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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462653Generated: October 25, 2026

4-Aminophenol → Phenol, 4-amino-, 1-acetate

https://huagongshe.com/reaction/462653

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminophenolHCID 403—
ReactantHydroquinoneHCID 785—
ReactantAnilineHCID 6115—
ReactantBromobenzeneHCID 7961—
Reactant4-Amino-2-NitrophenolHCID 3417419—
CatalystZincchlorideHCID 3007855—
ProductPhenol, 4-amino-, 1-acetateHCID 83783—
Product4-Amino-3-NitrophenolHCID 3758882—

Reaction Steps

4-Hydroxydiphenylamine (m.p. 70° C., b.p. 330° C.) is formed by heating hydroquinone with aniline and zinc chloride at 180°-185° C. (G. Heller, Ann., 1919, 418, p. 265; A. Calm and M. Phillip, Chem. Ber., 1883, 16, p. 1799; 1884, 17, p. 2431), or by reaction of p-aminophenol with bromobenzene and cuprous iodide (German Pat. No. 187,870). 4-Amino-2-nitrophenol (dark red plates, m.p. 128° C.) can be prepared by the procedure described in A. Girard, Bull. Soc. Chim. Fr., 1924, 35, p. 773) and 4-Amino-3-nitrophenol (m.p. 154° C.), can be formed from the nitration of 4-aminophenyl acetate as described in (Girard, loc. cit.);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04517005
Source datasetuspto-grants-1985_05
ORD IDord-5ce37c7a0e9845948ecf472ec53ff17c
Source noteuspto-grants-1985_05