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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 398266Generated: October 30, 2026

Sodium Azide → 2-azido-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide

https://huagongshe.com/reaction/398266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant2-chloro-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamideHCID 11357806—
Product2-azido-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamideHCID 11594330—

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610886B2
Source datasetuspto-grants-2003_08
ORD IDord-be5fb5e3691e4d648c52f8812a3a70c2
Source noteuspto-grants-2003_08