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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617814Generated: October 30, 2026

Hydrochloric Acid → HCID 9840135, compound

https://huagongshe.com/reaction/617814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant3-Amino-2-naphtholHCID 79449—
Reactantmethyl 2-chloro-3,5-dinitrobenzoateHCID 248909—
ReactantSodium AcetateHCID 517045—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 9840135HCID 984013573.7%

Reaction Steps

304 mg (1.91 mmol) of 3-amino-2-naphthol, 477 mg (1.81 mmol) of methyl 2-chloro-3,5-dinitrobenzoate and 178 mg (2.17 mmol) of sodium acetate were suspended in a mixture of water (5 ml) with ethanol (10 ml) and heated under reflux for 7 hours. After adding 3 ml of a 2 N aqueous solution of sodium hydroxide thereto, the reaction mixture was heated under reflux for additional 2.5 hours and then brought back to room temperature. After adding 10 ml of 1 N hydrochloric acid thereto, the precipitate thus formed was recovered by filtration and washed successively with water, 1 N hydrochloric acid and ethanol to thereby give 430 mg of 3-nitro-12H-benzo[b]phenoxazine-1-carboxylic acid. Then this product was treated by the same methods as those of Production Example 23 and Example 13 to thereby give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952335
Source datasetuspto-grants-1999_09
ORD IDord-0bd02a4b19d64b87b097d455194a448f
Source noteuspto-grants-1999_09