Methanol → HCID 57990527, compound

HRID 1625006Notes

Reaction equation

HRID 1625006 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].[CH:15]1([NH2:18])[CH2:17][CH2:16]1.CO>>[CH:15]1([N:18]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[CH:13][C:4]=3[N+:1]([O-:3])=[O:2])[C:9]2=[O:14])[CH2:17][CH2:16]1

Participants

4

Reactant 3

HCID 887MethanolHCID 69828CyclopropylamineHCID 100127605-nitro-1H-isochromen-1-one

Product 1

HCID 57990527HCID 57990527, compound

Procedure

5-Nitro-isochromen-1-one (5 g, 0.03 mol), cyclopropylamine (2 g, 0.04 mol) were refluxed in methanol (50 mL, 1 mol) for 2 hours and then room temperature stirring overnight. The resulting yellow solid was collected via filtration. The volatiles were removed under vacuum, the residue was purified via flash chromatography (120 g of silica gel, 0-20% EtOAc/Hexane) to give a yellow solid. MS m/z (M+H) 231.3.

Workup

  1. filtrationThe resulting yellow solid was collected via filtration
  2. customThe volatiles were removed under vacuum
  3. customthe residue was purified via flash chromatography (120 g of silica gel, 0-20% EtOAc/Hexane)
  4. customto give a yellow solid

Sources & evidence

ORD record
ord-029073297d98425db1cdcd5832a17c80
Source dataset
uspto-grants-2014_07
Patent number
US08779144B2

Reaction notes

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