Nitric Acid → 2-Bromo-5-methylsulfonylnitrobenzene

HRID 2292265Notes

Reaction equation

[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[N+:12]([O-])([OH:14])=[O:13]>>[N+:12]([C:9]1[CH:10]=[C:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH:6]=[CH:7][C:8]=1[Br:11])([O-:14])=[O:13]

Participants

Reactant 2

HCID 944Nitric Acid

HCID 770141-Bromo-4-(methylsulphonyl)benzene

Product 1

HCID 20603662-Bromo-5-methylsulfonylnitrobenzene

Procedure

4-methylsulfonyl-bromobenzene was reacted with nitric acid to obtain 2-nitro-4-methylsulfonyl-bromobenzene melting at 126° C. which was reacted with N-hydroxy-phthalimide to obtain 0-(4-methylsulfonyl-2-nitro-phenoxy)-phthalimide melting at 215° C. The latter was reacted to obtain 0-(4-methylsulfonyl-2-nitro-phenyl)-hydroxylamine melting at 190° C.

Sources & evidence

ORD record: ord-048c1b3390c44c6d97fa57c3978f9239
Source dataset: uspto-grants-1989_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04801717

Reaction notes

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