Sulfuryl chloride → ethyl 2-chloro-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate

HRID 2233833Notes

Reaction equation

[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C:13](=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].S(Cl)([Cl:24])(=O)=O>>[Cl:24][CH:14]([C:13](=[O:20])[CH2:12][N:3]1[C:4](=[O:11])[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:2]1=[O:1])[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

Reactant 2

HCID 24648Sulfuryl chloride

HCID 701239Ethyl 4-(1,3-dioxoisoindolin-2-YL)-3-oxobutanoate2×

Product 1

HCID 86608257ethyl 2-chloro-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate

Procedure

The title compound was prepared in a manner analogous to Intermediate 124 starting from ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate (Intermediate 25) and sulfuryl chloride.

Sources & evidence

ORD record: ord-252466fb7bfd4cd98ff8cd6801963696
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709503B2

Reaction notes

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