HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(methylthio)-N-(2-methylpent-3-yn-2-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-Methylpent-3-yn-2-amine hydrochloride | HCID 21923129 | — |
| Reactant | HCID 178460587 | HCID 178460587 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(methylthio)-N-(2-methylpent-3-yn-2-yl)acetamide | HCID 86014988 | — |
Reaction Steps
Triethylamine (1.84 ml) was added to a stirred solution of 4-amino-4-methyl -pent-2-yne hydrochloride (1.278 g) in DMF (5 ml) at ambient temperature giving a white suspension. Methylthioacetic acid (1.0 g) was dissolved in DMF (5 ml) then added to the amine followed by HOBT (1.27 g) and finally EDC (1.806 g). The white suspension was stirred at room temperature for 6 hours and stored overnight. Water was added and the aqueous phase was extracted with diethyl ether. The organic phases were combined, successively washed with water and dried over magnesium sulphate, filtered and evaporated under reduced pressure to give 2-(methylthio)-N-(2-methylpent-3-yn -2-yl)acetamide as a yellow orange solid (1.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193361B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-3cb2954a609a4cd68295d3d763811755 |
| Source note | uspto-grants-2012_06 |