Benzene → 5-Chloro-1,3-dihydro-3,3-diphenylindol-2-one

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[Cl-].[Al+3].[Cl-].[Cl-].[CH:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([C:2]1[CH:3]=[CH:4][CH:8]=[CH:9][CH:10]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Reactant 3

HCID 241Benzene

HCID 872035-chloro-1H-indole-2,3-dione

HCID 6451240Aluminum(III) Chloride

Product 1

HCID 107580035-Chloro-1,3-dihydro-3,3-diphenylindol-2-one

Procedure

This compound is prepared by the method described in Helv. Chim. Acta, 1946, 29, 415-431, by the reaction of benzene with 5-chloroisatin in the presence of aluminum chloride. M.p.=281° C.

Workup

customThis compound is prepared by the method

Sources & evidence

ORD record: ord-ae97b39090304851b44154a73304af2d
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05726322

Reaction notes

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