HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Racecadotril
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | p-Toluenesulfonate | HCID 85570 | — |
| Reactant | Benzyl glycinate | HCID 409140 | — |
| Reactant | 2-[(Acetylthio)methyl]-3-phenylpropionic Acid | HCID 9991796 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Racecadotril | HCID 107751 | — |
Reaction Steps
To a stirred ice-cold solution of 2.85 g (12 mmoles) 3-acetylthio-2-benzylpropanoic acid in 20 ml THF are successively added a mixture of 4.04 g (12 mmoles) glycine benzyl ester p.tosylate and 1.71 ml triethylamine in 20 ml CHCl3, a solution of 1.83 g (12 mmoles) HOBT in 15 ml THF, and a solution of 2.63 g (12.8 mmoles) DCC in 10 ml CHCl3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04513009 |
| Source dataset | uspto-grants-1985_04 |
| ORD ID | ord-7ad4005a1dfb4582a682e0ffc756d27f |
| Source note | uspto-grants-1985_04 |