No renderable structure data available
ClC1C=CC(=C(C=1)NC(C)=O)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-(5-chloro-2-hydroxyphenyl)acetamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 26488-93-7 |
| Database ID | 95258 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-(5-chloro-2-hydroxyphenyl)acetamide (CAS 26488-93-7) 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 95258
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-4c311ac98e0249e49aaa8ab6de937588Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1588dedcbe9e4ce9aeccb3b20280591aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f868028221c647f7b0f84cd47eea00c0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-540083e8551048f5800ad9ddebe5aa27Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-00d2527df3614e95ab42d438ce298648Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4c311ac98e0249e49aaa8ab6de937588Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-(5-chloro-2-hydroxyphenyl)acetamide (500 mg, 2.69 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (697 mg, 2.69 mmol) and Cs2CO3 (1.04 g, 3.22 mmol) in DMF (10 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether) to give the subtitled compound (600 mg). The reaction mixture was partitioned between ethyl acetate and water The organic layer was dried over Na2SO4 filtered concentrated The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether)
Source ID: ord-ba1e445f47844faaa2ea1eba40902c38Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-(5-chloro-2-hydroxyphenyl)acetamide (500 mg, 2.69 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (697 mg, 2.69 mmol) and Cs2CO3 (1.04 g, 3.22 mmol) in DMF (10 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether) to give the subtitled compound (600 mg). The reaction mixture was partitioned between ethyl acetate and water The organic layer was dried over Na2SO4 filtered concentrated The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether)
Source ID: ord-ba1e445f47844faaa2ea1eba40902c38Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-4-chlorophenol (1.43 g, 10.0 mmol) in methanol was added acetic anhydride (0.945 mL, 10.0 mmol) and the reaction mixture was stirred at room temperature for 2 h. The volatiles were removed in vacuo to give the subtitled compound (1.5 g). The volatiles were removed in vacuo
Source ID: ord-40c22dff81724e1d9b69e1626f222a07Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-4-chlorophenol (1.43 g, 10.0 mmol) in methanol was added acetic anhydride (0.945 mL, 10.0 mmol) and the reaction mixture was stirred at room temperature for 2 h. The volatiles were removed in vacuo to give the subtitled compound (1.5 g). The volatiles were removed in vacuo
Source ID: ord-40c22dff81724e1d9b69e1626f222a07Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of N-(5-Chloro-2-hydroxy-phenyl)-acetamide (0.499 g, 2.68 mmol), K2CO3 (0.60 g, 4.35 mmol) and epibromohydrin (0.405 g, 2.95 mmol) in DMF (5 ml) was heated with stirring at 50° C. for 2 hours. The mixture was then partitioned between EtOAc and water 40+40 ml. The organic phase was washed twice with water and once with brine and finally concentrated in vacuo to give a crude product. The crude product was purified on silica (heptane:EtOAc, 1:1), to give 0.43 g (66%) of a white solid. The mixture was then partitioned between EtOAc and water 40+40 ml The organic phase was washed twice with water and once with brine finally concentrated in vacuo to give a crude product The crude product was purified on silica (heptane:EtOAc, 1:1)
Source ID: ord-fef9f06d361142a3aec18ab735664d8cConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-amino-2-chlorophenol (2.0 g; 13.9 mmol) and acetic anhydride (1.77 g, 17.3 mmol) in water (40 ml) was stirred vigorously for 5 minutes. The reaction mixture was then heated with stirring to 60° C. for 30 minutes, and was then allowed to cool. A pink solid was formed and the precipitate was collected by filtration, washed twice with water, and dried to give 1.8 g (70%) of the subtitle compound. The reaction mixture was then heated to cool A pink solid was formed the precipitate was collected by filtration washed twice with water dried
Source ID: ord-cbfb7fce2556432a8ba4289ca20705a3PubChem References
These sources are listed in the compound's public database record.
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