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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190779Generated: October 30, 2026

Ammonia → 4-Ethyl-7-(4-nitro-phenylazo)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ol

https://huagongshe.com/reaction/1190779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4-Nitrobenzenediazonium tetrafluoroborateHCID 68006—
Reactant4-Ethyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-olHCID 68777613—
SolventSulfuric AcidHCID 1118—
Product4-Ethyl-7-(4-nitro-phenylazo)-3,4-dihydro-2H-benzo[1,4]oxazin-6-olHCID 136331533—

Reaction Steps

p-Nitrobenzenediazonium tetrafluoroborate (0.251 g, 1.06 mmol) was dissolved in 10% sulfuric acid (10 ml) and added to a methanolic solution (10 ml) of 50a (0.19 g, 1.06 mmol). The solution turned red immediately. The reaction mixture was neutralized with ammonia. The red precipitate was filtered to give quantitative yield of the product. ES-HRMS [M−H]− 327.1428. Calcd for (C16H15N4O4): 327.1094.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08679776B2
Source datasetuspto-grants-2014_03
ORD IDord-3f8f00a583894ec9a8897db4f9fb689d
Source noteuspto-grants-2014_03