HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → 5-(2-[4-(N-Methylanilino)-2-Butylamino]-1-Hydroxyethyl)Salicylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-(Methyl-phenyl-amino)-butan-2-one | HCID 11412687 | — |
| Reactant | 5-(2-Amino-1-hydroxyethyl)-2-hydroxybenzamide | HCID 15565663 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(2-[4-(N-Methylanilino)-2-Butylamino]-1-Hydroxyethyl)Salicylamide | HCID 53768139 | — |
Reaction Steps
To a solution of 20 mmol 5-(2-amino-1-hydroxyethyl)salicylamide and 3.54 g (20 mmol) 4-(N-methylanilino)-2-butanone [procedure of Craig, et al, J. Org. Chem., 29, 410 (1964)] in 100 ml ethanol add 1.26 g (20 mmol) NaCNBH3. Stir 16 hrs., concentrate, and partition between EtOAc and 1.0 N NaHCO3 solution. Dry and concentrate the organic layer. Recrystallize the residue from methanol to give a white solid, mp 150°-2°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04163053 |
| Source dataset | uspto-grants-1979_07 |
| ORD ID | ord-2eb4966462124e42850ae763aa5386e5 |
| Source note | uspto-grants-1979_07 |