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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1981731Generated: October 25, 2026

Dimethylamine → 2-[2-(Dimethylamino)ethyl]-2,3-dihydro-4-methyl-1,4-benzoxazepin-5(4H)-one hydrochloride

https://huagongshe.com/reaction/1981731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepin-5(4H)oneHCID 13726293—
SolventEthanolHCID 702—
Product2-[2-(Dimethylamino)ethyl]-2,3-dihydro-4-methyl-1,4-benzoxazepin-5(4H)-one hydrochlorideHCID 13726317—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 9 g (0.2 mole) of dimethylamine in 250 ml of ethanol was added to 24 g (0.1 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepin-5(4H)one in a steel bomb. The mixture was heated at 100° C. for 18 hrs. The solution was concentrated in vacuo and the residue partitioned between ethyl acetate and dilute sodium hydroxide. The ethyl acetate layer was concentrated and the residue comprised substantially of the free base of the title compound was dissolved in methyl isobutyl ketoneisopropanol mixture. The solution was acidified with hydrogen chloride gas to give the title compound, m.p. 188°-197° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04592866
Source datasetuspto-grants-1986_06
ORD IDord-adf268bd4dd744d4aacc3ac6d2963655
Source noteuspto-grants-1986_06