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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756576Generated: October 28, 2026

5-Chloroisatoic anhydride → 9-Chloroindolo[2,1-b]quinazoline-6,12-dione

https://huagongshe.com/reaction/1756576

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloroisatoic anhydrideHCID 78480—
Reactant5-FluoroisatinHCID 236566—
Reactant6-Chloroindoline-2,3-dioneHCID 241331—
Product9-Chloroindolo[2,1-b]quinazoline-6,12-dioneHCID 33627014%

Reaction Steps

Using the procedure in Example 12 and substituting isatoic anhydride for 5-chloroisatoic anhydride and 6-chloroisatin for 5-fluoroisatin gave the title compound in 14% yield: mp 300.6°-303.1° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.49 (d, 1H) 8.35 (d, 1H) 7.89 (d, 2H) 7.94 (d, 1H) 7.72-7.82 (m, 1H) 7.55-7.62 (m, 1H); MS (M+CH4CN)+ 324.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05441955
Source datasetuspto-grants-1995_08
ORD IDord-0515f78be70a4edaa896548edcd7e5b8
Source noteuspto-grants-1995_08