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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586150Generated: October 25, 2026

Ammonium Hydroxide → 1-ethyl-4-chloro-7-nitro-1H-pyrazolo[3,4-b]quinoline

https://huagongshe.com/reaction/1586150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-(1-ethylpyrazol-5-yl)-4-nitroanthranilic acidHCID 21217705—
Product1-ethyl-4-chloro-7-nitro-1H-pyrazolo[3,4-b]quinolineHCID 5433879682%

Reaction Steps

A mixture of N-(1-ethylpyrazol-5-yl)-4-nitroanthranilic acid (3.4 g, 12.32 mmol) and POCl3 (20 ml) is refluxed for 8 hours. The reaction mixture is poured into ice waterl, neutralized with concentrated NH4OH, and the resulting solid is collected by filtration,washed with water and dried to afford 2.8 g (82%) of 1-ethyl-4-chloro-7-nitro-1H-pyrazolo[3,4-b]quinoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05942520
Source datasetuspto-grants-1999_08
ORD IDord-ebf142312dc747bd91960e42e40c6e6d
Source noteuspto-grants-1999_08