Cyclopropanemethanamine → HCID 68869454, compound

HRID 1817849Notes

Reaction equation

HRID 1817849 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[CH:17]1([CH2:20][NH2:21])[CH2:19][CH2:18]1>C(O)C>[CH:17]1([CH2:20][NH:21][C:2]2[CH:7]=[CH:6][C:5]([S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][C:3]=2[N+:14]([O-:16])=[O:15])[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 75646CyclopropanemethanamineHCID 235592021-Chloro-4-(isopropylsulfonyl)-2-nitrobenzene

Product 1

HCID 68869454HCID 68869454, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-chloro-4-(isopropylsulfonyl)-2-nitrobenzene (Step C, 849 mg, 3.2 mmol), and cyclopropylmethylamine (333 μL, 3.8 mmol) in ethanol (15 mL) was stirred under reflux for 16 h. After removal of solvent, the residue was purified by column chromatography on silica gel (hexane/ethyl acetate=3/1 as eluent) to afford the title compound (521 mg, 55%) as a yellow solid.

Workup

  1. temperatureunder reflux for 16 h
  2. customAfter removal of solvent
  3. customthe residue was purified by column chromatography on silica gel (hexane/ethyl acetate=3/1 as eluent)

Sources & evidence

ORD record
ord-ab51e1d4f1c540c1ad5b025d0a497f62
Source dataset
uspto-grants-2009_10
Patent number
US07598393B2

Reaction notes

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