to a stirred suspension of sodium hydride (60% in oil, 230 mg, 5.75 mmol) in THF (10 mL) at ambient temperature under a nitrogen atmosphere. The white suspension was stirred for a further 1 h and then added dropwise to a stirred solution of 5-chloro-2-fluorobenzamide (900 mg, 5.20 mmol) in THF (10 mL), under nitrogen, over 10 min. The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h and at reflux for 3 h and then quenched with water (200 mL). The product mixture was extracted with EtOAc (3×30 mL) and the combined extracts washed with brine (50 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2, v/v) as eluent to give the title compound as a white solid (523 mg, 36%). The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h at reflux for 3 h quenched with water (200 mL) The product mixture was extracted with EtOAc (3×30 mL) the combined extracts washed with brine (50 mL) dried (MgSO4) concentrated in vacuo The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2
Source ID: ord-6cbe3f07c3e24df78ac0e1d912c00f34Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Benzyl mercaptan (0.61 mL, 5.20 mmol) was added dropwise over 10 min to a stirred suspension of sodium hydride (60% in oil, 230 mg, 5.75 mmol) in THF (10 mL) at ambient temperature under a nitrogen atmosphere. The white suspension was stirred for a further 1 h and then added dropwise to a stirred solution of 5-chloro-2-fluorobenzamide (900 mg, 5.20 mmol) in THF (10 mL), under nitrogen, over 10 min. The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h and at reflux for 3 h and then quenched with water (200 mL). The product mixture was extracted with EtOAc (3×30 mL) and the combined extracts washed with brine (50 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2, v/v) as eluent to give the title compound as a white solid (523 mg, 36%). The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h at reflux for 3 h quenched with water (200 mL) The product mixture was extracted with EtOAc (3×30 mL) the combined extracts washed with brine (50 mL) dried (MgSO4) concentrated in vacuo The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2
Source ID: ord-6cbe3f07c3e24df78ac0e1d912c00f34Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A method similar to the preparation of 5-chloro-2-fluorobenzamide (see page 17 above) was followed using 4-chloro-2-fluorobenzoic acid (500 mg, 5.73 mmol). The title compound was isolated as an off-white solid (465 mg, 94%).
Source ID: ord-4b299c36ce824333845cec6832f142c4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Benzyl mercaptan (0.61 mL, 5.20 mmol) was added dropwise over 10 min to a stirred suspension of sodium hydride (60% in oil, 230 mg, 5.75 mmol) in THF (10 mL) at ambient temperature under a nitrogen atmosphere. The white suspension was stirred for a further 1 h and then added dropwise to a stirred solution of 5-chloro-2-fluorobenzamide (900 mg, 5.20 mmol) in THF (10 mL), under nitrogen, over 10 min. The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h and at reflux for 3 h and then quenched with water (200 mL). The product mixture was extracted with EtOAc (3×30 mL) and the combined extracts washed with brine (50 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2, v/v) as eluent to give the title compound as a white solid (523 mg, 36%). The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h at reflux for 3 h quenched with water (200 mL) The product mixture was extracted with EtOAc (3×30 mL) the combined extracts washed with brine (50 mL) dried (MgSO4) concentrated in vacuo The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2
Source ID: ord-6cbe3f07c3e24df78ac0e1d912c00f34Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3c27be6161d14fe1b0e08f9a2b238f6eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-73727865c88f48439b09bca5cfee3706Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A method similar to the preparation of 5-chloro-2-fluorobenzamide (see page 17 above) was followed using 4-chloro-2-fluorobenzoic acid (500 mg, 5.73 mmol). The title compound was isolated as an off-white solid (465 mg, 94%).
Source ID: ord-4b299c36ce824333845cec6832f142c4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Benzyl mercaptan (0.61 mL, 5.20 mmol) was added dropwise over 10 min to a stirred suspension of sodium hydride (60% in oil, 230 mg, 5.75 mmol) in THF (10 mL) at ambient temperature under a nitrogen atmosphere. The white suspension was stirred for a further 1 h and then added dropwise to a stirred solution of 5-chloro-2-fluorobenzamide (900 mg, 5.20 mmol) in THF (10 mL), under nitrogen, over 10 min. The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h and at reflux for 3 h and then quenched with water (200 mL). The product mixture was extracted with EtOAc (3×30 mL) and the combined extracts washed with brine (50 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2, v/v) as eluent to give the title compound as a white solid (523 mg, 36%). The mixture was stirred at ambient temperature for 1 h, at 50° C. for 1 h at reflux for 3 h quenched with water (200 mL) The product mixture was extracted with EtOAc (3×30 mL) the combined extracts washed with brine (50 mL) dried (MgSO4) concentrated in vacuo The crude product was purified by chromatography on silica gel with EtOAc:heptane (3:2
Source ID: ord-6cbe3f07c3e24df78ac0e1d912c00f34PubChem References
These sources are listed in the compound's public database record.
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