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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63028Generated: October 27, 2026

2,4-Diaminophenol hydrochloride → 2-(5-Chloronaphthalen-1-yl)-1,3-benzoxazol-5-amine

https://huagongshe.com/reaction/63028

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Diaminophenol hydrochlorideHCID 8715—
ReactantSodium HydroxideHCID 14798—
Reactant5-Chloro-1-naphthoic acidHCID 937057—
Product2-(5-Chloronaphthalen-1-yl)-1,3-benzoxazol-5-amineHCID 75177679.3%

Reaction Conditions

Temperature180 °C

Reaction Steps

80 μmol of 2,4-diaminophenol.2HCl and 80 μmol of 5-chloro-naphthalene-1-carboxylic acid were dissolved in 100 mg of PPA, and then, the mixed solution was stirred at a temperature of 180° C. for 3 to 4 hours. After completion of the reaction, the reaction solution was cooled, neutralized with 10% NaOH, and filtered by using distilled water for recrystallization in a slow manner, thereby obtaining 18.7 mg of 2-(5-chloronaphthalene-1-yl)benzo[d]oxazole-5-amine (Derivative #5) (yield: 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447054B2
Source datasetuspto-grants-2016_09
ORD IDord-dbd4b1e52fb047eab609296eda764d67
Source noteuspto-grants-2016_09