No renderable structure data available
CC(=O)NC1=C(C=C(C=C1)Cl)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-(4-chloro-2-hydroxyphenyl)acetamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 16323-09-4 |
| Database ID | 177739 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-(4-chloro-2-hydroxyphenyl)acetamide (CAS 16323-09-4) 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 177739
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-60307438286f420dba5f757c3c0566f0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-187365da051f4fd28862932b52d50a05Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-60307438286f420dba5f757c3c0566f0Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (2S)-oxiran-2ylmethyl3-nitrobenzenesulfonate (3.37 g, 13.25 mmol), N-(4-chloro-2-hydroxyphenyl)acetamide (2.46 g, 17.23 mmol) and Cs2CO3 (6.48 g, 19.88 mmol) was added DMF (20 mL) at 0° C. and the reaction mixture was stirred at 0° C. for 3 h. 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 (hexane:ethyl acetate 3:2) to give the subtitled compound (2.36 g). 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 (hexane:ethyl acetate 3:2)
Source ID: ord-62d08c44daf2470caad11857e41ea86fConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (2S)-oxiran-2ylmethyl3-nitrobenzenesulfonate (3.37 g, 13.25 mmol), N-(4-chloro-2-hydroxyphenyl)acetamide (2.46 g, 17.23 mmol) and Cs2CO3 (6.48 g, 19.88 mmol) was added DMF (20 mL) at 0° C. and the reaction mixture was stirred at 0° C. for 3 h. 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 (hexane:ethyl acetate 3:2) to give the subtitled compound (2.36 g). 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 (hexane:ethyl acetate 3:2)
Source ID: ord-62d08c44daf2470caad11857e41ea86fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-5-chlorophenol (1.01 g, 7.0 mmol) in methanol (10 mL) was added acetic anhydride (1.08 g, 10.55 mmol) and the reaction mixture was stirred at room temperature for 30 min. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2) to give the subtitled compound (1.19 g). The volatiles were removed in vacuo the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2)
Source ID: ord-c24fa62b13a64ab6b70ce5338142fb9dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-5-chlorophenol (1.01 g, 7.0 mmol) in methanol (10 mL) was added acetic anhydride (1.08 g, 10.55 mmol) and the reaction mixture was stirred at room temperature for 30 min. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2) to give the subtitled compound (1.19 g). The volatiles were removed in vacuo the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2)
Source ID: ord-c24fa62b13a64ab6b70ce5338142fb9dConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (2S)-oxiran-2ylmethyl3-nitrobenzenesulfonate (3.37 g, 13.25 mmol), N-(4-chloro-2-hydroxyphenyl)acetamide (2.46 g, 17.23 mmol) and Cs2CO3 (6.48 g, 19.88 mmol) was added DMF (20 mL) at 0° C. and the reaction mixture was stirred at 0° C. for 3 h. 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 (hexane:ethyl acetate 3:2) to give the subtitled compound (2.36 g). 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 (hexane:ethyl acetate 3:2)
Source ID: ord-62d08c44daf2470caad11857e41ea86fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-5-chlorophenol (1.01 g, 7.0 mmol) in methanol (10 mL) was added acetic anhydride (1.08 g, 10.55 mmol) and the reaction mixture was stirred at room temperature for 30 min. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2) to give the subtitled compound (1.19 g). The volatiles were removed in vacuo the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2)
Source ID: ord-c24fa62b13a64ab6b70ce5338142fb9dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-5-chlorophenol (1.01 g, 7.0 mmol) in methanol (10 mL) was added acetic anhydride (1.08 g, 10.55 mmol) and the reaction mixture was stirred at room temperature for 30 min. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2) to give the subtitled compound (1.19 g). The volatiles were removed in vacuo the residue was purified by silica gel flash chromatography (hexane:ethyl acetate 5:2)
Source ID: ord-c24fa62b13a64ab6b70ce5338142fb9dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-187365da051f4fd28862932b52d50a05Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (2S)-oxiran-2ylmethyl3-nitrobenzenesulfonate (3.37 g, 13.25 mmol), N-(4-chloro-2-hydroxyphenyl)acetamide (2.46 g, 17.23 mmol) and Cs2CO3 (6.48 g, 19.88 mmol) was added DMF (20 mL) at 0° C. and the reaction mixture was stirred at 0° C. for 3 h. 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 (hexane:ethyl acetate 3:2) to give the subtitled compound (2.36 g). 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 (hexane:ethyl acetate 3:2)
Source ID: ord-62d08c44daf2470caad11857e41ea86fPubChem References
These sources are listed in the compound's public database record.
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