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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289833Generated: November 1, 2026

Phosphorus oxychloride → Methyl 1-chloro-4-hydroxyisoquinoline-3-carboxylate

https://huagongshe.com/reaction/2289833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl 4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylateHCID 788106—
ProductMethyl 1-chloro-4-hydroxyisoquinoline-3-carboxylateHCID 18698155—

Reaction Steps

2.84 g (13 mmol) of methyl 4-hydroxy-1 (2H)-isoquinolone-3-carboxylate (prepared as in M. Suzuki, SYNTHESIS, 461 (1978)) was stirred at 70° C. for 3 h in 25 ml of phosphorus oxychloride. After cooling, the mixture was added to 500 ml of ice water, the precipitate was filtered off with suction next morning and dried at 70° C. under an IR Lamp. 2.96 g of product were obtained; m.p. 168° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093730
Source datasetuspto-grants-2000_07
ORD IDord-5500c18e52434059900a9d76026a546c
Source noteuspto-grants-2000_07