Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1041462Generated: November 2, 2026

3-(3-chloro-propyl)-6-nitro-3H-benzoxazol-2-one → 3-Nitro-7,8-dihydro-6H-5-oxa-9-aza-benzocycloheptene-9-carboxylic acid isopropyl ester

https://huagongshe.com/reaction/1041462

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(3-chloro-propyl)-6-nitro-3H-benzoxazol-2-oneHCID 67263654—
SolventIsopropanolHCID 3776—
Product3-Nitro-7,8-dihydro-6H-5-oxa-9-aza-benzocycloheptene-9-carboxylic acid isopropyl esterHCID 67264272—

Reaction Steps

3-Nitro-7,8-dihydro-6H-5-oxa-9-aza-benzocycloheptene-9-carboxylic acid isopropyl ester was prepared from 3-(3-chloro-propyl)-6-nitro-3H-benzoxazol-2-one and isopropyl alcohol in an analogous manner to Example 1426a. Product isolated as a yellow oil (413 mg, 63%). LCMS (m/e) 281 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 7.89-7.81 (m, 2H), 7.55-7.35 (m, 1H), 5.10-4.96 (m, 1H), 4.24 (t, 2H, J=5.5 Hz), 3.85 (t, 2H, J=5.6 Hz), 2.20-2.09 (m, 2H), 1.27 (d, 6H, J=5.7 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552186B2
Source datasetuspto-grants-2013_10
ORD IDord-cc5f420c7a8b44109e9f8c9a2990a3d9
Source noteuspto-grants-2013_10