Chloroacetyl chloride → 5-chloroacetyl-6-chlorooxindole

HRID 503815Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[Cl:12][CH2:13][C:14](Cl)=[O:15]>>[Cl:12][CH2:13][C:14]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1[Cl:1])[NH:8][C:7](=[O:11])[CH2:6]2)=[O:15]

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 7363446-Chloro-1,3-dihydroindol-2-one

Product 1

HCID 37309465-chloroacetyl-6-chlorooxindole

Procedure

Step a) involves acylation of a composition comprising 6-chloro-1,3-dihydro-2H-indol-2-one of Formula III with chloroacetyl chloride by Friedel-Crafts acylation to obtain 5-(2-chloroacetyl)-6-chloro-2-oxindole of Formula IV.

Sources & evidence

ORD record: ord-1e3c172578e9459397f52749fe017714
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07777037B2

Reaction notes

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