N-Phthaloylglycine → 2H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-

HRID 2088257Notes

Reaction equation

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

Participants

Reactant 2

HCID 20825N-Phthaloylglycine

HCID 24386Thionyl Chloride

Product 1

HCID 812422H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-

Procedure

In the (G2a) step, 2 mol of thionylchloride (SOCl2) was added to the compound 1a to produce 2-(1,3-dioxoisoindolin-2-yl)acetic chloride (compound 2a) and the unreacted thionylchloride (SOCl2) was recovered by using an aspirator.

Sources & evidence

ORD record: ord-5b13de9945bb428ebfd13df5ae26d016
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08435480B2

Reaction notes

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