HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → 2-chloro-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Midodrine hydrochloride | HCID 18340 | — |
| Product | 2-chloro-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide | HCID 11357806 | — |
Reaction Steps
The synthesis of Midodrine HCl consists of reacting the key intermediate (2) with chloroacetyl chloride to afford 2-chloro-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide (3). The reaction of (3) with sodium azide will provide 2-azido-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide (4) which is subsequently subjected to hydrogenation to afford Midodrine base (6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610886B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-224076de90a54dcca9a3d01e0dc9c907 |
| Source note | uspto-grants-2003_08 |