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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756563Generated: October 24, 2026

Methanol → 2-Chloro-8-fluoroindolo[2,1-b]quinazoline-6,12-dione

https://huagongshe.com/en/reaction/1756563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
Reactant5-Chloroisatoic anhydrideHCID 78480—
Reactant5-FluoroisatinHCID 236566—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
Product2-Chloro-8-fluoroindolo[2,1-b]quinazoline-6,12-dioneHCID 478569—

Reaction Steps

To a suspension of NaH (10 mmol, 40 mg 60%) in 4 mL of DMF was added 10 mmol of 5-fluoroisatin in 2 mL of DMF. After 15 min, a solution of 5-chloroisatoic anhydride in 3 mL of DMF was added. The reaction mixture was stirred for 18 h, methanol (0.5 mL) and 20 mL of chloroform was added and the organic solution was washed with water, dried (MgSO4) and concentrated to give a residue which was purified by silica gel chromatography (CHCl3 :CH3OH). Yield 77%: mp 280°-282° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05441955
Source datasetuspto-grants-1995_08
ORD IDord-0cfebdd3820a4315bfe8dcf209410365
Source noteuspto-grants-1995_08