HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Thiophenecarboxylic acid → N-(3,5-Diethyl-4-hydroxyphenyl)thiophene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Thiophenecarboxylic acid | HCID 10700 | — |
| Reactant | Diethyl chlorophosphate | HCID 13139 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 14551563 | HCID 14551563 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-(3,5-Diethyl-4-hydroxyphenyl)thiophene-2-carboxamide | HCID 14939587 | 54.5% |
Reaction Steps
Under ice-cooling, 128 mg of 2-thienylcarboxylic acid is dissolved in 3 ml of acetonitrile, and to the resultant solution are added 303 mg of triethylamine, then 207 mg of diethylphosphorochloridate. After the mixture is stirred for 30 minutes, 201 mg of 4-amino-2,6-diethylphenol is added and the reaction mixture is stirred at room temperature. After completion of the reaction, ice chips are added, and then an aqueous 5 % sodium hydrogen carbonate is added. The crystals precipitated are collected by filtration, washed with isopropyl ether and the residue is recrystallized from ethyl acetate to give 150 mg of 4-(2-thienylcarbonyl)amino-2,6-diethylphenol as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05047555 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-3f1682c421ce49e3bf53fc9b5ed91400 |
| Source note | uspto-grants-1991_09 |