HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → alpha-[[[(2-Acetamido-4-thiazolyl)methyl]amino]methyl]-3,4-dimethoxybenzyl alcohol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-Amino-1-(3,4-dimethoxyphenyl)ethan-1-ol hydrochloride | HCID 12888909 | — |
| Reactant | N-(4-Formyl-1,3-thiazol-2-YL)acetamide | HCID 14931749 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | alpha-[[[(2-Acetamido-4-thiazolyl)methyl]amino]methyl]-3,4-dimethoxybenzyl alcohol | HCID 14719582 | 82% |
Reaction Steps
α-(Aminomethyl)-3,4-dimethoxybenzyl alcohol hydrochloride (2.88 g) and 2-acetamido-4-formyl-thiazole (2.1 g) were suspended in 14 ml methanol, and 1.8 ml triethylamine was added dropwise to this suspension with stirring. The resulting solution was heated under reflux for 30 minutes, and 0.70 g sodium borohydride was added in small portions with stirring under ice cooling. The crystals which separated out were collected by filtration, washed with water and methanol in that order and vacuum-dried, giving 3.55 g of α-[[[(2-acetamido-4-thiazolyl)methyl]amino]methyl]-3,4dimethoxybenzyl alcohol, m.p. 204°-206° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05623074 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-b0d43046e79b46afa0790950d51ba04d |
| Source note | uspto-grants-1997_04 |