1-Isopropenyl-4-(methylsulfonyl)-2-nitrobenzene → 2-Isopropenyl-5-(methylsulfonyl)aniline

HRID 2390175Notes

Reaction equation

HRID 2390175 reaction equation
CS(C1C=CC(/C=C/C)=C(C=1)N)(=O)=O.[C:15]([C:18]1[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:20][C:19]=1[N+:28]([O-])=O)([CH3:17])=[CH2:16]>>[C:15]([C:18]1[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:25])=[O:26])=[CH:20][C:19]=1[NH2:28])([CH3:17])=[CH2:16]

Participants

3

Reactant 2

HCID 585218981-Isopropenyl-4-(methylsulfonyl)-2-nitrobenzene2×HCID 585220135-(methylsulfonyl)-2-[(1E)-prop-1-en-1-yl]aniline

Product 1

HCID 585219612-Isopropenyl-5-(methylsulfonyl)aniline

Procedure

Following the general method as outlined in Intermediate 60, starting from 1-isopropenyl-4-(methylsulfonyl)-2-nitrobenzene (Intermediate 88), the title compound was obtained as an orange solid after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-00bb0b92201f457db68e0d6db14409a9
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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