HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 132979Generated: October 30, 2026
2-Aminophenol → 2-chloro-N-(2-hydroxyphenyl)acetamide
https://huagongshe.com/reaction/132979
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-chloro-N-(2-hydroxyphenyl)acetamide | HCID 350567 | — |
Reaction Steps
109.1 g (1 mol) of 2-aminophenol, 84.1 g (1 mol) of sodium bicarbonate, 900 mL of acetonitrile and 100 mL of water were added under room temperature into a 2 L flask with four inlets and attached with a stirrer and a thermometer. The internal temperature was cool down to 10° C. and 112.9 g (1 mol) of chloroacetyl chloride was added to the solution over a period of 3 hours and stirred for 3 hours at room temperature. Following to the completion of the reaction, 10 mL of methanol was added, and then acetonitrile was distilled out under reduced pressure and the resultant residue was subjected to recrystallization with toluene. Then, salt was taken out in a cleaning process using water to obtain 2-chloroacetyl-2-hydroxyaniline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07390771B2 |
|---|
| Source dataset | uspto-grants-2008_06 |
|---|
| ORD ID | ord-77dc95c0317e4e03a3db2747c77a5cd5 |
|---|
| Source note | uspto-grants-2008_06 |
|---|