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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869793Generated: November 2, 2026

Ammonia → 2-Chloroquinolin-6-ol

https://huagongshe.com/reaction/1869793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178515777HCID 178515777—
SolventDimethylformamideHCID 6228—
Product2-Chloroquinolin-6-olHCID 2213257798%

Reaction Conditions

Temperature115 °C

Reaction Steps

A solution of 2,6-quinolinediol 10 (5 g) in POCl3 (21 ml) and DMF (3.4 ml) is stirred for 12 h at room temperature, then heated for 1 h at 115° C. The reaction is poured into water (100 ml) at 0° C. and neutralized with a 32% aqueous NH3 solution. The solid obtained by filtration is washed with acetone, and the resulting organic phase is evaporated to give 2-chloro-6-quinolinol 11 as a solid. No further purification is needed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638630B2
Source datasetuspto-grants-2009_12
ORD IDord-ab0d49cc32a54b02b31f4fd44732f05e
Source noteuspto-grants-2009_12