2-Isopropenyl-5-(methylsulfonyl)aniline → 2-Isopropyl-5-(methylsulfonyl)aniline

HRID 2390176Notes

Reaction equation

HRID 2390176 reaction equation
CS(C1C=CC(CCC)=C(C=1)N)(=O)=O.[C:15]([C:18]1[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][C:19]=1[NH2:20])([CH3:17])=[CH2:16]>>[CH:15]([C:18]1[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:26])=[O:27])=[CH:21][C:19]=1[NH2:20])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 585219612-Isopropenyl-5-(methylsulfonyl)aniline2×HCID 585220065-(Methylsulfonyl)-2-propylaniline

Product 1

HCID 283559112-Isopropyl-5-(methylsulfonyl)anilineYield 81%

Procedure

Following the general method as outlined in Intermediate 61, starting from 2-isopropenyl-5-(methylsulfonyl)aniline (Intermediate 89), the title compound was obtained as a green solid in 81% yield after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-e86db1a49f5f49c3a923685c1533ac4a
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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