Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377976Generated: October 26, 2026

Dipropylamine → 3-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one

https://huagongshe.com/reaction/1377976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDipropylamineHCID 8902—
Reactant3-(5-chloromethyl-1,2,4-oxadiazol-3-yl)-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-oneHCID 22914314—
SolventDimethylformamideHCID 6228—
Product3-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-oneHCID 2291446292.5%

Reaction Steps

3.3 g (10 mmol) of 3-(5-chloromethyl-1,2,4-oxadiazol-3-yl)-5,6-dihydro-5-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one were stirred with 5.06 g (50 mmol) of dipropylamine in 20 ml of N,N-dimethylformamide at room temperature for 4 hours. The reaction mixture was evaporated and the residue was chromatographed on silica gel while eluting with ethyl acetate. There were obtained 3.65 g (92%) of 3-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 130°-132°, which was converted into the hydrochloride of m.p. 213°-215°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665718
Source datasetuspto-grants-1997_09
ORD IDord-800c3d7be33d441ead379287fc513040
Source noteuspto-grants-1997_09