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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718100Generated: October 30, 2026

Propargyl bromide → 10-(prop-2-ynyl)dibenzo[b,f][1,4]oxazepin-11(10H)-one

https://huagongshe.com/reaction/718100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantO-(o-Aminophenoxy)benzoic acid lactamHCID 72374—
Reactant7-chloro-5H-dibenzo[b,e][1,4]diazepin-11(10H)-oneHCID 21539232—
Product10-(prop-2-ynyl)dibenzo[b,f][1,4]oxazepin-11(10H)-oneHCID 59783448—

Reaction Steps

Using Procedure H-3 (Table 5) with dibenzo[b,f][1,4]oxazepin-11(10H)-one and 3-bromoprop-1-yne the title compound 85 was obtained (1.58 g, 89%) as an off-white solid. 1H NMR (DMSO-d6) δ (ppm): 7.76 (ddd, J=7.5, 1.7, 0.4 Hz, 1H), 7.65 (dd, J=8.0, 1.7 Hz, 1H), 7.61 (ddd, J=8.2, 7.2, 1.8 Hz, 1H), 7.41 (dd, J=7.8, 1.6 Hz, 1H), 7.37 (ddd, J=8.2, 1.0, 0.4 Hz, 1H), 7.34-7.24 (m, 3H), 4.83 (d, J=2.3 Hz, 2H), 3.31 (t, J=2.3 Hz, 1H). MS (m/z): 250.0 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193749B2
Source datasetuspto-grants-2015_11
ORD IDord-f5ea69a7086b43228a74abd3165720dc
Source noteuspto-grants-2015_11