1-[(Cyclopropylsulfonyl)methyl]-3-nitrobenzene → 3-[(Cyclopropylsulfonyl)methyl]aniline

HRID 514707Notes

Reaction equation

HRID 514707 reaction equation
[CH:1]1([S:4]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[CH:9]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1>Cl.[Cl-].[Ti+3].[Cl-].[Cl-]>[CH:1]1([S:4]([CH2:7][C:8]2[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=2)[NH2:14])(=[O:6])=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 709764591-[(Cyclopropylsulfonyl)methyl]-3-nitrobenzene

Product 1

HCID 867296133-[(Cyclopropylsulfonyl)methyl]aniline

Reagents, catalysts & solvents 2

HCID 10313229titanium(III) trichlorideCatalystHCID 313Hydrochloric AcidSolvent

Procedure

was prepared under similar conditions as described in the preparation of Intermediate 1.3. using 1-[(cyclopropylsulfonyl)methyl]-3-nitrobenzene and titanium(III)chloride solution (about 15%) in about 10% hydrochloric acid (Merck Schuchardt OHG). The batch was purified by chromatography (DCM/EtOH 95:5).

Workup

  1. customwas prepared under similar conditions
  2. customThe batch was purified by chromatography (DCM/EtOH 95:5)

Sources & evidence

ORD record
ord-ed332f92eb0049d0b9bec7cb235d452d
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

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