HCID 56834611, compound → 4-(Cyclopropylsulfonyl)benzenamine

HRID 2403558Notes

Reaction equation

HRID 2403558 reaction equation
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1>C(O)C.C1COCC1.[Ni]>[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1

Participants

5

Reactant 1

HCID 56834611HCID 56834611, compound

Product 1

HCID 392398674-(Cyclopropylsulfonyl)benzenamineYield 92%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1.60 g (7.0 mmol) of 1-cyclopropanesulphonyl-4-nitrobenzene in 50 ml of ethanol and 50 ml of THF was admixed with 3.2 g of Raney nickel (50% moisture) and hydrogenated for 1.5 hours under atmospheric pressure at 0° C. The mixture was filtered and concentrated by evaporation. This gave 1.28 g (6.5 mmol; yield: 92%) of the product.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-816d1729edc7439796008f0fea176320
Source dataset
uspto-grants-2014_08
Patent number
US08802686B2

Reaction notes

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