(2-Chloro-4-m-tolylamino-phenyl)-(2-methyl-5-nitro-phenyl)-methanone → (5-Amino-2-methyl-phenyl)-(2-chloro-4-m-tolylamino-phenyl)-methanone

HRID 2067289Notes

Reaction equation

HRID 2067289 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:38]=[C:39]([CH3:43])[CH:40]=[CH:41][CH:42]=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:38]=[C:39]([CH3:43])[CH:40]=[CH:41][CH:42]=3)=[CH:35][C:30]=2[Cl:29])=[O:45])[CH:51]=1

Participants

3

Reactant 2

HCID 68418950(2-Chloro-4-m-tolylamino-phenyl)-(2-methyl-5-nitro-phenyl)-methanoneHCID 68419668(5-Amino-2-methyl-phenyl)-[2-chloro-4-(4-trifluoromethyl-phenylamino)-phenyl]-methanone

Product 1

HCID 68420133(5-Amino-2-methyl-phenyl)-(2-chloro-4-m-tolylamino-phenyl)-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 415, using compound 463 (1.78 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 syrup.

Workup

  1. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-6dd06abb9a2d45fbaa22378b7cf8a6a4
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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