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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1531244Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 178449923, compound

https://huagongshe.com/reaction/1531244

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant5-NitrosalicylaldehydeHCID 66808—
ReactantN-tert-butylhydroxylamineHCID 98586—
SolventBenzeneHCID 241—
ProductHCID 178449923HCID 17844992375.1%

Reaction Steps

A mixture of tert-butylhyroxylamine (10.5 g, 120 mmol), 2-hydroxy-5-nitrobenzaldehyde (15 g, 90 mmol) and p-toluenesulfonic acid (1.6 g, 9 mmol) in benzene (375 mL) was refluxed in a flask fitted with a Dean-Stark trap until no more aldehyde was detectable by TLC. The mixture was cooled and the resulting suspension was filtered. The title compound was isolated in 75.1% yield as a pale yellow solid, m.p. 172° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06197826B1
Source datasetuspto-grants-2001_03
ORD IDord-2595f7e95428405f9ec8e0f94f862247
Source noteuspto-grants-2001_03