Hydrochloric Acid → Ethyl 2-(2-dimethylamino-ethoxy)-4-methoxy-benzimidate hydrochloride
Reaction equation
[ClH:1].[CH3:2][N:3]([CH3:17])[CH2:4][CH2:5][O:6][C:7]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:8]=1[C:9]#[N:10].[CH2:18]([OH:20])[CH3:19]>>[ClH:1].[CH3:2][N:3]([CH3:17])[CH2:4][CH2:5][O:6][C:7]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:8]=1[C:9](=[NH:10])[O:20][CH2:18][CH3:19]Participants
4
Procedure
Hydrogen chloride gas was passed through a solution of 2-(2-dimethylamino-ethoxy)-4-methoxy-benzonitrile (200 mg, 0.908 mmol) in anhydrous ethanol (10 mL) at 0° C. After 45 min, hydrogen chloride gas was stopped and the reaction vessel was sealed with a septum. After stirring at room temperature for 3 d, the reaction vessel was cooled to 0° C. and the septum was removed. The solvent was removed in vacuo to afford ethyl 2-(2-dimethylamino-ethoxy)-4-methoxy-benzimidate hydrochloride as a pale-yellow foam (310 mg, 96%). It was used without further purification.
Workup
- customthe reaction vessel was sealed with a septum
- temperaturethe reaction vessel was cooled to 0° C.
- customthe septum was removed
- customThe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-8bc3f7b5c9f24227b5860e0d847c807e
- Source dataset
- uspto-grants-2003_09
- Patent number
- US06617346B1
Reaction notes
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