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[2-Chloro-4-(3-chloro-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanone → (5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanone

HRID 2067285
Notes
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Reaction equation

HRID 2067285 reaction equation
NC1C=CC(C)=C(C(C2C=CC(NC3C=CC(C(F)(F)F)=CC=3)=CC=2Cl)=O)C=1.[Cl:29][C:30]1[CH:35]=[C:34]([NH:36][C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([Cl:43])[CH:38]=2)[CH:33]=[CH:32][C:31]=1[C:44]([C:46]1[CH:51]=[C:50]([N+:52]([O-])=O)[CH:49]=[CH:48][C:47]=1[CH3:55])=[O:45]>>[NH2:52][C:50]1[CH:49]=[CH:48][C:47]([CH3:55])=[C:46]([C:44]([C:31]2[CH:32]=[CH:33][C:34]([NH:36][C:37]3[CH:42]=[CH:41][CH:40]=[C:39]([Cl:43])[CH:38]=3)=[CH:35][C:30]=2[Cl:29])=[O:45])[CH:51]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 68417397[2-Chloro-4-(3-chloro-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanoneHCID 68419668(5-Amino-2-methyl-phenyl)-[2-chloro-4-(4-trifluoromethyl-phenylamino)-phenyl]-methanone

Product 1

HCID 68418319(5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 415, using compound 460 (2.13 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 1:2 as the eluent to afford the title compound as yellow foam.

Workup

  • customThe crude product was purified by flash chromatography
  • Sources & evidence

    ORD record
    ord-8a57eac49b80444384ad87a5ef598a3e
    Source dataset
    uspto-grants-2012_10
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08293772B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes