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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2291771Generated: October 31, 2026

Thionyl Chloride → HCID 14279665, compound

https://huagongshe.com/reaction/2291771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 14347810HCID 14347810—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
ProductHCID 14279665HCID 1427966578.8%

Reaction Steps

N,N-dimethylformamide (3 drops) was added to a mixture consisting of 2-[4-carbamoylmethyl-7-fluoro-2H-1,4-benzoxazin-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (0.2 g), toluene (30 ml) and thionyl chloride (0.2 g), and then the mixture was refluxed under heating for 3 hours. After the solvent was concentrated, toluene (50 ml) was added and fully mixed therewith, and then toluene was distilled off. The resulting solid was recrystalled from ethanol to give the desired 2-[4-cyanomethyl-7-fluoro-2H-1,4-benzoxazin-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (0.15 g). mp. 225°-229° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04798620
Source datasetuspto-grants-1989_01
ORD IDord-6facb16927f34d51be7e96de3080bb5f
Source noteuspto-grants-1989_01