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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1168420Generated: October 31, 2026

Sodium Hydroxide → Urea

https://huagongshe.com/reaction/1168420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(acetylamino)-4-bromo-2-nitronaphtaleneHCID 348410—
Reactant4-bromo-2-nitronaphthalen-1-olHCID 11572534—
ProductUreaHCID 1176—
ProductNaphth[1,2-d]oxazoleHCID 3718558—

Reaction Steps

When 1-(acetylamino)-4-bromo-2-nitronaphtalene was treated with aqueous sodium hydroxide as described above the product was 4-bromo-2-nitro-1-naphtol—i.e. substitution occurred instead of hydrolysis. Subsequent hydrogenation and treatment with urea yielded naphto[1,2-d]oxazoline in 44% overall yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06624186B2
Source datasetuspto-grants-2003_09
ORD IDord-273143351a584cd59646ea5989288403
Source noteuspto-grants-2003_09