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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192259Generated: October 26, 2026

7-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one → Methyl 4-nitro-5-((3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)oxy)thiophene-2-carboxylate

https://huagongshe.com/reaction/1192259

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 10057870—
ReactantMethyl 5-chloro-4-nitrothiophene-2-carboxylateHCID 13205564—
ProductMethyl 4-nitro-5-((3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)oxy)thiophene-2-carboxylateHCID 67494597—

Reaction Steps

Prepared according to the procedure described for step A of example 18 from 7-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one (826 mg, 5.0 mmol) and methyl 5-chloro-4-nitro-thiophene-2-carboxylate (1.1 g, 5.0 mmol). The title compound was obtained as a white solid (400 mg, 23% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.92 (1H, S), 8.04 (1H, S), 7.22 (1H, M), 7.10 (2H, S), 7.03 (1H, M), 4.66 (2H, S), 3.80 (3H, S). MS m/z: 349.20 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680139B2
Source datasetuspto-grants-2014_03
ORD IDord-ea9ba7e958344465b3b90cbbad36fd5e
Source noteuspto-grants-2014_03